Apartment vacation rentals in South Boston Waterfront

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Popular amenities for South Boston Waterfront apartment rentals

Weekly apartment rentals

Top guest favorite
Apartment in Charlestown
4.97 out of 5 average rating, 75 reviews

Boston Apartment with parking available!

MicheleRating, 5 stars2 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 .
Apartment in East Boston
4.75 out of 5 average rating, 911 reviews

*BostonAirport/TDgarden/DT/ConventionCtr/NorthEnd!

KatieRating, 5 stars1 week ago
Great place to stay for a night close to the airport for an early morning flight. Sandra was very responsive and helpful throughout the stay. Place was very clean, and very close to transportation to get into the city.
Guest favorite
Apartment in East Boston
4.84 out of 5 average rating, 79 reviews

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

KaylaRating, 5 stars2 weeks ago
We loved our stay! The location was within easy walking distance to the metro, which made it very easy to get around. The apartment was clean, tidy, and nicely decorated. And Cecilia was a very communicative and friendly host. The only thing I would suggest for visitors is that if you're a light-sensitive sleeper (like myself), you may want to bring an sleep mask since there are no black-out curtains in the bedroom. I was up early each morning because of the light coming in. But overall, we had a wonderful experience!
Guest favorite
Apartment 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!
Apartment in Downtown Boston
4.84 out of 5 average rating, 190 reviews

Bright FIDI 1br | Centrally Located

NicoleRating, 5 stars6 days ago
Visited Boston for the first time and stayed 6 nights. Apartment was very walkable to all the things we wanted to do and also not far from the metro. Host was very responsive, even when I sent them a message late at night about a maintenance issue. They addressed my concern promptly. Would stay here again.
Superhost
Apartment in East Boston
4.93 out of 5 average rating, 28 reviews

Modern Sunny Boston Skyline Apartment near Airport

DelaneyRating, 5 stars1 week ago
Natasha’s home was the perfect place to stay in Boston! It was a great location & super comfortable. We really enjoyed our stay here and can’t recommend it enough!!
Guest favorite
Apartment in Dorchester
5 out of 5 average rating, 19 reviews

Ocean Street Retreat

JudyRating, 5 stars5 days ago
We can’t say enough about this great apartment - it is extremely clean and beautiful. Towels, washcloths, body wash, shampoo, conditioner, and hair dryer are available for use. On the bookshelf under the TV, there are books and games available. They thought of everything. It was perfect for our five day stay - so close to everything, especially the T line, which is a block and a half away. Miguel and Rebecca are amazing hosts, and we can’t wait to book again next year!
Apartment in South Boston Waterfront
4.85 out of 5 average rating, 26 reviews

High-end 2BR 2BA unit in Seaport

Shu-YuRating, 5 stars3 months ago
Very clean and looks exactly like the pictures shown. Adam is very responsive. A great accommodation. Will book for my next business trip again.

Private apartment rentals

Guest favorite
Apartment in South End
4.94 out of 5 average rating, 32 reviews

A Charming South End Apt with Private Garden!

JosiahRating, 5 stars2 weeks ago
I loved my stay at Leigh's apartment. If anything, it was better than the listing! It's incredibly quiet, cozy, functional, and well-laid out. I also really enjoyed getting to know the South End of Boston while still being close to Back Bay and a major T stop (Back Bay Station). I did manage to set off all of the smoke detectors in my first hour there, making a omelet. User error, and my hosts were very responsive about getting them shut off remotely. However, to future visitors, just be aware that the kitchen is small, the stove is very powerful, and the smoke detectors are very close to the kitchen so you don't make the same mistake. If they'll have me, I'd love to stay again, and I'd recommend it to anyone (I did, in fact -- I had a few friends over to visit and they loved it, too).
Top guest favorite
Apartment in Back Bay
4.96 out of 5 average rating, 467 reviews

Cozy Back Bay Boston Retreat!

MichaelRating, 5 stars5 days 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 favorite
Apartment in Medford
4.99 out of 5 average rating, 139 reviews

Couples Retreat - Apt in Charming Colonial Home

KyleRating, 5 stars2 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 favorite
Apartment in Beachmont
4.95 out of 5 average rating, 102 reviews

2 Bedroom Apartment with Ocean Views

KatieRating, 5 stars2 weeks ago
My mom and I traveled to Boston for the first time together and wanted a place to stay a little out of the city. Edward's place is great. It's spacious, clean, and has amazing views. It was also a very comfortable space with a fully stocked kitchen. We felt right at home and were only about a twenty minute drive into the center of Boston!
Top guest favorite
Apartment 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!
Superhost
Apartment in East Boston
4.84 out of 5 average rating, 165 reviews

Stylish and Cozy at Revere Beach

KevinRating, 5 stars6 days 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 favorite
Apartment in North End
4.95 out of 5 average rating, 37 reviews

Spacious North End 1 BR | 1BA

SelimRating, 5 stars1 month ago
The place does not have much of a view, but everything else was great.
Guest favorite
Apartment in Roxbury
4.9 out of 5 average rating, 879 reviews

AKBrownstone: cozy private studio by T

DaffyRating, 5 stars1 week ago
A great time I had at this condo in Boston,MA.The place was exactly as advertised. Tidy, clean, comfortable, close to everything I needed to be close too!

Apartment rentals with a hot tub

Guest favorite
Apartment in South Boston
4.91 out of 5 average rating, 66 reviews

South Boston. Minutes away from Convention Center

LeeRating, 5 stars1 week 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 favorite
Apartment 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 favorite
Apartment in Revere
4.85 out of 5 average rating, 13 reviews

Step Into Spacious Vintage Charm in West Revere

LindaRating, 5 stars5 days 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 favorite
Apartment in Winthrop
4.96 out of 5 average rating, 245 reviews

Oceanfront Pool. Close to Boston. Free Parking.

AngieRating, 5 stars2 days ago
Both John and Carol were very inviting and friendly—- Carol even came out to bid us farewell when we checked out. The view is just breathtaking…. Could not ask for more… except warmer weather so we could have enjoyed the pool. :). The apartment had everything we needed and more. The fridge was stocked with breakfast snacks and milk and half and half for morning coffee…. Very nice touch. Great restaurant choices nearby as well. Highly recommend the Arms Hotel. Great food, HUGE portions. I would definitely stay again!
Superhost
Apartment 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 favorite
Apartment 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 favorite
Apartment 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!
Superhost
Apartment in Cambridge
4.8 out of 5 average rating, 124 reviews

Studio Apt private bath+ Hot Tub, free parking

ChristopherRating, 5 stars1 week ago
Annique's place is a second floor flat in a quiet street not far from the "T" and grocery stores. The flat has a beautiful wooden floor and spacious bathroom. For me, the high point was having an office space with a standing desk - I loved it! The amenities Annique provides shows she is an extremely thoughtful host and is very responsive. Definitely an excellent place to stay..

Quick stats about apartment rentals in South Boston Waterfront

  • Total rentals

    90 properties

  • Nightly prices starting at

    G$8,372 GYD before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore