Apartment holiday rentals in Dorchester, Boston

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Popular amenities for Dorchester, Boston apartment rentals

Weekly apartment rentals

Superhost
Apartment in Roxbury
4.88 out of 5 average rating, 74 reviews

Fort Hill Inn 1 Bedroom Duplex, *Sunny Condo*

CarolRating, 5 stars2 weeks ago
Meticulously clean and good quality furniture. Travel size lotions and soaps were a nice touch.
Guest favourite
Apartment in South End
4.99 out of 5 average rating, 92 reviews

1 Bedroom Apartment in Boston/South End

AniRating, 5 stars2 weeks ago
My wife and I loved staying at Tim’s place in the South End. As former Boston residents, it was a great opportunity to get a feel for a new and charming part of town for a couple days. Tim’s apartment was clean and larger than we expected. Everything worked well, and we appreciated Tim’s flexibility with our check out time. Would highly recommend a stay here!
Guest favourite
Apartment in Jamaica Plain
4.89 out of 5 average rating, 97 reviews

Leafy & Tranquil, Artist house. Easy access Boston

NathanRating, 5 stars1 month ago
Charming little 2BR unit on a quiet street, easy walk up, well-maintained kitchen and furniture. Host is a great communicator (but not excessive). Easy digital code access. No issues whatever.
Superhost
Apartment in Jamaica Plain
4.82 out of 5 average rating, 74 reviews

In the heart of Jamaica Plain near Longwood

ChesterRating, 5 stars1 month ago
I enjoyed my stay very much! There were several good restaurants nearby and the whole area is very walkable. The path around Jamaica Pond was especially nice
Superhost
Apartment in South Boston
4.89 out of 5 average rating, 89 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

FabianRating, 5 stars2 weeks ago
My daughter and I arrived slightly early and I asked if I could possibly arrive a little early and the answer was absolutely yes! We could drop off our luggage since they were still in the midst of cleaning from earlier guests and this was greatly appreciated. We were even recommended a wonderful restaurant within walking distance (Lincoln Tavern). Once we were able to check in we noticed the water pressure was excellent and the apartment appeared extremely clean and looked like the photos. The neighborhood has plenty of amenities and good coffee shops with pastries. I would stay here again if I ever make it back to Boston. Please note that this apartment is on the 3rd floor.
Top guest favourite
Apartment in East Cambridge
4.97 out of 5 average rating, 35 reviews

Beautiful Cambridge Apartment

RachelRating, 5 stars3 weeks ago
I had a fantastic stay at Sarah’s apartment. Her place is as pictured, and it was clean, quiet and had everything I needed for my stay. The apartment is close to MIT and the T (15-20 minute walk). Sarah was extremely communicative (and flexible!). I would highly recommend Sarah as a host and her place for a stay in Cambridge.
Guest favourite
Apartment in Jamaica Plain
5 out of 5 average rating, 27 reviews

Lovely 2-Bedroom Condo by Jamaica Pond

DanaRating, 5 stars3 weeks ago
This condo was great! Updated kitchen and bathroom was beautiful. Perfect for our family vacation. Very short walk to the green line. The condo itself was relaxing and perfect for our family. We can’t wait to go back and stay again. The host was friendly and responded quick to the few questions we had. The lake is close to walk to and very beautiful. You get city and suburban life style staying here. Thank you for allowing us to stay in your beautiful cozy condo.
Superhost
Apartment in Everett
4.7 out of 5 average rating, 10 reviews

City Retreat Near Salem, Downtown BOS & Airport

MelindaRating, 5 stars3 weeks ago
The place and location fit exactly what we were looking for. The parking in the driveway that was provided was extremely useful and appreciated. Jenn and Joel were extremely helpful with recommendations and replying quickly with any questions or issues prior to and during our stay. We had a pleasant stay and everything was as described except it wasn't stated the AC was a 1 window unit in the living room. With the unit on it was hard to hear the TV in the same room. The one bedroom did come equipped with a standing fan. For our stay everything was provided that we needed except washcloths and Kleenex. There was no place to hang a hand towel in the bathroom to dry your hands on. It appears the fixture may have broken prior to us staying as I see one in the listing photos. The shower pressure was not the best either. The stairs to get to the unit were winding and narrow and there was no railing to assist in climbing down or up while carrying your luggage. Overall would recommend.

Pet-friendly apartment rentals

Superhost
Apartment in Downtown Boston
4.89 out of 5 average rating, 115 reviews

Condo in downtown Boston

JordanRating, 5 stars2 weeks ago
This place did great for our small group. The location is perfect, the house instructions were easy, and checkout was a breeze. The kitchen was well stocked with coffee and tea (nice touch!) and the bathroom was stocked with soap, shampoo, toilet paper, and other amenities. I would be happy to stay there again.
Guest favourite
Apartment in Somerville
4.85 out of 5 average rating, 226 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

AlisonRating, 5 stars2 days ago
This place was absolutely lovely. All weekend my guests and I would find ourselves commenting on how clean, cozy, and cute the space was, and how responsive Shirley was in helping us navigate check in/out. Would absolutely stay here again!
Guest favourite
Apartment in East Boston
4.95 out of 5 average rating, 202 reviews

Family Home + Near Downtown + Cool Backyard!

RogerRating, 5 stars3 months ago
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.
Guest favourite
Apartment in Watertown
4.84 out of 5 average rating, 103 reviews

Nice Condo to Harvard, MIT, Fenway, with parking

AlexanderRating, 5 stars4 days ago
Nice, clean apartment in a pleasant quiet neighborhood. Great place to stay!
Guest favourite
Apartment in Hyde Park
4.93 out of 5 average rating, 42 reviews

*Cozy, Convenient Boston. Indulge, you deserve it*

KellyRating, 5 stars1 week ago
Kelli and Ray are wonderful hosts. They have a beautiful home that is clean and also very well stocked. Even though we didn’t need much of it, I’m sure other guests would appreciate the stuff that they left! They were very responsive when we asked for help.
Superhost
Apartment in Cambridge
4.88 out of 5 average rating, 101 reviews

#3A-Cambridge Walk to MIT+Harvard Amazing Location

ErenRating, 5 stars3 months ago
We had a fantastic stay at Louisa’s beautiful place! The home was spotless, filled with great natural light, and equipped with everything we needed for a comfortable stay. The location was perfect—just a short walk to Harvard, making it incredibly convenient. Our time here was not only enjoyable but also highly productive, thanks to the peaceful atmosphere and charming surroundings of this lovely street. We will definitely be returning to Louisa’s amazing home, where we truly felt like we had a home away from home. A special thanks to Louisa and James for their hospitality and for making this trip so wonderful and unforgettable.
Guest favourite
Apartment in South Boston
4.88 out of 5 average rating, 137 reviews

Right Near Convention Center and Train Station

MollyRating, 5 stars2 weeks ago
We had a great stay at this South Boston condo! The location was perfect—just a short walk to the Convention Center, and the Seaport area, making getting around the city extremely simple. The space was spotless and clearly well cared for. Communication with the host was smooth and responsive throughout. The main bedroom was quiet and had a great work setup with a desk. The lower bunk bed is set directly on the floor, which actually worked out well—smaller adults in our group found it comfy and easy to sleep on. Parking was limited, but we found street parking without much trouble. Overall, a clean, convenient, and well-located spot—we’d definitely stay here again!
Top guest favourite
Apartment in Lakeside Marblehead
4.99 out of 5 average rating, 226 reviews

Harbor View Suite

AmyRating, 5 stars1 week ago
Our stay at Kristen’s on our East Coast tour was incredible. The location and the views were incredible! Her home was pristine and we loved all of the personal touches. Would love to visit again!

Private apartment rentals

Superhost
Apartment in Roslindale
4.97 out of 5 average rating, 34 reviews

My Sweet Apartment

JasonRating, 5 stars1 month ago
Mihaela’s unit was comfortable and laid out well for us traveling with two small kids. We were able to spread out and have a kidnin each room. The beds were comfortable and Mihaela was responsive and really friendly. I was surprised by how light a basement unit was during the day too. Two things to note which were not a problem for us are that the kitchen is very small and it is not very close to the T stop. We had a car and had meals with family so not an issue for us but just a heads up for others. If you are ok getting around and mostly bringing in food/eating elsewhere, then this is a lovely spot and there is even a nice little outdoor spot in the yard to hang in. Also the driveway was very convenient and the instructions to get into the unit were very easy!
Guest favourite
Apartment in Lakeside Marblehead
4.95 out of 5 average rating, 149 reviews

1742 Marblehead Studio|Minutes to Salem|Parking

SeanRating, 5 stars1 month ago
Quintessential New England historic experience. It’s. It every day one get to stay in the home of a Revolutionary War Navel Captain, let alone one that fought a pivotal battle on the Hannah. The home, while over 200 years old is cozy, clean with just enough modern features to Make it comfortable and convenient. The manager, Rachel is responsive, pro-active and a delight to deal with.
Top guest favourite
Apartment in Salem
4.96 out of 5 average rating, 260 reviews

My Place - 2 Bedroom Condo with Parking

SadhviRating, 5 stars4 days ago
The house is very modern and comfortable and has everything you require . It’s a good and safe neighbourhood as well and we had a comfortable stay here. Thank you for hosting !
Superhost
Apartment in Lynn
4.77 out of 5 average rating, 157 reviews

One bedroom apartment close to Salem and Boston.

AlondraRating, 5 stars1 week ago
Loved coming back here! Great and convenient place to stay.
Top guest favourite
Apartment in Salem
4.98 out of 5 average rating, 248 reviews

Charter Street: Historic Charm, Modern Comfort

MandiRating, 5 stars1 day ago
We are a family of 5, two young adults and one tween, and this apartment was perfect for us. It is comfortable and beautiful with charming historic touches. There were thoughtful offerings like ear plugs and white noise machines for the road noise. We also appreciated the black out curtains! Finally- you couldn’t get any closer to everything historic Salem has to offer. I don’t think we walked more than half a mile in any direction and saw everything we wanted to see. It was perfect for us!
Superhost
Apartment in East Boston
4.83 out of 5 average rating, 264 reviews

Stylish garden level studio with a private patio

Brittany Rating, 5 stars1 week ago
We had a great stay at this lovely place in East Boston. Everything was spotless and just as pictured. The hosts were also super gracious to let us check in early and store our luggage while we did some more sightseeing our last day.
Superhost
Apartment in Dorchester
4.71 out of 5 average rating, 38 reviews

Beautiful Victorian house with Views. free parking

DariaRating, 5 stars1 month ago
We were in town for a graduation and enjoyed our stay. The place was very clean - no issues at all! Tan was quick to respond with a few questions I had and even had Amazon overnight us a fan! Thank you Tan!
Top guest favourite
Apartment in North End
4.98 out of 5 average rating, 307 reviews

"La Gemma" - a gem in the North End

PamRating, 5 starstoday
This was a perfect location to explore Boston from, with walkable access to the Commuter and local subway. Everything in the North End is a quick walk away, even for an old lady with a bum knee. Everything was exactly as described, and the spiral staircase was not an issue (but we didn’t try taking our big luggage down, we just unpacked what we needed for our 5 nights in Boston. We did not keep a car while in Boston, but did drive in to unload and were surprised at the availability of handicapped parking along Charter St. I mention this because it may have changed our plans a bit and we would have kept our car one more day and would have driven out to Cambridge to visit Harvard. We would definitely stay here again.

Quick stats about apartment rentals in Dorchester, Boston

  • Total rentals

    100 properties

  • Nightly prices starting at

    $38 SGD before taxes and fees

  • Total number of reviews

    5.2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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