Apartment holiday rentals in Dorchester, Boston

Stayed at Andrew's place in Boston for 3 nights to attend a Sox game and a couple nights of concerts. No parking at the house but Andrew was perfect in describing where I can park a short 2 blocks away. It's about 2-3 miles from anything you'd want to do in the city....Fenway Park, the Aquarium and waterfront etc....easy 10 minute drive (city traffic). The place had everything you'd need, was clean as a whistle and Andrew was super quick to respond with anything I asked, whether it was about parking, nearby places to eat, etc....he really was right on top of everything. I don't really go to Boston for much but if I find myself there again I'll definitely be looking at Andrew's place as my first choice!

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.

The place was stunning and close to Boston Commons and all the tourist attractions. Jay was wonderful and came over to greet us and talk about all the amenities and getting around Boston. We loved the place and looking forward to staying again!

The place was neat and clean and the host is extremely friendly and respectful. Caution: The apt is on 3rd floor and there is no elevator so if you're travelling with family or for a long vacation be prepared to carry your suitcases up those stairs.

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

Our stay in East Boston went as well as we could've hoped for, and the unit was perfectly situated for us to have easy access to the MBTA and local food + drink recommendations. The Blue line was down the week we were in town, but Trevor prepared us with the information we'd need to smoothly work around it. If we come to Boston again, there's no doubt we'd consider staying at this unit again.

This is the BEST place to stay in Boston! The neighborhood is beautiful and well kept. It’s very walkable to many stores and restaurants. It’s close to a train station. We enjoy walking and walked to Boston Commons and the North End each day. The apartment itself was spotless. I wish we were able to stay longer and spend more time in the kitchen! Such a cool layout !! Ann is very responsive and accommodating. We are already talking about coming back this fall!! 10/10 recommend ! You won’t regret it!

Place was clean, quiet neighborhood and the host responds to messages really quick.

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.

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!

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.

Nice, clean apartment in a pleasant quiet neighborhood. Great place to stay!

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.

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!

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!

This was a fabulous stay and Ana is incredibly wonderful and communicative! We had a great time and the place was better than expected☺️

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!

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.

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!

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 !

We had a great stay at this great apartment. The spiral staircase down to the bedroom was fun. Kitchen had everything we needed for making meals. Terry was very quickly responsive to our request to adjust the heat in living room/kitchen level, which does not have it's own in-unit thermostat (the bedroom has a wall heater that worked great for adjusting the temperature there). We really enjoy this location near the Roxbury Crossing T stop. We like to walk, and it's a reasonable walk to many places (MFA, Gardiner Museum, Northeastern U, Boston U, even downtown). We'd definitely stay here again.

Had a lovely stay in the cute town of Winthrop. The house was an old, but very newly renovate with all the quaintness you find in a well cared for historic home. The beds were comfortable. It was in a great location and there were so many nice ammenities that other places I’ve stayed did not have. The little extras like the laundry detergent, the Keurig and pods, a bottle of wine All meant so much. I was with my son and daughter in law and two granddaughters, and everybody felt immediately at home. Will definitely return.

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!

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.