Home to Victorian brownstones and a cluster of romantic, tree-lined streets interspersed with parks, Boston’s South End is an easy sell for visitors.
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Not only is the area scenic and safe, but it’s also home to some of the city’s top restaurants, whether you like daring culinary projects or familiar comfort foods. South End is also a diverse area where you can find arts and culture, along with an engaged community that’s accepting of any lifestyle.
Great vibes aside, Boston’s South End is a great area to stay in during vacation because of its location. The neighborhood is nestled between other popular, must-see areas, including Chinatown and Back Bay. Downtown is also within reach, putting you close to attractions like the Freedom Trail and popular history tours.
Whether you want to stop by for the weekend or settle in for a longer stay, start with these Airbnbs in Boston’s South End—they offer a range of unique amenities, along with plenty of historic charm.
[This article is part of TravelAwaits new Airbnb and Vrbo recommendation series. We dig into listings to identify the crème de la crème of Guest Favorites, Superhost listings, and hidden gems to make finding the perfect rental for your next trip a breeze.]
Airbnbs in Boston’s South End: quick list
- A simple setup: Victorian Condo with Private Patio
- A budget-friendly pick: South End Brownstone
- A short-stay gem: SE Studio
- For those who like the finer things: South End 1BR
- A place to stay a while: Copley Vacation Rental
- A classic historic stay: 1BR Condo
- A beautiful, upscale hideaway: The Washington
- A private room anyone can afford: Exposed Brick Private Room
Best Airbnbs in Boston’s South End that won’t break the bank
Victorian Condo with Private Patio
With two bedrooms spanning two floors, this garden-level condo is perfect for travelers who expect a little more out of their Airbnb. There are thoughtful additions throughout, from luggage racks to makeup towels to name-brand mattresses that will lull you to sleep in seconds. There’s also a full kitchen at your disposal, along with a furnished patio out back that you have all to yourself. In addition to two bedrooms, you can also use an air mattress to sleep up to five.
South End Brownstone
This simple brownstone studio has several features that travelers will love. First, the fireplace has decorative candles that add a dash of romance. Second, you’ll find great restaurants and shops directly outside. Third, the studio gets plenty of natural light throughout the day. Lastly, and most importantly, it’s one of the most budget-friendly Airbnbs in Boston’s South End, making it ideal for solo travelers or couples who don’t want to overspend. Just beware that you only have a small kitchenette at your disposal. The bathroom is also small.
SE Studio
This studio is similar to the last, offering a simple, clean stay amidst some of South End’s top shops, bars, and restaurants. This unit comes with a few added perks, including a small kitchen, closet, and a communal (paid) washer-dryer facility. It’s ideal for solo travelers and couples who want all the basics for a shorter trip, like the option to whip up breakfast and a place to hang your clothes.
South End 1BR
The last two Airbnbs in Boston’s South End are geared toward budget-conscious travelers who want a great location and all the basics. But if you want a more upscale peek into South End living, don’t skip this stylish, upscale one-bedroom. The two-floor unit comes with a private garden patio with floor-to-ceiling windows that flood the living room with light. The bedroom is located upstairs in another sunny space. The only catch is that the kitchen is a little bit small, but it’s fully stocked for your cooking needs. Lastly, this unit is located near Back Bay, letting you explore both South End and Back Bay on foot.
Copley Vacation Rental
This simple, hyper-cozy studio comes with two fantastic amenities. First, you can stay a while, as the hosts are open to monthly rentals. Second, you’ve got a lovely patio all to yourself, which is furnished and comes with a grill. Though small, the studio has thoughtful touches throughout, like inlaid shelves, a cozy bed, and a full kitchen.
1BR Condo
When you picture Boston, do you imagine two-story, brick federal architecture common to its famed Beacon Hill neighborhood? If so, you’ll enjoy this one-bedroom duplex, which is housed inside a Federal-style building on a lovely, tree-lined street. It’s full of historic charm and character, from the stained glass windows out front to the tight staircase that leads down to the living area and kitchen. You also have a small patio out back with plenty of greenery, assuming you’re visiting in spring and summer.
The Washington
If you like history but you don’t want to spend on a boutique-style Airbnb, go with the unit listed above. If you’re okay splurging a bit for a high-design, historically preserved rental, start here. This one-bedroom is part of a larger complex called The Upton, a brownstone with painstakingly restored wood features. This rental includes a bay window view, a grand mirror, a fireplace, and high ceilings, along with modern features like an updated kitchen and ultra-fast Wi-Fi. Think of it like a love letter to Victorian architecture.
Exposed Brick Private Room
Assuming you don’t mind a private room, a shared bathroom, and hiking up a few flights of stairs, you can save big on this single-room rental. The host isn’t often home—many reviewers mention they didn’t see anyone else during their stay, giving you the guarantee of some privacy. Guests also say that the unit is clean, safe, and in a great area between South End and Back Bay.
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