Apartment holiday rentals in South Boston

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Popular amenities for South Boston apartment rentals

Weekly apartment rentals

Top guest favourite
Flat in Charlestown
4.97 out of 5 average rating, 76 reviews

Boston Apartment with parking available!

MicheleRating, 5 stars4 days 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 .
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.
Top guest favourite
Flat in Quincy
5 out of 5 average rating, 45 reviews

Stunning, New, 2BR Close Boston

TiffanyRating, 5 stars2 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 End
4.89 out of 5 average rating, 35 reviews

The Upton South End, The Copley Suite

NetaRating, 5 stars1 week ago
Very great location, close to Prudential center and nearby hotels if you're in town for a conference. Also the windows and view alone made the place worth it!! Just a heads up that it is on the 4th floor so not exactly accessible if you have disability needs! Overall very cute apartment!
Superhost
Flat in Roxbury
5 out of 5 average rating, 4 reviews

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

AngelRating, 5 starstoday
The house was squeaky clean, the check in process was super simple, and Michael answered back quickly. 10/10!!
Top guest favourite
Flat in Somerville
5 out of 5 average rating, 17 reviews

Chef's paradise on the bike path

RobertRating, 5 stars3 weeks ago
Beautifully decorated new townhome with a fantastic kitchen and living space. All new modern features for lighting and kitchen appliances. Bathrooms are tastefully redone with all new tile and plumbing fixtures. Great views from the back deck which over looks Somerville neighborhoods. Location is quiet and adjacent to T station which can take you to downtown Boston. I highly recommend this home and would stay here again.
Guest favourite
Flat in Brighton
4.92 out of 5 average rating, 61 reviews

Lavish Boston studio with separate bedroom

StephanieRating, 5 stars2 weeks ago
I was thrilled with the apt and the surroundings. Melissa was a friendly, responsive host and the concierge service located on the grounds of the apartment complex was friendly and helpful to. The unit is small but has everything that you need for a comfortable stay. I will definitely stay here again when I am in town for business (or pleasure) in the Boston area and I recommend that you do to.
Guest favourite
Flat in Roxbury
4.97 out of 5 average rating, 91 reviews

Newly Renovated + Spacious Apt w/ Parking

EricaRating, 5 stars1 month ago
Philipp's apartment was absolutely fabulous!! The beds were comfortable, the whole unit was incredibly spacious and he even left out snacks for us and coffee! I will 100% be booking again when in Boston. Great value for money and only a $15 uber to back bay!!

Private apartment rentals

Top guest favourite
Flat in Back Bay
4.96 out of 5 average rating, 467 reviews

Cozy Back Bay Boston Retreat!

MichaelRating, 5 stars1 week ago
Tim's apartment is a great spot, centrally located in Back Bay. Once we parked, we walked everywhere over 2 days. As others have mentioned, the apartment isn't huge, and you do have the occasional street/neighbor noise, but it's a prime location for exploring Boston. It was very clean the instructions for parking and getting inside were clear and accurate. I'd definitely stay here again for a long weekend.
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!
Top guest favourite
Flat in Medford
4.99 out of 5 average rating, 139 reviews

Couples Retreat - Apt in Charming Colonial Home

KyleRating, 5 stars3 weeks ago
This was without a doubt the best Airbnb I've ever stayed in (and I've stayed in a lot). The host Lisa was very communicative. The Airbnb was the most well stocked Airbnb I've ever seen: Full pantry of snacks, a well-stocked kitchen cabinet with every appliance you can think of, and even a full basket of toiletries just in case you forgot something. The apartment was tastefully decorated and the furniture high quality. The bathroom was simply stunning, with a bathtub complete with bath salts, and an electronic shower with jets on the walls too! The bed was comfortable and I had no issues sleeping. The neighborhood around the house is very peaceful and walkable. However, be warned that it is not well connected to Boston via public transit compared to other locations. I would recommend this place to someone with access to a car. Nevertheless, this was the best Airbnb I've ever stayed in. Highly recommended for a nice getaway!
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 stars3 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.
Guest favourite
Flat in North End
4.95 out of 5 average rating, 22 reviews

North End 1 BR in Little Italy

GregRating, 5 stars2 weeks ago
We really enjoyed our stay. The apartment was the perfect size. Right in the middle of everything, restaurants, historical sites, and the water. We walked just about everywhere!
Superhost
Flat in East Boston
4.84 out of 5 average rating, 165 reviews

Stylish and Cozy at Revere Beach

KevinRating, 5 stars1 week ago
We thoroughly enjoyed our stay. It was perfect for what we needed for our stay in the Boston area. We really enjoyed the surrounding restaurants and the beach.
Guest favourite
Flat in East Cambridge
4.97 out of 5 average rating, 263 reviews

Sunny & Spacious w/FREE parking near Kendall/MIT

SaraRating, 5 stars4 weeks ago
Kemi was a wonderful host and this place is superb! Everything exceeded our expectations. It was about a 10-minute walk to the train to get into Boston, which was perfect. And coming in from the rain to a welcoming, cozy home was the best. We hope to stay here whenever we may come to the area again! Thank you so much for the special touches and everything, Kemi!
Top guest favourite
Flat in Salem
4.94 out of 5 average rating, 17 reviews

Salem Urban Arcade - AC, Parking, Walk Everywhere!

BrianaRating, 5 stars2 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

Flat in Fenway-Kenmore
4.73 out of 5 average rating, 83 reviews

Renovated 2Bed, 0.5 mile to Longwood Med Hospital

AmyRating, 5 stars1 month ago
This condo was perfect for what we needed. Just two bedrooms, a kitchen and living room, so we could relax in between walking adventures. I wish I had come across this back in the fall when my daughter was playing soccer for Northeastern because the soccer field is literally across the street. There is a nice walking trail about a quarter of a mile away. We really liked Coolidge Corners. Easy to get Ubers. The place was perfect and comfortable and easy to get in/out.
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, 152 reviews

Your Cozy 1 BR Apt & Relaxing Retreat

VivianaRating, 5 stars2 weeks ago
We had a fantastic stay at this place! The house was spotless, with a fully stocked kitchen and bathroom that made everything super convenient. Thiago was incredibly helpful, attentive, and kind throughout our stay, which made the experience even better. We especially loved the jacuzzi area and the large, comfy couch in the living room. The entire place offered great privacy. Would definitely recommend it!
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!
Top guest favourite
Flat in Winthrop
4.96 out of 5 average rating, 246 reviews

Oceanfront Pool. Close to Boston. Free Parking.

LarissaRating, 5 starstoday
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 stars3 weeks 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 stars1 week 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

    ₹2,596 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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