
Apartment holiday rentals in South Boston
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Top-rated apartment rentals in South Boston
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Popular amenities for South Boston apartment rentals
Weekly apartment rentals

Clean and convenient! Walk to Boston highlights!
Mr Eliott is great host and his house very clean and location great I advice Airbnb clients to reserve his apartment

Chic 2BR in the heart of Boston
Really beautiful and clean Airbnb, easy to find and easy to checkin. Not a ton in the area but uber is available within minutes.

Boston Apartment with parking available!
Had a wonderful time and the place was very clean, comfortable and had everything we needed . Kayleigh and Leo were great and were very responsive. Would definitely recommend .

Stunning, New, 2BR Close Boston
We greatly enjoyed our stay. The apartment was impeccably clean, comfortable, and outfitted with everything we needed. The T was easily accessible, and the park across the street was a plus, too. Would absolutely stay again!

Cozy 2-Bedroom in Heart of Southie
Fun place to stay. Was exactly as described and very comfortable. We got in late on our first night and hoped a quick bite to eat was close by…it sure was…good pizza by the slice two blocks away. Easy to get around.

Cozy 1B1B in the heart of JP
Alexis' apartment was clean, comfortable, and well-equipped. I found it warm and inviting, even though it is less than a block from a busy urban street. While easy to find with the directions, it is hidden away among the trees and felt like a nice, peaceful escape. And, the shower is amazing, the bed cozy. Unlike many alternatives, this is a complete apartment with no sharing of space with the owner. Speaking of the busy urban street, that street is loaded with many choices for snacking, coffee, dining, drinks, and the groceries needed for a stay of any length. Everything from a CVS drug store, coffee shops, bakeries, pizza, fine restaurants with a variety of ethnic choice, to a liquor store, and more, are all within an easy walk and carry. Grabbing a train or a bus to head downtown, to a sports event (Red Sox, Celtics, Bruins, or a college game), is easy. Even getting to Mass General or one of the other major health providers is simple with public transportation so close.

The Upton South End, The Copley Suite
Very much felt like a home away from home. Clearly a lot of thought has gone into making it so, with everything you could need, and hosts that are helpful. A characterful flat that looks just like the photos, in a beautiful area that is only a short walk from Back Bay station, and right near buses to eg Harvard. Boston Common is also a walkable distance.

Newly Renovated + Spacious Apt w/ Parking
a bit out of town but overall a nice clean place.
Private apartment rentals

Picture-perfect Cambridge guest apartment, parking
Steve and Nancy were wonderful, gracious hosts. They allowed us to check-in early, gave great information about the area, and were awesome communicators from the time we booked until we checked out. The apartment was perfect for my nephew and me. It was a restful place to return after long days of sightseeing and lots of walking!

Cute Accessible Studio: No stairs, W/D, Parking
Great location close to Arlington Heights' downtown and public transportation. Loved listening to the nearby brook and visiting the little pocket park right next to the house. Beautiful neighborhood (especially this time of year). There was some construction happening near by that had us waking up to jackhammers one morning, but that was short lived and situational. It was great to be able to walk the Minuteman Bike/Walking trail and have so many amenities close by. Even though there are several units in the house, we were only minimally aware of the presence of other guests.

1 BR Gem 5min to Train & Airport explore the city
Very enjoyable stay. Cecilia was very accommodating and a good communicator. Had everything we needed. Would recommend her place for anyone who is staying in Boston.

NEW! LUX 3BR w/ 400 Mbps Wifi | ROKU TV & Games!
The house was squeaky clean, the check in process was super simple, and Michael answered back quickly. 10/10!!

Walk to Berklee, Fenway & Newbury St
Great location, small but cozy room and beautiful building.

2 Bedroom Southie Brownstone
Lovely apartment in a great location. Loads of stores and restaurants around, easy bus route access and a playground 5 mins away that was great for kids. Hosts were lovely and accomodating. Would love to stay again, definitely recommend!

Luxury 1BR Next to Broadway Southie 1353
Very nice suit, excellent host

Salem Urban Arcade - AC, Parking, Walk Everywhere!
We absolutely loved visiting Salem and staying here! Be dry close to all the things you’d want to do. Hosts were so friendly and this place was very unique and cozy. We would love to come back again!
Apartment rentals with a hot tub

South Boston. Minutes away from Convention Center
The apartment was exactly like described in an amazing location. I was attending a conference at the EXPO center, and it was an easy 25 minute walk there and back. Area is safe and clean. The best feature is the is less than a minute walk from a beautiful park and beach. Multiple Restaurants within walking distance and had no trouble getting items delivered. Would definitely stay again. Thank you so much Tanya!

Your Cozy 1 BR Apt & Relaxing Retreat
Beautiful accommodations. Very comfy. Love the hot tub. Woburn ( pronounced WooBun lol ) is such a cute little hamlet. Good restaurants in walking distance. Strongly recommend Arancini’s. “Wicked” close to Boston. If needing to come back to the area I will seek out this again !!

Step Into Spacious Vintage Charm in West Revere
Our stay was wonderful, everything was very clean and cozy. We had plenty of room for our group and was very convenient going to and from Boston for all of our activities. The host(s) were quick to respond to any questions or concerns we had. Thank you!

Georges families
I enjoyed my stay here, I had trouble parking and the host was extremely responsive and offered to even let me stay in their driveway. I had no issues and I was very happy with the space I had!

Oceanfront Pool. Close to Boston. Free Parking.
We had a great stay! The location was great, the pool and hot tub were both clean and enjoyable. The hosts were very nice and easy to communicate with!

Central Square Upscale Penthouse near MIT/Harvard
The unit we rented ended up not being available at the last moment but Jonah was able to find and arrange comparable accommodation set away

Lakeside apartment, patio, hot tub, outside shower
Everything was absolutely exceptional! My parents stayed here for two weeks and had a wonderful experience. The hosts were incredibly kind and responsive — they replied to our messages and requests immediately, which made everything so easy and stress-free. My parents left extremely happy and are already talking about coming back. Highly recommended!

Amazing Location in Little Italy with Roof Deck
Beautiful condo, perfect for 2 people! Everything you need was provided. Deck was lovely. The location can’t be beat. Highly recommend for a Fun Boston Experience!
Quick stats about flat rentals in South Boston
Total rentals
230 properties
Nightly prices starting at
$38 SGD before taxes and fees
Total number of reviews
6.3K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
20 properties have a pool
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Good Harbor Beach
- Sandwich Glass Museum
- Prudential Center
- Oakland Beach
- MIT Museum
- Roger Williams Park Zoo
- Rye North Beach
- Museum of Fine Arts, Boston
- Onset Beach