For the 50+ Traveler

There’s a reason John Denver sang about Aspen as his “sweet Rocky Mountain paradise.” This Colorado gem is a luxurious mountain enclave set upon the scenic Roaring Fork River. With four large ski resorts in the area for wintertime play, plus an abundance of natural beauty all year round, this Western Slope town is perfect for a getaway in any season.

Aspen is home to some of the most expensive real estate in the United States, and the town’s rentals are some of the most luxurious out there. Fortunately for you, we’ve found the most luxe, jaw-dropping properties for every type of traveler. From downtown condos steps from the gondola to off-the-beaten-path lodges, here are the most gorgeous luxury vacation rentals in and near Aspen.

$18 million downtown residence in Aspen.

1. $18 Million Downtown Residence, Aspen, Colorado

Price per night at Vrbo: $1,150

This rental is located right across the street from Aspen’s famed five-star Little Nell hotel. With direct access to charming downtown Aspen, this designer-decorated home features a chef’s kitchen, five bedrooms (each with an en suite bathroom), a hot tub, multiple fireplaces, and a large outdoor entertaining area. The villa even comes with a private concierge to help visitors navigate all that Aspen has to offer. Pets are welcome in this home that sleeps 16 and has room for 10 at the large dining room table.

Galliwest home in Snowmass Village.

2. Galliwest, Snowmass Village, Colorado (8 Miles From Aspen)

Price per night at Airbnb: $600

This large private home is operated by superhosts on Airbnb; according to the company’s website, superhosts are experienced, highly rated hosts who are committed to providing great stays for guests. Galliwest is nestled on Snowmass Mountain, which means it’s a ski-in, ski-out property perfect for a winter getaway. For those interested in summertime travels to the Aspen area, do not fear: Galliwest is also close to hiking trails suitable for the warmer months. This home comfortably sleeps 13 people in six bedrooms with six bathrooms. For maximum convenience, there is an elevator available for guests to use as well as an on-site hot tub. Galliwest would be ideal for multigenerational travel or for a group ski trip.

Bring The Family condo in Aspen.

3. Bring The Family Condo, Aspen, Colorado

Price per night at Vrbo: $1,005

This ski-in, ski-out residence is located just steps away from the Shadow Mountain lift. It sleeps eight and features three bedrooms with adjoining bathrooms, a communal pool for the warmer months, and a private hot tub. The modern rustic decor in this recently refurbished top-floor condo is lovely. Visitors should be aware that there is no elevator at this rental, but assistance with luggage is available when requested in advance at booking.

Ridge Run Luxury Home in Snowmass Village.

4. Ridge Run Luxury Home, Snowmass Village, Colorado (8 Miles From Aspen)

Price per night at Airbnb: $1,100

This nearly 4,000-square-foot ski-access residence has been recently renovated for maximum decadence. Visitors can enjoy 400 channels on the televisions, two fireplaces, new hardwood floors, and even a private transportation option. The home sleeps up to 13 guests in five bedrooms with attached bathrooms. A whopping 1,000 square feet of outside entertainment space is available as well, including a large grill, al fresco dining options, and a hot tub. Daily cleaning service is available upon request. Additionally, a local property management team member can assist with any visitor needs, including reservations, local tips, airport pickups, private chef experiences, and more.

Four Peaks Estate in Aspen.

5. Four Peaks Estate, Aspen, Colorado

Price per night at Airbnb: $3,500

Set on 3 private acres, Four Peaks Estate is perfect for travelers who want to relax in the lap of luxury. The home is situated within the private, gated Starwood community less than 3 miles from downtown Aspen. With 13,000 square feet of space, this residence boasts two full kitchens, a large sunroom, elevators, a heated outdoor patio with a hot tub, five bedrooms, and seven bathrooms. This rental can accommodate 16+ guests and comes with a large SUV for guests to use.

Roaring Fork River Getaway in Woody Creek.

6. Roaring Fork River Getaway, Woody Creek, Colorado (7 Miles From Aspen)

Price per night at Airbnb: $1,000

This stunning vacation rental features two master bedrooms plus amazing river and mountain views. With seven bedrooms, six bathrooms, and room for at least 16 guests, this beautiful home is perfect for a large family vacation, girlfriends’ getaway, and so much more. The welcoming chef’s kitchen, heated bathroom floors in both masters, and hot tub only add to the opulence of the property. Besides being a great base for a ski trip, this home is near the Roaring Fork River, which offers great fly-fishing in the warmer times of the year.

Hassford Gulch property in Crested Butte.

7. Hassford Gulch, Crested Butte, Colorado (38 Miles From Aspen)

Price per night at Vrbo: $2,000

Considered to be one of the last great Colorado ski towns, Crested Butte offers a small-town, peaceful feel for skiers and nature enthusiasts. Hassford Gulch is a uniquely luxurious estate, with golf course, mountain, and forest views. The home features six bedrooms, eight bathrooms, two laundry rooms, five fireplaces, a heated garage, and nanny quarters. There’s even an inside pub bar imported from England! It’s clear that Hassford Gulch is no ordinary Colorado rental property.

Hunter Creek Hillside Retreat in Aspen.

8. Hunter Creek Hillside Retreat, Aspen, Colorado

Price per night at Airbnb: $4,894

This property, which sits on a private 2.6 acres just a 15-minute walk from downtown Aspen, offers the best of both worlds: Guests are close enough to access all the charming shops and restaurants in town, but they also enjoy the privacy of a country estate. With both open-concept living and private spaces for guests, this Hunter Creek home is a sure winner. It features stunning Aspen views, five bedrooms, seven bathrooms, a hot tub, and seven patios, and it sleeps at least 16. The space features a mix of contemporary European design and rustic mountain lodge decor.

Two Creeks in Snowmass Village.

9. Two Creeks, Snowmass Village, Colorado (8 Miles From Aspen)

Price per night at Airbnb: $5,700

This pristine alpine estate sits very near the Two Creeks ski lift on Snowmass Mountain. The ski-in, ski-out property offers multiple amenities for the luxury traveler and accommodates 10 guests with its five bedrooms and six bathrooms. There are multiple communal lounge spaces to relax in as well as a hot tub, chef’s kitchen with gas range, and media room. Additionally, since it’s an Airbnb Luxe listing, visitors can use the trip-designer feature to add additional services like airport transfers, grocery delivery, car rentals, housekeeping, a private chef, childcare, and more.

Aspen Riverhouse in Woody Creek.

10. Aspen Riverhouse, Woody Creek, Colorado (7 Miles From Aspen)

Price per night at Vrbo: $680

This rustic river lodge can accommodate 13 guests in its six bedrooms with six bathrooms. The Riverhouse features a waterfront fire pit outdoor entertainment area and breathtaking mountain views on its 2 private acres. Plus, the rental has a secluded porch with a hammock and a porch swing and is a quick 10-minute drive from the nearby ski resorts. Guests visiting during the summer can enjoy fishing in the Roaring Fork River or hiking, horseback riding, and mountain biking in the area’s White River National Forest.

Modern Mountain Retreat in Snowmass.

11. Modern Mountain Retreat, Snowmass, Colorado (15 Miles From Aspen)

Price per night at Airbnb: $798

This luxury rental’s central location is great for easy access to many vibrant Colorado municipalities. The Modern Mountain Retreat is a 30-minute drive from Glenwood Springs, Colorado, and its famous hot springs, and it’s about a 15-minute drive from Snowmass Village and Aspen and their world-renowned skiing. This home is beautifully appointed with designer-chosen finishes and modern lodge decor and sits right on the banks of the Roaring Fork River. The property boasts five bedrooms and five bathrooms and sleeps 13. For those who wish to travel during the warmer off-season, this retreat offers great trout fishing as well as easy access to nearby hiking trails.

Rockies Relaxation Cabin in Snowmass.

12. Rockies Relaxation Cabin, Snowmass, Colorado (15 Miles From Aspen)

Price per night at Airbnb: $389

Those seeking more serenity than bustle should consider a stay at this elegant cabin on 1.5 acres in Snowmass. There’s room for six guests in the three bedrooms with three bathrooms. A private hot tub, giant windows that showcase pristine mountain vistas, and bespoke interior decor enhance the lovely log cabin home. A large porch for outdoor entertaining and relaxation also offers views of the adjacent ranch with its regal horses.

There are numerous unique luxury properties located both in and near Aspen. From opulent mountaintop estates to elegant riverfront lodges to well-appointed downtown condos, there’s something for every traveler in this beautiful part of the country.

Planning a trip to Aspen, but not interested in hitting the slopes? Here are the best things to do in Aspen besides skiing.