15 Best Airbnbs In South Boston, Massachusetts - Updated 2024

Karan
Karan 
Updated
| 6 min read

The Boston convention and exhibition center frequently hosts events and seminars, be sure to check them out while you are here. There are plenty of buildings that represent the rich architectural heritage of the city. The Institute of Contemporary Art is also highly recommended for visitors. South Boston is also home to Castle Island, an urban park that is spread across 22 acres (8.9 hectares) of land. There are a lot of public parks and things to do in the city so regardless of your Airbnb stay, you can usually find them in the near vicinity. Check out, below, our list of the best Airbnb vacation rentals in and near South Boston, 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 April 08, 2024.

1. Perfect getaway with private deck (from USD 542)

Discover the ultimate escape at this delightful Airbnb accommodation in South Boston, where your perfect getaway awaits. Step into the inviting kitchen living area, seamlessly connecting to a private deck, providing a wonderful space for relaxation and savoring the fresh air. Indulge in entertainment with television and stay seamlessly connected with high-speed internet access throughout your stay.

Embark on a journey of exploration in the vibrant neighborhood, with the beach, charming local pubs, and delectable restaurants just a short walk away. For further adventures, hop on a quick Uber ride to South End and Back Bay, where a world of experiences awaits you.

Stayed at this property?
Boston, Massachusetts, United States
2.0 km (1.3 mi) from Boston Tea Party Ships & Museum
69 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the wifi was easy to connect with
absolutely lovely apartment- spacious and really well equipped with a great outside deck
comfortable beds and a lovely living area
it was a pleasure cooking in the fabulous kitchen
amazing kitchen great space with plenty of room to spread out
Cleanliness:
clean stylish and modern space
it was clean modern warm and inviting
everything was clean and exactly as expected
it was clean and modern and simply gorgeous
great place to stay very clean and has renovated amenities
Host:
andrea was timely answering all my questions during our visit and a great host
the few questions we had andrea was very helpful and responsive
andrea was responsive and kind in her communications throughout
andrea was extremely responsive friendly and a great communicator
andrea was so great to work with and so helpful
Location:
great place in a great location
in a great location walkable to many restaurants
beautiful and cozy close to many great restaurants
great location we easily walked to the convention center
great location in south boston with access to all that you need in the neighborhood
Read more reviews

2. Comfortable and convenient condo (from USD 290)

Welcome to this charming condo, where you’ll discover a delightful array of amenities ensuring a comfortable stay. Unwind on the private terrace, perfect for relaxation, or indulge in entertainment with a 48-inch television and a selection of books and board games. The fully equipped kitchen allows you to prepare meals at your convenience.

The condo’s unbeatable location, just minutes away from the metro station, makes it the perfect base for exploring Boston and its surrounding gems. Immerse yourself in the rich history and culture of the city as you visit museums, colleges, Fenway Park, TD Garden, and other iconic attractions with ease.

Stayed at this property?
Boston, Massachusetts, United States
2.41 km (1.5 mi) from Boston Tea Party Ships & Museum
229 reviews   Superhost Wifi Available
ENTIRE CONDO 5 Beds 4 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
placement of tv was a little off in regards to sitting in furniture and watching comfortable
very comfortable living space and large dining table
Cleanliness:
very clean and functional
it was very clean quiet and modern
greg’s place was very clean and spacious
clean and had everything needed in kitchen
clean bright big and comfortable apartment
Host:
greg is an amazing host
greg was a great host
communicating with the host is incredibly easy
the host takes the time to make sure every detail is taken care of
greg was a very communicative and generous host
Location:
walking distance from many good restaurants
great location and great space
enjoyable place and very close to transit
very nice location and condo
great location really close to the red line which made getting around convenient
Read more reviews

3. Comfy home near downtown Boston (from USD 300)

Start your adventures around Boston from this room for rent in South Boston. Boasting luxurious amenities and a great location, this home promises a wonderful time throughout your stay. The open-concept living area and kitchen feature a large 50-inch flat-screen TV, WiFi, and air conditioning for your convenience and comfort. The kitchen area has a microwave, a stove, an oven, and a refrigerator for your dining needs.

Finally, this vacation home is located close to downtown and its many restaurants, shops, and attractions.

Stayed at this property?
Boston, Massachusetts, United States
1.96 km (1.3 mi) from Boston Tea Party Ships & Museum
331 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the area is quiet also nice balcony to sit and have breakfast
great place to stay comfortable beds and all the amenities we needed
we are thankful the roku tv is so easy to use
i really appreciated the easy self check-in garage parking cold a/c well-stocked kitchen and comfortable beds
super comfortable very well set-up - it has everything you need
Cleanliness:
nice clean space
very clean and easy to get to
house was very well cleaned and stocked
the space was so clean and well decorated and furnished
very clean and spacious with multiple floors
Host:
shelby was a great host
shelby was a wonderful host
shelby was very helpful in answering my questions before we arrived
great space and ad great host
shelby was great and super responsive
Location:
great location and overall wonderful place
also really great location 10-15 minute walk to great southie spots
this place is perfectly located in a quiet neighborhood in southie
very good location; about 15-20 minutes (in traffic) to major spots
amazing location with beautiful additions
Read more reviews

4. Queen-sized bed with separate entry (from USD 136)

If you are looking for a homey feel with luxurious amenities, look no further than this accommodation. It features a separate entry and is known for being impeccably clean. The room accommodates two people and offers multiple windows and a private bath. Additionally, the room has an attached bath with a queen-size bed featuring luxury linens. Breakfast is provided complimentary from the owner and the room also features a table to use as a dedicated workspace.

Stayed at this property?
Boston, Massachusetts, United States
2.79 km (1.8 mi) from Boston Tea Party Ships & Museum
438 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
breakfast and coffee/tea facilties were fantastic
a great bed comfy couch and homey feel to the entire place
the little kitchen area is great with tea and coffee-making facilities and a full-sized fridge
lovely room comfy chair and breakfast table i loved it and boston
wonderfully charming and cozy spot with great amenities and hospitality
Cleanliness:
very clean cozy and accommodating
beautiful clean warm
the room was very clean and cozy
the room was great clean and comfortable
we thought it was super clean and cozy
Host:
lovely place and gracious host
friendly and very helpful hosts
bill and maureen were wonderful hosts - very nice couple
bill and maureen put a lot of care in making their hosts feel at home and pampered
the hosts are very responsive and accomodating
Location:
close to convention center and easy ride to logan airport
not so close to the city centre but public transportation is very good
location of the room is fantastic
the location is very good for public transport
wonderful stay clear instructions close to the bus stop to take you into downtown/back bay boston
Read more reviews

5. Rental with convenient location and high-end amenities (from USD 104)

This vacation rental in South Boston offers a separate lodging suite to ensure your privacy is maintained. Located in a trendy neighborhood, the room has a historic and charming appeal. Keyless entry is provided to you so that you don’t have to worry about losing your keys. The property features a queen pillow-top bed, perfect for two people. A private bath with a shower is also available, while a sofa is present for couch surfing. Additionally, a dedicated workstation is also provided to guests so that they can get some work done during their stay. What’s more, this property is located a few minutes away from the Airport, downtown, and even the Convention Center.

Stayed at this property?
Boston, Massachusetts, United States
2.79 km (1.8 mi) from Boston Tea Party Ships & Museum
438 reviews   Superhost Wifi Available
Entire guest suite 2 Beds 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
continental breakfast and coffee was perfect
we really appreciated the tea and coffee room
we really appreciated the extra amenities available and the facilities in the tea room
loved the boston tea party room and all the amenities that were available 24/7
this was both our first airbnb experience and the room & amenities were amazing
Cleanliness:
clean and quiet neighborhood
extremely clean and nicely set up
this is a very clean and nicely set up place
room was clean spacious and comfortable
very clean comfortable and really nice neighborhood
Host:
the hosts gave great recommendations and were speedy on their responses
both hosts were so friendly and helpful
bill is a great host and room is perfect
the hosts provide outstanding hospitality and amenities
bill and maureen were perfect hosts
Location:
the location was great
the location and the neighborhood is ideal for getting around the city
great stay close to downtown and airport
it is near good public transportation stops and walking distance to many parks and the beach
easy check in and very close to the airport
Read more reviews

6. Luxury for less (from USD 279)

This luxury getaway in South Boston can house four guests in two bedrooms. It features a single bath. It is frequently rated the best in terms of cleanliness and check-in experience. This 1400-square-foot (130-square-metre) penthouse is constructed in a townhouse style and it is filled to the brim with virtually any amenity you can think of. An indoor fireplace is also present, giving you the option of spending quality time indoors with your loved ones. The master bedroom consists of a king-sized bed while the other bedroom has a queen-size bed. It is located in close proximity to a wide variety of restaurants and eateries.

Stayed at this property?
Boston, Massachusetts, United States
2.34 km (1.5 mi) from Boston Tea Party Ships & Museum
466 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 4 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
great shower and washer dryer in the suite
beautiful fully remodeled two bedroom unit with a chefs kitchen
love the gourmet kitchen and the back deck
private deck beautiful bathroom state-of-the-art kitchen
they were the most comfortable beds i have slept in all air bnbs so far
Cleanliness:
very clean and comfortable
everything was sparking clean
meri's place was clean and well stocked
clean bright space in a quiet neighborhood
it’s super clean and in a quiet neighborhood
Host:
they are superb hosts and it’s a great home
the host meri is the best
very accommodating host in a great spot
the hosts do a good job providing pamphlets etc
meri is a great host very responsive
Location:
this location was wonderful
great location and comfortable beds
great food close by on broadway
beautiful place in a great location
great place good location for bcec
Read more reviews

7. Private home that exudes luxury (from USD 333)

This grand Airbnb property is well-equipped to accommodate seven guests in three bedrooms. Previous visitors have applauded the check-in experience and the keyless entry feature of this home. This private home provides you a fully equipped kitchen with granite countertops. The property is graced with dark hardwood floors​ and dimmable lights. It also offers a dedicated seating area for guests and is well-stocked with toiletries. All three beds are queen-sized, giving you plenty of space to ensure your ultimate comfort. Located in a quiet, residential neighborhood, this private home is considered the best vacation rental for groups and families.

Stayed at this property?
Boston, Massachusetts, United States
1.85 km (1.2 mi) from Boston Tea Party Ships & Museum
960 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 7 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
beautiful hardwood floors comfortable furniture and three queen beds in the bedrooms
we enjoyed a comfortable stay at tiffany's place in south boston
our pup was a big fan of the lovely space
kitchen is well-equipped and has great appliances
we liked the style and kitchen was stocked well
Cleanliness:
extremely clean and inviting for both human and dog
it is very clean and sweet
the house was clean and spacious
the house is clean and comfortable
the house was clean and updated
Host:
quick and responsive host
host service is also perfect
tiffany was a fantastic host
this home is very nice and tiffany was an extraordinary host
she was very accommodating and super easy to communicate with
Location:
location was great and super close to downtown
the location was amazing easy enough to walk to great restaurant and shopping options
great house safe neighborhood close to the subway
the location is perfect for travel across boston
i recommend taking d to broadway to walk to the subway station
Read more reviews

8. Private bedroom with queen-sized bed for two (from USD 112)

Located in downtown Boston, this Airbnb property can accommodate two guests. It features a spacious interior with a huge queen-size bed. Air conditioning and heating options are also provided for added comfort. The apartment is located just five minutes away from the convention center. You can easily walk to reach Broadway, local stores, restaurants, and more. The owners of this listing are extremely particular about cleanliness. They hire professional cleaners every week to ensure that the property remains spotless and hygienic. Additionally, it offers you a dedicated laptop workspace as well.

Stayed at this property?
Boston, Massachusetts, United States
1.58 km (1.0 mi) from Boston Tea Party Ships & Museum
510 reviews   Wifi Available
Private room in townhouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
fast internet comfortable bed
it was nice to have an iron and table top ironing board available in the room
the iron and ironing board were key for me so i appreciate that they were there
the room was great and the bed was incredibly comfortable
the bathroom was the perfect size
Cleanliness:
get bed and very clean place
large room that was immaculately clean and just as described
brooke’s place is clean and tidy
the room was very clean and the perfect size for two
the room was clean comfy and cozy
Host:
brooke was an amazing host
brooke was a great host
brooke was an excellent host
host was very friendly and helpful
what a fantastic host and accommodation
Location:
location is very safe
great location in a storied boston neighborhood
everything about this location was amazing
pretty quiet residential location indeed a 10 minute walk to any commercial activity like restaurants or the subway
great place to stay close to downtown boston
Read more reviews

9. Large room with excellent city access (from USD 68)

This Airbnb has been consistently rated five stars by visitors. It features a wooden-floored private room with all the basic amenities you’d come to expect from such a property. Rentals are easy on the pocket and are located in close proximity to public transport, enabling you to explore the city conveniently. This room accommodates two people and it comes with an attached bathroom.

Stayed at this property?
Boston, Massachusetts, United States
2.5 km (1.6 mi) from Boston Tea Party Ships & Museum
107 reviews   Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
air conditioner was in room but didn't need to use as stayed cool even though hot outside
the second floor has it's own kitchen and bathroom and the bed is extremely comfortable and good wi-fi
manuela was there when i arrived and was very welcoming the room was just as expected
as for the room it was perfect for me
despite from that it’s a nice room with a good bathroom and sufficient kitchen
Cleanliness:
very clean room and bathroom
room was very clean and comfy
bathroom ok and clean
especially bathroom was very clean
bathroom is spacious and kept clean
Host:
they were very helpful
the host is kind everything is awesome
manuela was a great host and quick to respond to any concern raised
manuela was a wonderful and gracious host
the neighbor seemed pretty safe and the host was very quick in responding
Location:
the location was perfect
the location is perfect in terms of close to the subway
great location and nice room
i loved being so close to the the subway station
the location is perfect for public transport and shops are close by
Read more reviews

10. Single-occupancy unit close to the city

This Airbnb property features a private room for a single guest, making it perfect for solo travelers. The place is top rated when it comes to cleanliness and the overall check-in experience. The 90-square-foot (8-square-meter) room features a memory foam mattress for added comfort and it is situated on the second floor. You also get to enjoy a huge terrace and a shared kitchen. This property is located a mere eight-minute walk from the JFK/UMASS red line metro station, making it easy to travel across the city. Internet access, toiletries, and kitchen consumables are complimentary courtesy of the host. Rentals start at USD 50.

Stayed at this property?
Boston, Massachusetts, United States
3.45 km (2.2 mi) from Boston Tea Party Ships & Museum
121 reviews  
Private room in house 1 Bed 1 Bedroom 2 Bathrooms
Top guest reviews
Amenities & Room:
i had fun meeting the other guests during breakfast and drinking coffee on the porch
the room was sparkling clean the amenities were excellent and the transportations were convenient
the room was quaint but the rest of the house is wonderful
this is a private lockable room sharing with 2-3 others
i had the single room and it was perfect for my short stay
Cleanliness:
very clean and tidy room
very clean safe and quiet
house is clean and nice
cozy room super clean bathroom and kitchen
it was clean quiet and private
Host:
she is a great host
karolina has been a great host
karoline was a great host
karolina is a gracious host and quick to respond
host very accommodating and responsive
Location:
location is good near subway station on red line and close to highway
the location is in a nice walkable distance to the metro station and shopping mall
easy to find from the subway station
it’s in a safe neighbourhood close to public transport
very nice location and cozy space will definitely come back next time
Read more reviews

11. Tasteful modern mid-century home

Make your way to this beautifully designed penthouse right in the middle of South End, Boston. It welcomes up to three guests who will occupy one bedroom with stunning views of the neighborhood right from the large windows. There is a custom-fitted California closet those who plan to stay long-term can maximize. This modern midcentury home boasts charming interiors and carefully thought out decor giving the place a homey touch. The kitchen is fully equipped with all the cookware and electric appliances necessary for preparing meals during your stay. Other amenities you can find in this home include a flat-screen TV, shower and bedroom essentials, and a hot tub in the bathroom. This property is very close to the bustling theater district, Prudential, Hancock Tower, the famous Trinity Church, and the best restaurants and clubs.

Stayed at this property?
Boston, Massachusetts, United States
2.23 km (1.4 mi) from Boston Tea Party Ships & Museum
232 reviews  
Entire condominium 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the flat is spacious and extremely comfortable with great amenities
apartment was air conditioned which was valuable as there was a heat wave in boston during our visit
i already checked dates to be able to return to this lovely apartment in the south end
beautiful natural lighting as well as kitchen and living room lights that can be dimmed for any mood
the subway was full of fans we felt safe
Cleanliness:
very clean and tidy
it was clean and nicely renovated
great stay very clean and stylish
the home was clean and as advertised
exactly what we expected very clean i would stay here again
Host:
the host is very responsive
host was excellent at communicating
host is extremely responsive and accommodating
the checkin was easy and the owner was very responsive
brought a phone charger for me and was generally very helpful
Location:
great location near prudential
great location and great city
nice location on a quiet street
great location with tasteful updates
fenway more like a 25 minute walk
Read more reviews

12. Chic two-bedroom home near Silver Line

Situated in a popular neighborhood popularly known for its brick row houses, this chic apartment boasts design, function, and convenience for travelers visiting South End. Sleep well in this beautiful two-bedroom home as there are two queen-sized Posturepedic mattresses and fresh linens in both bedrooms. The ground floor has a common living room area with a flat-screen TV for some premium entertainment and lounging. A kitchenette with a coffee maker, a microwave, a fridge, and cookware are available for your use during your stay. Toiletries and shower essentials like towels are provided in the bathroom. Other amenities include WiFi access, laundry facilities, as well as free parking. Keen explorers can go check out the renowned Silver Line, just three minutes away from the apartment, as well as Boston Common, a ten-minute walk from Silver Line.

Stayed at this property?
Boston, Massachusetts, United States
2.38 km (1.5 mi) from Boston Tea Party Ships & Museum
271 reviews  
Entire apartment 3 Beds 2 Bedrooms 1 Bathrooms
Top guest reviews
Amenities & Room:
the house was very comfortable with nice amenities
every room was clean and air-conditioned
beautiful spacious house with plenty of room for a family of five
Cleanliness:
place was clean and stylish
nice and clean place to stay
apartment was clean and tidy
clean bright and cheery
beds and rooms are super clean
Host:
the hosts always responded and were helpful
fantastic host and the place was gorgeous
and appreciated the communications with the host both before and during the stay
fab hosts - super helpful and quick to respond
great place value for money and a pretty great host
Location:
the location was amazing and apartment was really cute
the location was great however (safe and close to everything)
awesome location walk to great restaurants and across from a cute park
location was perfect for us
wonderful stay in a great location
Read more reviews

13. Accommodation with stunning seaport views

This Airbnb property is located along the seaport, giving you a breathtaking view. This spacious property is perfect for accommodating two people. It comes with a private bathroom attached and provides easy access to the neighborhood. You can simply open the window and take in the cool sea-breeze. It’s a great place for unwinding after a long weekend. The rental is highly recommended for romantic getaways.

Stayed at this property?
Boston, Massachusetts, United States
1.19 km (0.8 mi) from Boston Tea Party Ships & Museum
46 reviews  
Private room in apartment 1 Bed 2 Guests 1 Bedroom 1 Bathroom

14. Penthouse in South Boston

This Airbnb property gives you an entire apartment. The place is decorated beautifully in pastel shades. The apartment features wooden flooring and was designed with the concept of open space in mind.

The floor-to-ceiling windows provide some of the best views in the city. The kitchen comes fully equipped​ with appliances and laundry options. The apartment is located in Seaport and the cultural center of South Boston. Book this penthouse if you are looking for only the finest amenities from a rental apartment. The apartment is closely located to local attractions, multiple museums and a wide variety of restaurants.

Stayed at this property?
Boston, Massachusetts, United States
1.06 km (0.7 mi) from Boston Tea Party Ships & Museum
31 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathrooms

15. Amazing South Boston apartment

If you are looking for a weekend excursion without breaking the bank, this Airbnb apartment is the best place for you. The apartment houses two guests at a time and it features a dedicated living area complete with cozy couches and a high-end TV. What’s more, the property is located close to the bus and the T station. If you plan on exploring the city, this facility is a Godsend.

Stayed at this property?
Boston, Massachusetts, United States
1.94 km (1.3 mi) from Boston Tea Party Ships & Museum
124 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathroom

Travel to South Boston

So as you can see, there is no shortage of Airbnb vacation rentals in South Boston. This place is perfect for spending a revitalizing weekend with your loved ones. Book your flight to Massachusetts today.

Frequently asked questions about best Airbnbs in South Boston, Massachusetts


Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

History


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Karan is an experienced travel writer with over four years of expertise in diverse niches, spanning travel, lifestyle, cryptocurrency, mental health, and technology. His extensive knowledge and...Read more

 Want to contribute as a Local Expert?
Explore South End
x
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.