The vibrant South End is one of Boston’s most sought-after neighborhoods with its beautiful parks, art galleries, and elegant brownstones. A true foodie’s paradise, it’s home to Tremont Street, often dubbed “Restaurant Row”. Conveniently located minutes from Downtown, South End is the largest intact Victorian district in the US and is listed in the National Register of Historic Places. Apart from South End, you can also find plenty of attractions and things to do in the rest of South Boston. Find your perfect brownstone holiday home from this list of the top Airbnb vacation rentals in Boston’s South End, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 14, 2025.
1. Stylish downtown studio in the South End (from USD 126)
Experience the city’s finest attractions by booking a stay in this stylish studio apartment in South End, Boston. Its central location offers guests quick and easy access to many of the city’s top restaurants, art galleries, shops, bars, landmarks, and a lot more.
The studio features a cozy queen bed to sleep up to two. It also features one bath, a living area with a couch and cable TV, air-conditioning, heating, Wi-Fi access, a fully equipped kitchen, and a dining area to ensure comfort and convenience.
Boston, Massachusetts, United States
1.73 km (1.1 mi) from Fenway ParkAccommodates: 1
Top guest reviews
Host:
if the host does resolve it then i would change my advice entirely and heartily recommend itstaff was very responsive and the location is greatLocation:
great location and cute apartmentgreat location right by bike rentalsgreat location & great valuegreat location and a comfortable studiothe apartment and location are greatCleanliness:
very clean and thoughtful touchesthe place was very cozy and very cleangreat location clean and easy communication when neededthe place was sparkling clean and the shower had excellent water pressure good location tooclose to downtown clean and neatRead more reviewsAmenities & Room:
mostly perfect though the furniture was cheap and wobbly in places and the bed was a little uncomfortablecozy yet small with nice big windows for a pretty street view
2. The Clare (from USD 1372)
Sitting on a quiet street, this naturally lit, one-bedroom apartment in Boston’s South End makes for a refreshing and undisturbed retreat. The unit boasts a fully equipped kitchen, including a dining table, which makes for a charming space for bonding over great food with loved ones. With free Wi-Fi and a dedicated workspace, it allows you to have a seamless workcation.
To keep yourself entertained, you can stream your favorite films and shows on TV while lounging on the comfy sectional sofa. For a more hassle-free stay, you can also take advantage of the laundry facilities.
Boston, Massachusetts, United States
1.89 km (1.2 mi) from Fenway ParkSuperhost
Accommodates: 2
Top guest reviews
Host:
she is a very caring and attentive host who responds to your texts/emails immediatelylaura and olivia were very responsive and friendly hostsgreat vibe and considerate host good communicatorthe hosts were helpful and communicative and i’d definitely book againthanks laura for being a nice hostLocation:
great flat the location is amazingperfect location to restaurants and shopsgreat little place close enough to berklee but near some great little restaurantsgreat place to stay for a weekend perfect location and super cute neighborhoodperfect location for eating at local restaurants or exploring bostonCleanliness:
super clean cozy and comfortablewas clean and had everything we neededthe cleaners were great and cleaned "hotel standard"otherwise it’s a nice and clean placeextremely clean well organised and functional - just about everything we would need for a month long stayRead more reviewsAmenities & Room:
charming apartment in beautiful brownstone in south endthoroughly enjoyed staying at laura and olivia’s apartment in the wonderful south endthe apartment was true to the photos and well equipped for a short term stayalso the nice thing (which has been uncommon from our experience) was the reliable/strong wifi signalthe apartment was absolutely stunning
3. Cozy rental with an open-concept living room (from USD 1473)
Sitting within walking distance of top dining options, this vacation rental is in one of the best spots for foodies.
The cozy Airbnb accommodation in the South End of Boston features an open-concept area with separate living, dining, and cooking areas. In the living area, you can find a sizable 60-inch TV with streaming services, which offers an outstanding film-watching experience. If you are looking for a quiet spot to conclude your work, this unit includes Wi-Fi and a dedicated workspace.
Boston, Massachusetts, United States
2.26 km (1.5 mi) from Fenway ParkAccommodates: 2
Top guest reviews
Host:
stephanie and alex were wonderful hostsstephanie is a wonderful host she took care of every single detailstephanie and alex are gracious warm hoststhey are both very kind hosts quick to respond to our questions or concernsstephanie was very responsive and sweetLocation:
beautiful location and placewe loved the locationthe location was ideal for our stay in bostonextremely cozy spot in perfect locationthe location is great too…Cleanliness:
apartment was clean and cozythe apartment was clean and modernthe apartment is very clean and privatesuch a charming clean safe and beautiful areawe were extremely pleased with this compact clean and tastefully furnished accommodationRead more reviewsAmenities & Room:
regarding the basics the photos are accurate and this apartment is gorgeousthe apartment is in a fantastic lgbt area in bostonsuch a charming and comfortable space so thoughtfully designed and laid out and in an incredible location
4. Parlor Room in Montgomery Place (from USD 4247)
In the heart of South End, this vacation rental is surrounded by restaurants and art galleries and just a short walk from Copley Square and public transportation. This compact studio flat has a kitchenette with a microwave, hob and kettle, and a spacious full bathroom. In an old brownstone, it has typical hardwood floors and large windows, making the place look bright and airy. Thanks to its comfy queen bed, this studio would be great for a couple or a solo traveller.
Boston, Massachusetts, United States
1.97 km (1.3 mi) from Fenway ParkAccommodates: 2
Top guest reviews
Host:
the host was really helpfull and suggested some nice local restaurantthe hosts were very nice and accommodatingshe was really helpful and willing to answer our questions at any timekathe and lisa are great hostsshe's very quick in response for any questions i have and helpful tooLocation:
great location in a great neighborhoodnice appartment located at walking distance from the centergreat location 10 mins walking to underground station back bay nearbylocation is amazing loads of good restaurants around the corner metro is only 5 min walk awaynice spot close to the subway systemCleanliness:
the apartment was clean and cozyclean affordable and quietthe place is clean and charmingit was quiet extremely clean and comfortableit is very clean and in a very beautiful neighbourhoodRead more reviewsAmenities & Room:
the room was perfect for two with all the amenities we neededthe place really feels like a private appartement with extensive amenities for the bathroom and the kitchenetteplus great shampoo and conditioner in the bathroomnice room with kitchenette and bathroomvery clean room with amazing touches such as oj yogurts granola great coffee etc
5. Private room in the heart of the South End (from USD 173)
This private room in a stylish apartment from the 1900s will let you experience the best Boston has to offer! Situated in the vibrant South End, it’s close to many excellent restaurants, bars and art galleries, and under a ten-minute walk from the Boston Common. The taxi ride from the Logan Airport is about 15-minutes. The kitchen (equipped with all the necessities and more: stove, oven, microwave, toaster, etc.) and the bathroom with its amazing rain head shower are recently renovated and you’ll have full access to both during your stay. There’s also a cute little balcony!
Boston, Massachusetts, United States
2.24 km (1.4 mi) from Fenway ParkAccommodates: 3
Top guest reviews
Host:
julie was a great hostjulie was an amazing hostjulie was a fantastic hostthe host is also nicejulie is an amazing hostLocation:
excellent location in boston that was extremely close to shops restaurants parkinggreat location good costgreat location next to much of the night life and central to all kinds of cool stufflocation is perfect close of more important places in bostonjulie communicated well and the location was goodCleanliness:
gorgeous clean and comfortable placea very clean positive space with a laid back atmospherejulie’s place is immaculate stylishly and impeccably clean and cozythe place is clean and so much spaceher place was clean and it was like staying with a friendRead more reviewsAmenities & Room:
the air mattress is surprisingly comfortable and the privacy screen makes the space feel privateonly issues are that we wanted a better bed and a quieter air conit's comfortable and cosy exactly as described onlinea very comfortable place to live in
6. Private room by Prudential and Back Bay (from USD 109)
Just two blocks from the subway, this lovely private room is within walking distance from the historical sites in Boston such as the Quincy Market and most tourist attractions like the Fenway Park. Surrounded by high-end boutiques, bakeries and restaurants, the two-bedroom, two-bathroom apartment is in a Victorian row house with original hardwood floors and an antique fireplace, but has all modern necessities like WiFi and air conditioning (a rarity in Boston). Your private bedroom will have a plush queen bed and a cute reading nook, and the spotless guest bathroom is for your private use only. You’ll have free access to the spacious kitchen and can even use the washer and the dryer in the flat.
Boston, Massachusetts, United States
1.72 km (1.1 mi) from Fenway Park
7. Cozy brownstone in a convenient area (from USD 54)
The location of this cosy private room is fantastic! Restaurants, shops and the Symphony Hall are all within walking distance, and there is easy public transport access to places like Tufts Medical School, MIT, Harvard, Faneuil Hall, Aquarium and the airport to name just a few. Your room will have a queen-sized bed and a desk, making it perfect for business travelers, solo adventurers or couples. The shared bathroom and kitchen are both spotless and fully-renovated, and there is a coin-operated washer/dryer downstairs to make your stay as comfortable as possible.
Boston, Massachusetts, United States
1.69 km (1.1 mi) from Fenway Park
8. Sunny downtown apartment (from USD 100)
With plants, hardwood floors, ample sunlight, crispy whites and natural colors, this apartment is like a refreshing oasis! In your room, you’ll find a comfy double bed with fresh linen. The bathroom and the open plan kitchen and living room area are shared with the welcoming hosts and their seriously cute pup called Pickle. Surrounded by South End’s many renowned restaurants and close to the Boston Common, the oldest city park in the US, this ideally-located flat also has great public transport access.
1.95 km (1.3 mi) from Fenway Park
9. Bright bedroom in prime location (from USD 119)
This modern private room is perfect for solo adventurers or business travelers. The location is calm yet central and easily accessible by public transport, Uber or Lyft. You’ll be within walking distance from some of Boston’s finest restaurants, but if you prefer eating in, the kitchen has everything you might need, even a dishwasher. The bedroom is furnished with a comfy bed, a full closet and a desk, and you’ll have full access to both of the bathrooms and common areas.
2.46 km (1.6 mi) from Fenway Park
10. Private room on garden level in Montgomery Place (from USD 90)
This beautiful private room is in an ideally located brownstone right by South End’s many restaurants, parks and boutiques. Copley Square and the Boston Public Library are under a 10-minute walk away, and Boston Common and Public Garden are not much further. The stunning antique furnishings include an oak armoire and a leather reading chair, and the wooden bed is very comfy and luxurious. The room also has a desk and tea making facilities, and your private bathroom is clean and spacious.
1.91 km (1.2 mi) from Fenway Park
11. Luxury one-bedroom apartment with free parking (from USD 129)
This lovely flat has one bedroom with a queen bed and a queen-sized sofa bed in the living room, making it fit up to four people. With free parking, a subway station just around the corner and many Boston sights such as the Fenway Park and the Museum of Fine Arts within walking distance, this is the perfect holiday home! The modern kitchen has all you might need, including an oven and a stove as well as a large fridge. The living room area is tastefully furnished with a dining table, two armchairs, a sofa bed and a TV. In the bedroom, you’ll find a luxurious double bed, a small desk and some storage space.
Boston, Massachusetts, United States
1.66 km (1.1 mi) from Fenway Park
12. Penthouse in South End, Union Park (from USD 99)
This sunny penthouse is situated in one of the most sought-after spots in Boston! Right next to South End’s best restaurants and shopping opportunities, it’s within walking distance from the Boston Public Gardens, the Theatre District and Chinatown and has great public transport connections. The luxurious penthouse is tastefully decorated with an original fireplace, a large, recently-renovated bathroom and an immaculately clean kitchen. Your private bedroom has a built-in bookcase, a desk, a closet and a cosy double bed.
Boston, Massachusetts, United States
2.12 km (1.4 mi) from Fenway Park
13. Penthouse in South End brownstone (from USD 117)
This penthouse apartment in a brownstone from the 1850s has a bright sunny room ideal for a couple or a solo traveller. The room has a comfy double bed, a flat-screen TV and a view over the beautiful Boston skyline. The fully-equipped kitchen in the shared open plan kitchen/living room area is yours to use, and you’ll also have access to the recently renovated bathroom and a washer-dryer. The whole apartment has a charming feel with its exposed brick walls and hardwood floors. If you’re in Boston to apply for residencies or for an audition, the flat’s location near both Tufts and the Boston Medical College, as well as the major music schools in Boston like Berklee and Boston Conservatory, is more than perfect! The location is also ideal for foodies and tourists as you’re surrounded by great restaurants and not too far from any of Boston’s main attractions such as the Boston Common or the Fenway Park.
Boston, Massachusetts, United States
2.0 km (1.3 mi) from Fenway ParkAccommodates: 2
Top guest reviews
Host:
wonderful hospitality helpful host beautiful apartmentshe was so sweet and accommodatingsuper responsive hostthank you betsy for being a wonderful hostshe was very helpful and communicative before we got thereLocation:
good location too with easy access to public transportationthe location is also perfectgreat location and beautiful housegreat location and a comfortable rooma great and convenient locationCleanliness:
clean and very boston in a hip waythe place was sparkly cleanapartment was clean and better than the picturesthe apartment is really beautiful and the room is clean and cozythe apartment/room is clean and cozy and beautifully decoratedRead more reviewsAmenities & Room:
this is a beautiful apartment with lofty ceilingsthe apartment was stunning and we had everything that we neededwe had a comfortable and enjoyable stay and would highly recommend itthe apartment is classy chic and charming with lots of details from art and cultural historyunit on before you head to bed and you're good
Culture and fine dining in Boston's South End
Boston is chock-full of history and culture, and staying in vibrant South End will let you experience that first hand! Enjoy some of Boston’s finest restaurants including Toro, B&G Oysters, and Barcelona, admire the historical brownstones and beautiful parks or explore the art galleries and unique boutiques of this elegant neighborhood. With many quintessential Boston sights like the Boston Common and the Copley Square within walking distance and great public transport, South End is definitely one of the best neighborhoods to stay in, whether you’re in Boston for business or pleasure. Before you visit, review this list and check out some of the best places to stay in South End, Boston.
For more homelike accommodations in the neighborhood, there are various Vrbo vacation rentals that are also worthy of inquiring into.
Frequently asked questions about the top Airbnb vacation rentals in Boston's South End, Massachusetts
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data