• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer

TravelAwaits

Our mission is to serve the 50+ traveler who's ready to cross a few items off their bucket list.

  • Destinations
    • United States
    • Europe
    • Asia
    • Canada
    • Mexico and Caribbean
    • Central and South America
    • Australia and South Pacific
    • Africa
    • Middle East
    • Antarctica and Arctic
    • See All
  • Activities & Interests
    • History and Culture
    • Outdoor Activities
    • Food and Drink
    • Sightseeing
    • Seasonal Travel
    • National Parks
    • State Parks
    • Hotels and Resorts
    • Wildlife
    • Beaches
    • Shopping
    • Festivals and Special Events
    • Theme Parks
    • Photography
    • Reading
    • See All
  • Types of Travel
    • Cruises and Sailing
    • Road Trips
    • Group Travel
    • RVing
    • Camping
    • Rail
    • Wellness Travel
    • Adventure Travel
    • Ancestry Travel
    • Naturism
    • LGBTQ+ Travel
    • Budget Travel
    • Weekend Getaway
    • Bucket List Trips
    • Family Vacations
    • Solo Travel
    • Full-Time Travel
    • Pet-Friendly Travel
    • See All
  • News & Tips
    • Travel News
    • Travel Tips
    • Travel Products
    • Travel With Confidence
    • Gift Guides
    • See All
  • Inspire
  • Retire
  • Best Of Travel Awards
beautiful oceanfront vacation rental in Neskowin, Oregon lit up at dusk
  • Destinations
  • United States
  • Activities and Interests
  • Hotels and Resorts
  • Vacation Rentals
  • Types of Travel
  • Luxury Travel
  • Activities and InterestsHotels and ResortsVacation Rentals

    22 Luxurious Vacation Rentals To Experience Throughout The U.S.

    Laura Ray
    April 24, 2022

    Whether you’re celebrating a milestone birthday, have an anniversary, or are getting together for a family reunion, an amazing luxury vacation rental makes for an unforgettable trip.

    Videos by TravelAwaits

    We combed through Vrbo‘s top 50 luxury vacation rentals in the U.S. to find a variety of luxury vacation rentals in various destinations, from the mountains to the beach. With incredible views, pools, hot tubs, and theater and game rooms, these luxury vacation rentals will make you want to treat yourself.

    Below, you’ll find the best of the best luxury vacation rentals listed under their respective states, which are arranged in alphabetical order. With prices ranging from a few hundred to a few thousand dollars a night, some of these luxury vacation rentals may be more affordable than you think! Remember, you only live once!

    California

    Napa Valley Farmhouse

    Overlooking the award-winning vineyards of The Napa Valley Reserve, this stunning modern farmhouse features a pool and hot tub, a commercial gourmet chef’s kitchen, and a veranda with a view. Imagine hiring a private chef to cook dinner and dining outside by the fire surrounded by mountains and vineyards. If you need a little pampering, Meadowood Napa Valley Spa Resort is within walking distance.

    Dreaming of – your dream vacation awaits you
    0 review
    4 Guests
    2 Bedrooms
    2 Bathrooms
    Oops, this listing is currently inactive. Check out these alternative properties in the same location!
    View Deal

    Colorado

    Boulder Lodge Retreat

    Located at the base of Heavenly Ski Resort, this mountain retreat is just steps from the Boulder ski lift and the Tahoe Rim Trail. Ski in the winter and hike in the summer. Other highlights include a pool table and hot tub.

    Dreaming of – your dream vacation awaits you
    0 review
    10 Guests
    4 Bedrooms
    4 Bathrooms
    Oops, this listing is currently inactive. Check out these alternative properties in the same location!
    View Deal

    Aspen Estate

    Two chef’s kitchens, a theater room, a billiards room (complete with bar), a gym, a massage room, an 80-foot lap pool, a hot tub, and an outdoor fireplace make this stone home a luxury mountain paradise. This dog-friendly Vrbo is also a “smart” home, with lighting, heating, and electronic devices controlled via iPads. His and hers cruiser bikes are included. There’s a ping pong table outside and other yard games such as croquet, bocce ball, and corn hole are provided.

    Ski, shop, hike, and mountain bike. This luxury estate is 6 miles from town, 4.9 miles from the airport, and offers easy access to four ski mountains. Amenities such as massage, ski valet, personal chef, and grocery delivery can all be arranged for an additional fee.

    Dreaming of Aspen – your dream vacation awaits you
    61 reviews
    Private vacation home
    11 Guests
    5 Bedrooms
    6 Bathrooms
    Top guest reviews
    This is hands down our favorite home we have stayed in in Aspen. No detail was missed and they had everything you could ever need. The views are stunning and elk even ran through the valley behind the house. We will definitely be coming back! Also, the management team could have not been more helpful! The hot tub stopped working during our stay and they had someone out to look at it within a few hours! Top notch service and stay!
    This home is amazing! Awesome location- close to airport, close to Aspen and close to Snowmass! Our family had a great time and the property managers were SO wonderful. We will be back!
    This is a beautiful, well situated home not far from the town of Aspen (a quick 10 minute drive) Wonderful space for a group of friends to gather and enjoy each other. . . Everything you could possible need for a wonderful week, or longer, is included.
    The property is better than advertised and the property management team is very professional and hospitable. A+
    There were 13 of us and each person, couple, and family had their own room and bathroom. The house was situated so that we could sit outside, day or night, enjoying the mountains and stars.
    Read Less ∧
    Read More ∨
    View Deal

    Above The Clouds Bear Mountain Estate

    Perched on the cliffside atop Bear Mountain 8,000 feet in the air, Above the Clouds boasts mesmerizing mountain views. This gorgeous estate was recognized as one of Vrbo’s top five-star homes in the world in 2019.

    Boulders greet you as you walk inside this luxurious mountain vacation rental. Take in mountain views from the spacious indoor hot tub. Other amenities include a gym, pool table, and theater room.

    Just 45 minutes from downtown Denver and 10 minutes from the Denver Airport, this house is a destination within itself. However, Red Rocks Park and Amphitheatre is less than half an hour away, while Echo Mountain ski resort and Loveland Ski Area are within an hour’s drive. Major ski slopes, including Copper, Breckenridge, Keystone, and Winter Park, are just over an hour away.

    Dreaming of Evergreen – your dream vacation awaits you
    0 review
    Private vacation home
    View Deal

    Florida

    Reunion Resort Villa

    Looking for the perfect place to stay with kids near Orlando’s Walt Disney World Resort? Bordering a conservation area, this vacation home is part of Reunion Resort, which features three golf courses, a water park, a tennis center, and plenty of dining options.

    The three-story house has three themed bedrooms for kids: Beauty and the Beast, Star Wars, and Avatar. Kids will also love the Harry Potter game room, which features an air hockey table, ping pong, and a gaming station. There’s also a billiards room and a theater. Outside, you’ll find a pool (complete with waterfall), hot tub, and outdoor living area with a fireplace.

    Dreaming of Kissimmee – your dream vacation awaits you
    53 reviews
    Villa
    20 Guests
    12 Bedrooms
    14 Bathrooms
    Top guest reviews
    We had a large group of staff members stay at this great luxury home. 20 staff members came together to stay at the house and resort for a conference in the city. There was never a time when it felt crowded. The whole home was well kept and clean. We will stay again.
    Nice location, the home is nice but not a picture prefect like the pictures.
    The house was the same but different from 2016. People have really used what use to be our favorite vacation home. Still a beautiful home but really worn and neglected. I looked to the right and left of your property and felt a little embarrassed that we were staying somewhere that was less put together. My suggestion as a starter is to at least replace the pool furniture it’s a wreck and trim out the dead limbs from the palm plants out back. The furniture outdoors was not just worn it was torn and look inviting to sit on. Some wear and tear is normal but this was total abandonment. The spa was not working the first few days of our stay. The pool guy had to replace the blower during our stay which means we didn’t get full use of the spa as paid for. The tub in the master suite plug was broke so we had to buy one in order to use the tub. The ice maker and the washer machine leaked the whole time. Someone came to fix that but it started leaking again after he allegedly fixed it. There was a leak from the air handler that caused a leak from the third floor down to the first floor. The microwave had a small glass plate instead of a large glass plate in it. The second floor microwave had no glass plate at all. I’m assuming someone moved the small plate from that microwave to the larger microwave. I know I’ve said a lot but we saved our money to have a magical vacation and we imagined the home to be a little nicer. For a home to be neglected as extensive as this makes me wonder what’s going on and why are you still renting in this condition. I could say more but what’s done is done. My family and I had a great time in spite of the condition of the home. I just wanted to let you know, you as an owner have to do better or you should lower your rental fee to reflect the condition of the home. We could have done a lot better with the amount of money we paid to you.
    Perfect Family Vacation
    Great house, great pool, great communication with the management company. Very happy with the number of master bedrooms (9) and the themed rooms for the kids. I would recommend a larger refrigerator (or second refrigerator) in the kitchen and minor maintenance on the grill out on the patio. We would absolutely recommend this house, it was a great value!
    Read Less ∧
    Read More ∨
    View Deal

    Magic Kingdom Villa

    Stay just a couple miles from Disney’s Magic Kingdom Park at this Palm View Estate. Adults will enjoy the enclosed outdoor heated pool and hot tub while kids will love the Mickey Mouse-shaped kiddie pool. Relax in the outdoor living space or kick back and watch a movie in the theater room.

    Dreaming of Kissimmee – your dream vacation awaits you
    70 reviews
    Villa
    16 Guests
    7 Bedrooms
    6 Bathrooms
    Top guest reviews
    All good, David and Jean went above and beyond, can’t wait to return
    Perfect home for our group vacation. The kids enjoyed the pool and the adults’ the outdoor kitchen. Close to everything but far enough away to be very relaxing. We will return in the future.
    During our family visit, we celebrated a wedding anniversary and two birthdays. Everyone enjoyed the pool and convenient location to nearby Disney parks. The home is clean and well appointed. Thank you!
    The location is great! The outside area was wonderful! A few things were disappointing for us and the amount of money we spent on the rental. We had ants all over 2 bedrooms/bathrooms and the bathroom by the pool. We bought ant traps and had to clean them up before settling in. Yuck! The air conditioning was spotty. The theater and bedroom by the theater were always hot. We also didn’t care for the musty smell through out the house. The refrigerator temperature wouldn’t adjust and froze a lot of our food/drinks which we had to throw away. Also, the main living room TV does not work properly. We had to reset it almost every time we turned it on….long delay in response when using remote.
    We had a great experience. The villa is very well located close enough to all the theme parks, shopping and restaurants but still quiet and peaceful. With 11 members of the family ranging from 2 yrs to 80 yrs the villa layout was superb, with a great level of quality (especially the beds) and décor.Pool alarm system can be demanding, especially when it goes into fault in middle of the night. Despite this all member of the family loved the pool, especially with the heat keeping it at about 28 degrees.The outdoor living area was surpurb and provided great protection for the midday sun and occasional rain shower. The grill connected directly in gas supply, sink, fridge and dish washer complemented the area almost making the indoor kitchen defunct. We would recommend!
    Read Less ∧
    Read More ∨
    View Deal

    Destin Gulf-Front Retreat

    Look out over the emerald waters of the Gulf of Mexico from your infinity pool at this Gulf-front beach house in Destin. Walk down the private boardwalk to the private beach and enjoy complimentary beach service for two. An elevator makes it easy to get your bags up to the main bedroom on the top floor. Unlike most Vrbos, daily housekeeping is included with this vacation rental.

    Dreaming of Destin – your dream vacation awaits you
    23 reviews
    Private vacation home
    10 Guests
    4 Bedrooms
    5 Bathrooms
    Top guest reviews
    Sea His Love was great for a family vacation for 10 people. With 3 young kids it had excellent beach access that allowed is to easily walk to and from the beach. The rooms were comfortable, living areas and kitchen were great for relaxing with family. Hope to be able to stay here again!
    The Home is Very Luxurious and the location is Perfect!
    Location on the beach and private pool was awesome. No crowds on this beautiful private beach.
    This home was absolutely amazing. It was super clean, the location is perfect and the locals were all very friendly. It was really nice having an elevator to take stuff up and down. We had quick responses from Diamond if we had a question. The maid was also super nice and helpful! We definitely recommend this property.
    Excellent property. High-end finishes throughout. Kitchen was well equipped. Layout with bedroom and pool on entry floor, and living area/kitchen on 2nd floor seemed odd upon arrival….but wasn’t an issue once we were accustomed to it.
    Read Less ∧
    Read More ∨
    View Deal

    Boca Grande Condo

    Looking for an Old Florida getaway without high-rises, neon signs, and fast-food restaurants? Formally known as Gasparilla Island, Boca Grande is part of the barrier chain of islands that includes Sanibel and Captiva, which are situated off the southwest coast of Florida. Part of the Boca Grande Club, this beachfront condo is a corner ground-floor unit offering unobstructed panoramic views of the Gulf. Take in spectacular sunsets and keep an eye out for dolphins from the screened-in lanai.

    Club amenities include dining, pools, a tiki bar on the beach, beach chaises and umbrellas, a gym, tennis courts, and a library. Activities include yoga, water aerobics, and bridge. Borrow a complimentary kayak to explore the water, and rent a bike or golf cart to explore the 7-mile-long island.

    Dreaming of Boca Grande – your dream vacation awaits you
    22 reviews
    Condo
    3 Guests
    2 Bedrooms
    2 Bathrooms
    Top guest reviews
    This is my first VRBO stay. The place was great and as advertised. The owner had a detailed checklist explaining how everything worked which was very helpful. If all owners are as easy to work with as this time, I will definitely do this again.
    A perfect stay. The condo is lovely and equipped with everything you need. The location within the club is wonderful…just steps to the beach, fitness and tennis. Our favorite location was the screened porch with lovely beach view. Excellent host provided very detailed instructions. We loved our stay here and will return next year to this same property.
    We highly recommend this Boca Grande rental. The host provided an excellent experience from the moment we reserved this lovely property: thoughtful guidance on local attractions/restaurants/activities for planning purposes, seamless check-in, beautiful and well appointed accommodation with easy access to the pristine beach, and simple renter-friendly check-out process.
    We stayed at this property May 7-14, 2022. Outside the condo is steps from the beach with unobstructed views of the Gulf of Mexico with awe inspiring sunsets. The condo is situated on a property that has pools, tennis courts and a restaurant. Inside, the furnishings, the décor, the appliances, the towels, and so much more were all exceptional. It’s apparent that considerable thought went into ensuring that guests have a relaxing and enjoyable stay. The condo was also very clean upon our arrival. We plan to stay at this property again and highly recommend it to couples looking for a classy and romantic getaway.
    Upscale and sharp beachside 2 bedroom, with well equipped modern kitchen, new appliances, spacious bedrooms & baths, large living room and dining table, relaxing screened lanai, and outdoor sundeck. Great communication with helpful owner. Very easy, can’t wait to come back.
    Read Less ∧
    Read More ∨
    View Deal

    Casa Dolphina Private Tropical Paradise

    Soak up spectacular panoramic views of Boca Ciega Bay Aquatic Preserve from your cabana by the saltwater pool at Casa Dolphina. This eclectic private tropical paradise can be found on the Gulf side of Florida, south of Clearwater and St. Pete. Enjoy stunning sunsets from the hot tub. Onsite activities include a billiard room, a putting green, and fishing off the dock. Kayak across the bay to explore a small island, or bring your own boat!

    Dreaming of St Petersburg – your dream vacation awaits you
    223 reviews
    Private vacation home
    6 Bedrooms
    5 Bathrooms
    Top guest reviews
    We cannot be more happy with our recent family vacation at Casa Dolphina – for us, everything was perfect! First, all of my interaction with Fabienne was great! She is welcoming, helpful and incredibly positive. Her husband Gerold is just as kind and personable. Their home had every amenity we could have wanted. They checked in with us a few times via text throughout our week’s stay to make sure we had everything we needed and to be certain everything was working properly.We had originally thought we would go to the beach sometime during our stay, but after a few days we all decided there was no need – we had a heated pool, the ocean for kayaking and dolphin watching – we saw them everyday, so we just stay and enjoyed our private slice of paradise. We lucked out too the weather was spectacular!Fabienne and Gerold had incredible “snacks” for us our first night – it was more like a feast! Truly thoughtful. Perfect, Perfect, PERFECT!!!
    Our group of friends returned for another great stay as Casa Dolphina to celebrate birthdays. We started the week off with hot and sunny weather and spent our days by the pool. The cooler weather (for FL) came though while we were there and we loved the hot tub for those couple of “chilly” nights. The house location is perfect – we visited St. Pete Pier, John’s Pass and Treasure Island beach. Grocery shopping and restaurants are all close by. Gerold and Fabienne were great hosts and helped with anything needed. We hope to be back again.
    Perfect vacation!! Amazing, helpful hosts who took the time to meet us personally and made sure we had a great time. The backyard pool, hot tub, and dock were where we spent the most time in the evenings. With a group of 11 adults we never felt cramped.
    I can’t say enough about Casa Dolphina! The home is lovely, and the location is perfect. We loved being able to easily and safely lower the kayaks into the water to chase manatees and dolphins. We saw so much wildlife from the pier, including a large fever of stingrays. We also enjoyed kayaking over to the island to find seashells. Fabienne and Gerold are the absolute best!! So friendly and helpful! A lovely home with beautiful water views and sunsets, lots of wildlife, easy access to beaches, and the sweetest hosts … Who could ask for more?
    We came back because Miss Fabienne and Mr. Gerold were so wonderful last year! We again celebrated my father’s birthday (96th)! Had our kids, grandkids, and great-grandkids from the area visit for this special day and had a wonderful time.My father has slowed quite a bit from last year and it was important to make this happen and our owners did not disappoint. We did leave a couple of days early as my father did not feel well but that was certainly not the owner’s fault. I would recommend the property 100%…I would recommend the owners even more!!
    Read Less ∧
    Read More ∨
    View Deal

    North Captiva Island Retreat

    On the northern tip of North Captiva Island, this island getaway is just a minute’s walk from the beach, which overlooks the Gulf and the island that is Cayo Costa State Park. Relax by the heated pool with a drink from the home’s nautical-themed outdoor bar, chill in a hammock, or play some cornhole.

    A golf cart is included to get around the island. Take advantage of amenities such as bikes and kayaks, beach chairs and umbrellas, two pools, tennis courts, and more by paying for the club membership offered by the hosts.

    Dreaming of Captiva – your dream vacation awaits you
    55 reviews
    Private vacation home
    11 Guests
    4 Bedrooms
    4 Bathrooms
    Top guest reviews
    This is a wonderful property in a great location.
    Our family enjoyed our Vacation on N Captiva. The SunDancer provided nice accommodations. We really liked the pool and proximity to the beach. The Kitchen, porches and widows walk on top of the house were great. We were surprised that there was no way to get to the 1st/lower level ( screened party / pool room) from the main/ kitchen level- you have to go down from kitchen level and outside / down 3 flights of stairs. This was not evident in the online photos. Also there was no pool toilet so again, we had to go up 2 flights and into the bathroom there. The golf cart was quite rusty and stained a few items of our clothing. The house should have pest control out to spray for ants and other insects. For these reasons the rating is good- with some room for improvement. We Did enjoy our stay and made super memories playing cornhole and enjoying the pool and having access to the club facilities. Thank you.
    Great House on the right side of the island for views of the sunset. The rooftop lookout area is great. There is also a ground level gathering area that is perfect for groups. The beach is close and just a couple minute walk. The pool is great as well.
    This was our second visit to North Captiva Island. The island is beautiful. We enjoy being able to get away from the hustle and bustle and just have time to relax. Your home was perfect for our family. We had 2 adults and 4 adult children. The house was perfect for all of us. Everything was clean and organized. We had all the cooking utensils, cookware and appliances we needed. The beds were comfortable, and we had plenty of linens. The ice maker was an exceptional plus to making sure we had plenty of ice for our favorite beverages. We spent time during the day at the pool and beach and in the evenings in the screened in areas. The mosquitoes and no see-ums are bad in the evenings, so having the screened in areas was perfect. Being able to bring our fur babies with us was great. They also enjoyed being outside with us in the screened in areas. The beach is a very short walk away. The owners have made it easy by providing beach chairs, umbrellas, coolers and a nice cart to use when hauling all of your beach gear. Our kids enjoyed being able to explore the island by golf cart, Mango’s pool and bar was a hit for all. We swam with the dolphins (for free), seen a manatee being rescued and had a blast watching all the turtles roam around the island. We spent a day on a rental boat island hopping. We went to Cabbage Key for lunch, caught a few sharks and seen a lot of manatees. Yvena made our trip easy and worry free by stocking our groceries for us. We had a few issues that just so happened to happen when we were there, normal issues that happen to anyone who owns a home. She was quick to respond and take care of everything right away. Check in is smooth and easy, they meet you at the ferry take your luggage and bring it right to your home. We are already looking forward to our visit next year. Thank you for making our family vacation amazing.
    We had an overall great experience with the house and location. I would recommend having your groceries and seafood deliveries set up in advance. The island has only 2 small dining places and a store that carries the smallest amount of supplies.
    Read Less ∧
    Read More ∨
    View Deal

    Georgia

    Timber Estate On Lake Lanier

    Located on Lake Lanier, Timber Estate offers luxury lake living in a cabin that was largely constructed of the trees that were harvested from the lot that was cleared to build it. The pool and hot tub overlook the lake and dock. Join the Boat North Georgia Boating Club to secure a boat rental for your stay.

    Dreaming of Cumming – your dream vacation awaits you
    42 reviews
    Private vacation home
    38 Guests
    10 Bedrooms
    13 Bathrooms
    Top guest reviews
    Amazing. Truly one of the best VRBOs I’ve ever rented. The house was perfect for our retreat – so many bedrooms and even more bathrooms. The location was great. The decor is easy and relaxing. Several spots for meetings- upstairs, downstairs, and outside. Chef Stacy was terrific, Laura taught us an amazing yoga class and provided a great healthy brunch, and Andy’s boat ride was fun (As was dinner at the Twisted Oar). I highly recommend this property and we plan to use again. Thank you so much for making the week super easy and very productive.
    Great location fabulous pool nice and professional owner manager very responsive. Excellent cleanliness and lots of room. Boat delivery a huge plus North Georgia Boating club huge benefit right to dock! Great parking lots of spaces to hang for big families A+ five stars !!
    A family reunion ages 1 to 80. Great house, nicely spread out over 3 floors. The pool/hot tub was great but a little tricky to operate. Having the boat club boats right at our dock was awesome. They delivered early and picked up late. Host was very accommodating. I will definitely book this property again.
    We had such a great time when we hosted our company offsite at this property. The host was very communicative and helped us with everything we needed prior to arrival! Including chef, hiking & transportation recommendations. The house was clean, well equipped and was so beautiful!
    A great place with plenty of room and we especially liked the covered porches and the pool. The kitchen and bar had just about everything our group needed. We’ll be back next year.
    Read Less ∧
    Read More ∨
    View Deal

    Blue Ridge Mountain Cabin

    Take in beautiful mountain vistas from every room in this cabin. Sit by the stacked stone gas fireplace inside or out by the wood-burning fireplace on the expansive deck outside. Other amenities include a hot tub, ping-pong table, and cornhole.

    Wineries, stores, and restaurants are all just a few miles away in downtown Blue Ridge, Georgia. Nearby, the Chattahoochee-Oconee National Forest offers hiking, fishing, and white-water rafting.

    Dreaming of Blue Ridge – your dream vacation awaits you
    48 reviews
    Cabin
    4 Guests
    2 Bedrooms
    3 Bathrooms
    Top guest reviews
    Best vacation home we’ve stayed in!
    The cabin was beautiful and in a great location! Downside was that the fully stocked kitchen had no cooking oil or even salt and pepper.
    Quiet location with beautiful mountain views from all rooms. Cabin was exceptionally clean and the decor tastefully done. Great romantic getaway or where family or friends can get together for quality time. My wife and I had a wonderful time with my brother and sister-in-law, you can’t go wrong with this cabin or management company. Fantastic vacation, thank you Willow Creek Cabin Rentals!! Very professional and friendly, made us feel like our stay was important to them.
    The Chasing Fireflies property was a beautiful property with awesome sunrise and sunset views. The location was quiet and relaxing. The cabin is not far from downtown Blue Ridge where you can do a lot of shopping and take the Scenic Ridge train to McCaysville. We really enjoyed our stay. It was a wonderful experience. We had no issues.
    The property was tastefully decorated for Christmas which was a nice touch. The view is beautiful and the kitchen and bathrooms were perfect. It was surprising to have such a great view so close to downtown. We highly recommend this property. The WCCR team was wonderful to work with – very responsive and helpful.
    Read Less ∧
    Read More ∨
    View Deal

    Downtown Savannah Historic Victorian Home

    Historic charm meets modern luxury at The Three Sisters House in Savannah. Built around 1890, this Victorian vacation home can be found in the Historic Landmark District, the hub of downtown. Walk along brick pathways under moss-draped live oaks to the city’s famous historic squares. The home’s private courtyard features a heated pool and hot tub. Pets under 35 pounds are allowed for a fee.

    Dreaming of Savannah – your dream vacation awaits you
    37 reviews
    Private vacation home
    8 Guests
    3 Bedrooms
    3 Bathrooms
    Top guest reviews
    Rating Details:The property manager was very helpful.The vacation rental was spotless.I was more than happy with the location.I was very satisfied with the condition of the vacation rental.Overall, I recommend this vacation rental.Reviewer Comments:We stayed at the Three Sisters House for our Girls Weekend and it was the perfect size for our group of 5. Being an older Victorian, the stairs to the send floor are step, but once upstairs the bedrooms and baths are well appointed. The pool and deck out back is a bonus when you come back from touring or partying! The property Manager was very helpful to with any questions we had. I would highly recommend this beautiful home. Easy to walk to everything.
    Rating Details:The property manager was very helpful.The vacation rental was spotless.I was very happy with the location.I was more than satisfied with the condition of the vacation rental.Overall, I recommend this vacation rental.Reviewer Comments:The house was just the right combination of modern and historic. The location is fabulous because so many restaurants and museums are in walking distance. All the beds are super comfortable and the back patio/pool area was lovely. The TVs need to be updated, as there was no way to access Netflix or any streaming services, but otherwise, great place to stay!
    Rating Details:The property manager was very helpful.The vacation rental was very clean.I was very happy with the location.I was more than satisfied with the condition of the vacation rental.Overall, I recommend this vacation rental.Reviewer Comments:Great location. Walkable to Riverstret. Beautiful home. Wished the pool heater was working as we were looking forward to using pool. The hotwater in the back bathroom was not great. Other than that it was an awesome house to stay in.
    This was our second time staying at this home. Had absolutely everything needed for a family of five.
    Everything was wonderful. Savannah is a fun place to visit! Thank you for making our trip fun for the family!
    Read Less ∧
    Read More ∨
    View Deal

    Indiana

    Lake Michigan Villa

    Did you know Indiana has a beach? Just 40 minutes from the Windy City, Villa Santorini offers views of Lake Michigan’s sugar-sand beaches, Indiana Dunes National Park, and the Chicago skyline. Enjoy direct beach access and over 4,000 square feet of outdoor living space for beachfront entertaining. Watch the sunrise over the lake from the hot tub. Fido can come too — up to four dogs are permitted for a fee.

    Dreaming of Miller Beach – your dream vacation awaits you
    27 reviews
    Villa
    26 Guests
    7 Bedrooms
    4 Bathrooms
    Top guest reviews
    We had a great trip. The property manager was great to work with. The place is nice but needs some TLC and maintenance. We picked this house because it was large enough for our family the view of Lake Michigan and proximity to the beach. For what we paid I was a little disappointed in a few things. All but the master bathroom are very small. The freezer drawer was broke and the range only 2 burners worked. The property manager was aware and said they had parts on order. The stairs and path to the beach were over grown. The property manager did send someone out to clean it. One of the biggest issues was the pictures show a beautiful unobstructed view of Lake Michigan but the bushes/trees were so over grown we could not really see the lake or beach. This was extremely important to us because my 75 year old parents could not really get to the beach but wanted to see it and watch the family at the beach. The property manager said they could not fix it during our stay. Also there is not an outdoor shower it was just a lawn water hose. Over all the trip was great. The property manager was great to work with. The place at one time I’m sure looked just like the pictures and descriptions. It just needs some TLC and regular maintenance.
    Short two day professional retreat with a small group. Great property, easy process. Thank you!
    This is a great space to host a larger family get together. The property itself was good and very close to the beach with great views from its many balconies. The appliances and plumbing needs to be upkept a little better as well as some of the finishes (i.e. nail sticking out of some of the flooring, outdoor shower is broken, freezer drawer is broken). Overall this was a good experience but there is room for improvement.
    The house was very nice for our family. Beautiful views of the lake, and the Chicago skyline. The house was a little further from the beachfront than we thought, but once established on the beach our family enjoyed out time very much. Thank you for sharing your property.
    Wonderful location for our family get together. Everyone enjoyed the stay very much. There were mosquitoes to deal with, but they had some measures around to deal with them. Our families’ biggest limit was the four vehicle one. We worked around it with the off site but parking arrangements just didn’t fit in with the scale of the house and how great everything else was.
    Read Less ∧
    Read More ∨
    View Deal

    Maine

    Ski-Esta Sunday River

    Situated in the beautiful mountains in Main’s Sunday River area, Ski-Esta is super spacious, with 10 bedrooms that can accommodate up to 38 guests. It features an indoor heated pool and hot tub, three steam rooms, a sauna, and a theater. Another hot tub can be found up on the roof deck. Cozy up by the fire pit outside or by the large stone fireplace in the great room — both offer amazing mountain views. Play some pool or ping pong in the game room. Ski, snowmobile, hike, fish, mountain bike, and golf nearby.

    Dreaming of Newry – your dream vacation awaits you
    19 reviews
    Private vacation home
    38 Guests
    10 Bedrooms
    15 Bathrooms
    Top guest reviews
    The skiesta was a fabulous place to have my wedding. Sophia was very helpful with the entire process and replied to questions I had very quick. All in all our stay was fantastic so many features about the home were enjoyed by everyone. The one thing that was tough for us to figure out was a way to cool the home down it was 89 degrees during the day and the home holds heat very well. Besides that the home the views and amenities were wonderful!
    A great place to stay to enjoy amenities with friends and family. With how times are with social gatherings, it was nice to have a weekend worry free to eat, watch movies, and play games together. Sophia is certainly the most quick and responsive host I’ve ever had to communicate with. We certainly look forward to stay here again, preferable during warmer times.
    Wonderful house! We really enjoyed our stay and the house had absolutely everything we needed down to the silverware. House is equipped for a great weekend with friends
    Overall we had family time and we enjoyed our stay and made the most of each moment. The views were amazing in every room and the deck, hot tubs, and pool were the highlights! The theatre room which was one of the main reasons we chose this house was broken, the owners were aware but never let us know until we emailed them, they were aware prior to our arrival. Issues with heat, TVs not connecting to some main system, fair amount of things broken. Including a card table in the great room that had a leg propped up but it wasn’t screwed in, that almost came down on my niece. I messaged the owner only to be replied to somewhat defensively. I took pics of everything because they give you a 26 page book to review which is very specific and we wanted to ensure we are following what they requested and I didn’t want to be charged for the several broken items we found in the house from table to statues, to missing rungs in pool chairs. The place was not that clean, because of COVID we definitely expected more in that area. The towels, dishes, floors and showers not up to anyone’s standards. The owner said the towels were cleaned and sanitized before each visitor…but she’s asking guests to wash all the towels before they leave the house, so not sure how they are monitoring this. I just know some of our towels were gross. Again my family of 12 and 3 kids had an amazing time, for the amount of money we spent we definitely expected more, we will keep that in mind next time.
    We loved staying at Ski Esta! It was the perfect venue for my wedding. Amazing views and everyone enjoyed the hot tubs. The management is responsive. Highly recommend this property.
    Read Less ∧
    Read More ∨
    View Deal

    Nevada

    House Overlooking Lake Tahoe

    Located on the east shore of Lake Tahoe, this vacation rental offers panoramic views of the lake. Amenities include a hot tub and pool table. Hike to the top of nearby Cave Rock to take in 360-degree views of Lake Tahoe.

    Dreaming of zephyr cove – your dream vacation awaits you
    76 reviews
    Private vacation home
    10 Guests
    5 Bedrooms
    4 Bathrooms
    Top guest reviews
    My wife and I had a weekend spent here with our families. Beautiful location and very spacious property. Pretty much has all the things you would need for a weekend away from home.The only issue was that they had to change the hot tub over the weekend we were there and we were not notified about it. It was not available for use as the old one was being taken away upon our arrival and the new one was not installed yet. Having a hot tub was one of our criteria in search of the get away rental for this weekend and not having it available was a huge disappointment for everyone in our party. I wish we had been notified about it and possibly provided with some sort of compensation as we basically had paid over $1400/night for this stay.Otherwise the communication, ease of checking in, and the unique location was exceptional.
    Perfect location; perfect weather; awesome & spacious home. Very quiet with the most amazing views. We even saw two deer on our last day. We’ll be back!
    We stayed at this spacious property for 3 nights in early September. The layout of the home worked out well for our group as we could gather for meals in the well appointed kitchen/dining area and retire to quite rooms with comfortable beds in the evenings. We had a very enjoyable visit.
    Owner is spring loaded to evict people from this property. He has either a neighbor or HOA rep to spy on you and the moment you break the parking policy, or have ANYONE out on a patio after 9pm, even if they’re just talking, he will kick you out. It’s a good location but pretty much only good if you are staying in a very small group.
    We loved this house! Very tranquil setting with fabulous views – wonderful to come back to after a day out on the lake.The only suggestion we’d make is for the owner to provide a house book of things to do/amenities in Tahoe (supermarkets, where to hire a boat, good beaches etc) to save us from doing this ourselves. Other than this we thoroughly enjoyed our stay
    Read Less ∧
    Read More ∨
    View Deal

    Oregon

    Oceanfront House In Neskowin

    Looking for an amazing oceanfront retreat in Oregon? Ocean Oasis boasts panoramic ocean views from every room and offers private beach access. It features a hot tub with a view of the Pacific, an arcade game, and fireplaces.

    Explore the quaint village of Neskowin nearby. National forest headland hikes and gorgeous drives can be found within a short drive. Pacific City is just 9 miles to the north.

    Dreaming of Neskowin – your dream vacation awaits you
    65 reviews
    Private vacation home
    16 Guests
    6 Bedrooms
    5 Bathrooms
    Top guest reviews
    Property was very nice as advertised.
    This vacation spot had some great pluses and some important negatives. On the good side, the Master Bedroom was exceptional with a beautiful view. Most of the bedrooms had adjoining bathrooms. There were two dishwashers in the kitchen. All appliances worked. The beach location is close and extensive. On the negative side, the maintenance is very subpar, particularly for this price range. The roof is rusted with holes in it; the paint on the house is peeling, some floorboards on the deck have lifted. The kitchen windows are large and in very bad condition to the point your view is obstructed. All the light sockets on one side of the living room didn’t work. The second most important negative was the number of steps in and around the house. There are steps down to the front door. Steps down to the kitchen. Steps into the basement. Many steps/rocks down to the beach. If you don’t do a lot of steps, this is not the house for you. The third negative would be the very limited parking. The driveway is super, super steep, and most of it cannot be used, so you are trying to park cars in a very small space. We had 2 pickup trucks and one SUV, and were constantly moving cars around with difficulty! In general, this house could be very nice with some maintenance, however, nothing will improve the parking or all the steps. We believe the house is overpriced for the condition it is in. There were 8 of us, and the house accommodated all of us very well, and needless to say, “family is family”, and we all had a wonderful time.
    We took our family vacation with 8 adults 2 kids aged 5-65. The home has great large spaces for family to congregate for conversation, games, etc. Great kitchen for cooking together stocked much better than most rental homes. WE spent most of our time together – however the layout allows for people to have their own quiet time on their own patio – all rooms have ocean views and the hot tub on the roof was amazing. Beautiful beach – very quiet and easy access to Lincoln City.I’d highly recommend. Katie was easy to contact, very responsive and accommodating.
    Excellent property, great location, beautiful views, well-equipped kitchen. However, some relatively minor issues: In one of the master bedrooms, the windows had been rendered inoperable, and without air conditioning, this room became hot. The kitchen had 2 dishwashers, which is nice when you have a larger group; however, 1 of them did not work. The property has some obvious deferred maintenance, but overall it is a nice place to rent.
    In 71 years I have never experienced such vulgar disregard of accountability. Please contact me by telephone for details in confidence. VRBO should investigate the behavior and vulgar accusations displayed by the property manager toward me and my 15 guests that travelled to attend a memorial service only to have our reservation for 3 nights hatefully and unilaterally cancelled. No where to stay in local area.Does VRBO want to be associated with such behavior? I have photos of filthy garbage spilled across the street presumably by local bears.
    Read Less ∧
    Read More ∨
    View Deal

    South Carolina

    Daufuskie Island Oceanfront Home

    Accessible only by ferry or boat, Daufuskie Island is an island that lies about a mile south of Hilton Head. Located on the ocean, this Daufuskie Island rental offers views of the Atlantic, Hilton Head, and Tybee Island. Three decks overlook the ocean, while two overlook the Jack Nicklaus-designed golf course.

    Dreaming of Daufuskie Island – your dream vacation awaits you
    30 reviews
    Private vacation home
    12 Guests
    6 Bedrooms
    6 Bathrooms
    Top guest reviews
    Very good
    Beautiful setting and stunning house. Karla, the property manager, was a pleasure to work with. Our guests were delighted with the amenities and extraordinary layout of the house.
    We absolutely loved staying at this property No one wanted to leave at the end of our weekWe celebrated my husbands 70th with a surprise trip including the children and grandchildrenThe very short trip to the amazing quiet beach Made for wonderful days
    Great house with a great ocean-front view, plenty of room for a large family. Easy access to a mostly private beach.
    The stay was awesome! The home is lovely, clean and spacious and there is nothing better than sleeping and enjoying an evening on top of the water (literally). What an oasis! We were all able to unwind! Karla our house manager was very hands on and informative. She made sure our stay was comfortable and we had all the resources needed including transportation while on the island to include golf-karts (Daufuskie Golf-Cart) and transit services to and from the ferry (Daufuskie Transit), caterer (Ms. Ernestine and Fresh off the Dock) and even a local photographer (Cathy). Karla followed up on reservations made by the group and ensured all needs were met. The beach I must say is nice, but due to hurricane erosion we had to set up beach day at our second rental through Tour Daufuskie (rental equipment). This is something to be mindful of when visiting. There are a lot of branches around the house (great pictures) so you have to travel a short distance from the home to take in the beach. While the house, location is nice and quiet, there are plenty of steps leading into and in the house. If you are carrying luggage and food up, please note that you have two flights of stairs and must have able bodies. The 6th bedroom (3rd floor) has a pullout I wouldn’t account for sleeping on it as the mattress is worn and very uncomfortable. This I would advise the homeowner to replace sooner than later (a must). We accounted for this as sleeping space, but unfortunately the mattress was not up to par for even the smallest of our crew to sleep on. We ended up having to use a blow up in this space. May I suggest a total replace or Murphy bed in this area. Other than that, the house is well equipped and convenient to most of the local stores, restaurants and attractions. Ask questions of locals on the island, they are friendly and willing to help. GPS all your travel, or you will get turned around a few times. The island is costly, so make sure you are well equipped $$$, you will need it. There are additional fees and tips associated with almost everything you do.Another bit of advise, if traveling in groups larger than 4, consider a private ferry. We used Captain Jimbo out of Hilton Head (843) 304-3847). He is very personable. Due to our large party we had extra luggage and he was able ti store and transport. This guy is awesome and although he does not live on the island, he educated us.We will return when rates go down!
    Read Less ∧
    Read More ∨
    View Deal

    Tennessee

    Contemporary Nashville Home

    Location, location, location! This contemporary home is within walking distance of many Music City hotspots as well as dozens of bars and restaurants. Demonbreun, Music Row, Midtown, Edgehill, and Lower Broadway are all just minutes away. Take in views of the Gulch and surrounding neighborhood from the two rooftop decks. We also love this condo that’s in the middle of all the downtown attractions.

    Dreaming of Nashville – your dream vacation awaits you
    56 reviews
    Private vacation home
    12 Guests
    3 Bedrooms
    3 Bathrooms
    Top guest reviews
    Hosted my bachelorette party here and it was absolutely perfect. Tons of space and very clean. Lilly had all the necessities there. Beds were super comfy. We walked to the nearby restaurants and bars. One night we walked to Broadway but we got lost so we ubered the other nights and it was only $9. Everything was top notch, thank you!!
    This rental was top notch for our friends weekend trip to Nashville. The house is roomy and nicely decorated. All of the rooms had private bathrooms and tons of closet space. Lilly was wonderful and timely with her communication. Super close and walkable to the Gulch. Highly recommended this place!!!
    The house is absolutely gorgeous and it was an amazing time.
    This house was beautiful, clean and had a great location. There was more than enough space for our group of 8. Communication with Lilly was easy as well. We were able to walk to restaurants and bars. Although the walk to Broadway is only about a mile, we chose to uber due to the heat. We enjoyed our stay!
    We had an awesome time staying at this property. It was perfect walking distance to anywhere we went throughout the weekend. Highly recommend!
    Read Less ∧
    Read More ∨
    View Deal

    Texas

    Lake Travis Estate

    Located in a gated community in Lago Vista, this is one of those luxurious homes that towers over Lake Travis. Amenities include a game room, pool, hot tub, cabana, covered balcony, and outdoor kitchen. There’s also a dock where you can tie up your boat. The airport is about 45 miles away while downtown Austin is about 38 miles from here.

    If this luxurious Lake Travis vacation rental isn’t available during your desired dates, check out this amazing resort-style Mediterranean mansion.

    Dreaming of Lago Vista – your dream vacation awaits you
    48 reviews
    Private vacation home
    16 Guests
    5 Bedrooms
    6 Bathrooms
    Top guest reviews
    This house was absolutely amazing and perfect for our stay. Owner was great with communication about our trip and stay. Will definitely be coming back again. Thank you so much.
    The house and grounds are beautiful and the beds, sofas, and all outdoor furniture very comfy! The water at the dock was deep enough for our boat captain to pick us up for surfing even in a drought which was a huge plus for our family. The pool was absolutely dreamy and I felt I could float forever. Please note – walking down to the dock is a real trek, but we all did it twice for boat pickup. Owner does note this on the site, just emphasizing. Also, so many bells and whistles at this house that you have to spend quite a bit of time studying instructions. My internet was unreliable, but my cell phone worked. Overall, great house, great family fun, and a wonderful way to end the summer! Thank you!
    PARADISE ESTATE IS THE PLACE TO STAY IN LAGO VISTA, LAKE TRAVIS AREA!!!
    Meika was amazing, she helped to make our stay a truly wonderful experience. The house was lovely and provided everything we asked for. The only draw back was the steep incline down to the lake, but Meika did inform our group in advance. Honestly, our trip was amazing and we highly recommend this home.
    Excellent family vacation home my whole family enjoyed every single day we stayed in this property
    Read Less ∧
    Read More ∨
    View Deal

    The Lodge At Rim Rock Ranch

    Nestled on Rim Rock Ranch, a 33-acre estate, Rim Rock Lodge offers views of the Wimberly Valley and Texas Hill Country from its perch upon Devil’s Backbone, a limestone ridge that makes for a beautiful scenic drive. The host suggests sipping a little something as you sit on the back porch and feel the cool canyon breezes, watch for deer, and take in the gorgeous sunset.

    Inside, you’ll find a theater room, pool table, ping pong, foosball, air hockey, and shuffleboard. Outside, there’s a covered porch, hot tub, sauna, and pool surrounded by natural rock patios. Plus, there’s a disc golf course with six baskets. Home to some of the best blue holes in the Hill Country, Wimberley is just 6 miles away, while Canyon Lake is 8 miles. Other nearby towns include San Marcos (10 miles) and Gruene and New Braunfels (20 miles). Austin is just 35 minutes from here, while San Antonio is an hour away.

    Dreaming of San Marcos – your dream vacation awaits you
    70 reviews
    Private vacation home
    19 Guests
    6 Bedrooms
    7 Bathrooms
    Top guest reviews
    The house and grounds are beautiful. Plenty of room to spread out and lots of things to do. Close enough to restaurants and shopping but far enough for peace and quiet.
    Could not have asked for a more spectacular view of the Texas Hill Country and the accommodations were ‘on point’! The group truly enjoyed the stay and made many memories throughout the weekend.
    The home is very nice! We loved the pool and outdoor porches. Porch Rocking chairs are nice but need some maintenance. Wish they had an ice maker in the pool table room.
    Every year we go on a family vacation which includes 18 people total. It can be challenging to find lodging to accommodate everyone in one house but this place was perfect! The house is huge and all of the bedrooms and bathrooms were great. Everyone spent most of the time in the wonderful pool to cool down from the crazy Texas heat. We loved the open kitchen so everyone could hang out around it while cooking. The game room was a huge hit with the kiddos. Communication on the check-in process was super simple. We would definitely book this property again.
    We weren’t there a whole lot b/c we had so much planned off of the property but the view and the house is amazing!!
    Read Less ∧
    Read More ∨
    View Deal

    Washington

    Anderson Island Beachfront Home

    Need a little space? Just steps from the beach on the eastern shore of Anderson Island’s Oro Bay, this 2,500-square-foot beach home offers seclusion just 90 minutes from Seattle, plus gorgeous views of the Puget Sound! Kayak, paddleboard, beach comb, and keep an eye out for wildlife. Relax on the deck in the hot tub or by the fire pit and watch the sun go down over the water.

    Dreaming of Anderson Island – your dream vacation awaits you
    84 reviews
    Private vacation home
    8 Guests
    3 Bedrooms
    3 Bathrooms
    Top guest reviews
    Wonderful stay and beautiful views. The island is such a quiet and peaceful getaway and only a short ferry ride away from many many adventures in the Puget sound. Would recommend!
    This house is so comfy and welcoming. It had everything we needed. The waters were calm and perfect for kayaking. Amy, the on-island host who met us was so friendly and got us checked in quickly. Betty, the owner had great communication. I would definitely rent this house again!
    We had a great stay! Everything was clean and communication was great between the owner and island hostess. We would definitely recommend this as a vacation spot!
    This house had everything we needed for a relaxing stay. All the house rules were clearly laid out ahead of time (which we greatly appreciated). The house is right on the water with only a short walk to get down to the beach. It was nice having access to the kayaks and SUPs. The hot tub was nice. The beds were comfortable. The towels and linens provided were good quality. We had some issues with a couple of the showers but the owners were great with communications and handled it appropriately. As others have mentioned, the driveway is quite steep but we were able to drive down to load/unload the car which made it manageable.
    Beautiful comfortable home right on the beach. Kitchen has everything you need (even basic spices)! Plenty of space to relax Check in was seamless with their wonderful hostess meeting us right on time and showed us all we needed to know. Even though it rained all weekend we enjoyed the view and the hot tub and just relaxing! We can not wait to come back in the summer so we can walk on the beach and enjoy the deck. Some have complained about the house rules which we did not understand – Respect this house. Take off your shoes (we do at home anyway!) tossing sheets in the wash and towels in the basket is no big deal.One tip – there is NOTHING on the Isand. bring it all with you. other than bare bones basics at the mini market Anderson Island is residential ( OK there is a golf course with a restuarant and the little coffee shop by the mini mart was cue for a latte run) and QUIET and LOVELY.
    Read Less ∧
    Read More ∨
    View Deal

    Related Reading:

    1. 9 Most Luxurious Vacation Rentals In Palm Springs, California
    2. The 10 Most Luxurious Villa Vacation Rentals In Italy
    3. 16 Luxurious Hilton Head Vacation Rentals For Your Island Escape

    Primary Sidebar

    Recommended Articles

    Travel Tips for Nordic & Scandinavian Countries: Culture, Currency, & More
    Sink Your Teeth into These Acclaimed Dallas Steakhouses
    Must-See Alaska Beaches: Black Sands, Wildlife Sightings, & More
    My Top 20 Luggage Picks for Carry-Ons, Check-Ins, & More—Plus, Shopping Tips
    Sign up for our newsletter
    It's our time to explore
    Our mission is to serve the 50+ traveler
    We want to inspire you to explore new destinations, discover new experiences and savor the journey. Our goal, to share the world’s unique, hidden and once in a lifetime locations with you to create unforgettable memories.
    • About Us
    • Contact Us
    • Terms of Use
    • Privacy Policy
    Do Not Sell My Personal Information Change Consent