
Condo holiday rentals in Dorchester, Boston
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Top-rated condo rentals in Dorchester, Boston
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Weekly condo rentals

Cozy Condo in South 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!

Leafy & Tranquil, Artist house. Easy access Boston
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.

Stunning Waterfront Condo with Boston Skyline View
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!

In the heart of Jamaica Plain near Longwood
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

Charming and Historic Apartment
Very conveniently located apartment on Beacon Hill. Apartment is on an alley off of a street so generally quite quiet. Spacious accommodations on two floors- bedroom, bathroom and living room on upper floor and kitchen and dining area below. The apartment is off of an uphill street, but that's part of the charm.

The Day-Burrill-Wadsworth-La Voix House
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.

♥ Lovely Studio - Spotless, W/D, Parking, Private
Hosts were very friendly and responsive unit was clean and private perfect for what I needed it for walking distance to our destination neighborhood nice and quiet great experience all around

Beautiful Cambridge Apartment
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.
Pet-friendly condo rentals

Condo in downtown Boston
This was such a charming place in a wonderful location. Griffin and Carolyn were responsive and took really good care of us. They are great hosts who we highly recommend and would book with again!

A Cozy 3 Bedroom Home Close To Boston & Parking
Shirley's place is as described. It is comfortable and generous in size. There is parking available both in the driveway and on the street(with a supplied parking pass) for two cars altogether. Fresh linens are plentiful and the kitchen is very practical for cooking and eating in. Outdoor furniture on the back porch allowed us to invite over friends and socialize in nice weather. It is simple, but comfortable.

Nice Condo to Harvard, MIT, Fenway, with parking
Thank you! We enjoyed our stay there. We were able to relax and create memories.

Family Home + Near Downtown + Cool Backyard!
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.

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

Right Near Convention Center and Train Station
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!

Harbor View Suite
This was the second time we had stayed at Kristin’s. We loved it so much last year we had to come back! Nothing beats the view from the rooftop deck. Everything you need, to include ample public water access, is just a short walk. We plan on making this a yearly stay. The fact you can bring your pup is an added bonus!

Spacious, cozy home near Boston!
What a gem!! Ana's appartement is amazing. The bedrooms are large with good mattresses and furniture. Kitchen is great too. There is a nice patio to sit on at the back. Ana's house is extrememy clean, cosy and very well maintained, we will definitely stay here again when we visit Boston!
Private condo rentals

1 Bedroom Apartment in Boston/South End
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!

Spacious 3BR | Family Favorite | Downtown Boston!
Amy is a great host with a spacious apartment. Thanks for always being available. I’m looking forward to booking my next trip to Boston.

My Place - 2 Bedroom Condo with Parking
Located in a lovely neighborhood, this place is a gem! So well appointed, there was nothing we could have needed that wasn’t there! The decor was beautiful and Kelly provided so many extra touches. The kitchen was well equipped, including spices, Keurig Cup Pods, tons of dishes, and utensils. The bedrooms were lovely and very comfortable beds. We can’t wait to come back!!!

Fort Hill Inn *Sunny* 1 bedroom, condo duplex
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.

Top Floor Condo~Steps from the Water & Downtown
This was my first time using airbnb, Charley made it a breeze. The space was great and organized well, very impressed by his use of the space and amenities his place offered. It was close enough to everything we needed , very walkable and being close to the water was an added bonus. Our daughters enjoyed going down during low tide and looking at the little crabs. His instructions were very clear, and great communication, check in and check out was simple. It had everything we needed and was nice to come back to after a long day of site seeing. Everything exceeded my expectations, I highly recommend staying here.

Samuel Tucker House - Downtown Luxury 2 Bed Condo
Lovely trip back to Marblehead for my granddaughter’s graduation. This home was comfortable and great care taken to provide more than the basics making it welcoming and like home!

2 Bedroom by Longwood Medical Hospitals
A great place to stay for our quick trip to Boston.

Beautiful Victorian house with Views. free parking
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!
Quick stats about condo rentals in Dorchester, Boston
Total rentals
100 properties
Nightly prices starting at
$46 AUD 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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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- East Sandwich Beach
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Sandwich Glass Museum
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Museum of Fine Arts, Boston
- Oakland Beach