Apartment holiday rentals in South Boston

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Popular amenities for South Boston apartment rentals

Weekly apartment rentals

Superhost
Flat in South Boston
4.81 out of 5 average rating, 70 reviews

Clean and convenient! Walk to Boston highlights!

FadiRating, 5 starstoday
Mr Eliott is great host and his house very clean and location great I advice Airbnb clients to reserve his apartment
Superhost
Flat in Roxbury
4.86 out of 5 average rating, 115 reviews

Chic 2BR in the heart of Boston

KellieRating, 5 stars1 week ago
Really beautiful and clean Airbnb, easy to find and easy to checkin. Not a ton in the area but uber is available within minutes.
Top guest favourite
Flat in Charlestown
4.97 out of 5 average rating, 76 reviews

Boston Apartment with parking available!

MicheleRating, 5 stars1 week ago
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 .
Top guest favourite
Flat in Quincy
5 out of 5 average rating, 46 reviews

Stunning, New, 2BR Close Boston

TiffanyRating, 5 stars3 weeks ago
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!
Guest favourite
Flat in South Boston
4.9 out of 5 average rating, 92 reviews

Cozy 2-Bedroom in Heart of Southie

DavidRating, 5 stars3 weeks ago
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.
Superhost
Flat in Jamaica Plain
4.81 out of 5 average rating, 83 reviews

Cozy 1B1B in the heart of JP

BillRating, 5 stars2 weeks ago
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.
Guest favourite
Flat in South End
4.89 out of 5 average rating, 36 reviews

The Upton South End, The Copley Suite

TraceyRating, 5 stars1 week ago
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.
Guest favourite
Flat in Roxbury
4.97 out of 5 average rating, 92 reviews

Newly Renovated + Spacious Apt w/ Parking

JarrodRating, 5 stars3 weeks ago
a bit out of town but overall a nice clean place.

Private apartment rentals

Top guest favourite
Flat in Cambridge
4.97 out of 5 average rating, 340 reviews

Picture-perfect Cambridge guest apartment, parking

JillRating, 5 stars1 week ago
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!
Guest favourite
Flat in Arlington
4.95 out of 5 average rating, 22 reviews

Cute Accessible Studio: No stairs, W/D, Parking

AlyssaRating, 5 stars1 week ago
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.
Guest favourite
Flat in East Boston
4.84 out of 5 average rating, 81 reviews

1 BR Gem 5min to Train & Airport explore the city

AlexRating, 5 stars6 days ago
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.
Superhost
Flat in Roxbury
5 out of 5 average rating, 4 reviews

NEW! LUX 3BR w/ 400 Mbps Wifi | ROKU TV & Games!

AngelRating, 5 stars3 days ago
The house was squeaky clean, the check in process was super simple, and Michael answered back quickly. 10/10!!
Flat in East Fenway
4.82 out of 5 average rating, 201 reviews

Walk to Berklee, Fenway & Newbury St

BranislavRating, 5 stars6 days ago
Great location, small but cozy room and beautiful building.
Flat in South Boston
4.62 out of 5 average rating, 47 reviews

2 Bedroom Southie Brownstone

KirstyRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in South Boston
5 out of 5 average rating, 8 reviews

Luxury 1BR Next to Broadway Southie 1353

MuzafferRating, 5 stars3 weeks ago
Very nice suit, excellent host
Top guest favourite
Flat in Salem
4.94 out of 5 average rating, 17 reviews

Salem Urban Arcade - AC, Parking, Walk Everywhere!

BrianaRating, 5 stars5 days ago
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

Guest favourite
Flat in South Boston
4.91 out of 5 average rating, 66 reviews

South Boston. Minutes away from Convention Center

LeeRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in Woburn
4.94 out of 5 average rating, 153 reviews

Your Cozy 1 BR Apt & Relaxing Retreat

EarlRating, 5 stars2 days ago
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 !!
Guest favourite
Flat in Revere
4.85 out of 5 average rating, 13 reviews

Step Into Spacious Vintage Charm in West Revere

LindaRating, 5 stars1 week ago
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!
Flat in Greater Mattapan
4.67 out of 5 average rating, 3 reviews

Georges families

TpotRating, 5 stars1 month ago
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!
Top guest favourite
Flat in Winthrop
4.96 out of 5 average rating, 246 reviews

Oceanfront Pool. Close to Boston. Free Parking.

LarissaRating, 5 stars3 days ago
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!
Superhost
Flat in Cambridge
4.87 out of 5 average rating, 38 reviews

Central Square Upscale Penthouse near MIT/Harvard

MichaelRating, 5 stars1 month ago
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
Guest favourite
Flat in Arlington
4.98 out of 5 average rating, 196 reviews

Lakeside apartment, patio, hot tub, outside shower

PietroRating, 5 stars2 weeks ago
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!
Top guest favourite
Flat in North End
5 out of 5 average rating, 45 reviews

Amazing Location in Little Italy with Roof Deck

NancyRating, 5 stars1 month ago
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

Destinations to explore

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