Condo holiday rentals in Dorchester, Boston

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Popular amenities for Dorchester, Boston condo rentals

Weekly condo rentals

Guest favourite
Condo in South Boston
4.94 out of 5 average rating, 71 reviews

Cozy Condo in South Boston

WadeRating, 5 stars1 week ago
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!
Guest favourite
Condo 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.
Guest favourite
Condo in East Boston
4.86 out of 5 average rating, 28 reviews

Stunning Waterfront Condo with Boston Skyline View

BarbaraRating, 5 stars3 days ago
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!
Superhost
Condo 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
Guest favourite
Condo in Beacon Hill
4.95 out of 5 average rating, 78 reviews

Charming and Historic Apartment

JohnRating, 5 stars2 weeks ago
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.
Top Guest favourite
Condo in Winthrop
4.99 out of 5 average rating, 68 reviews

The Day-Burrill-Wadsworth-La Voix House

JoanneRating, 5 stars2 weeks ago
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.
Superhost
Condo in Arlington
4.85 out of 5 average rating, 91 reviews

♥ Lovely Studio - Spotless, W/D, Parking, Private

BrandiRating, 5 stars4 weeks ago
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
Top Guest favourite
Condo in East Cambridge
4.97 out of 5 average rating, 34 reviews

Beautiful Cambridge Apartment

RachelRating, 5 stars2 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.

Pet-friendly condo rentals

Superhost
Condo in Downtown Boston
4.89 out of 5 average rating, 114 reviews

Condo in downtown Boston

SusanRating, 5 stars1 month ago
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!
Guest favourite
Condo in Somerville
4.85 out of 5 average rating, 224 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

GaleRating, 5 stars1 week ago
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.
Guest favourite
Condo in Watertown
4.84 out of 5 average rating, 102 reviews

Nice Condo to Harvard, MIT, Fenway, with parking

PhalyRating, 5 stars2 days ago
Thank you! We enjoyed our stay there. We were able to relax and create memories.
Guest favourite
Condo 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
Condo 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
Condo 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
Condo in Lakeside Marblehead
4.99 out of 5 average rating, 225 reviews

Harbor View Suite

KaitlinRating, 5 stars2 weeks ago
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!
Superhost
Condo in Somerville
4.83 out of 5 average rating, 198 reviews

Spacious, cozy home near Boston!

StephaneRating, 5 stars1 week ago
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

Guest favourite
Condo in South End
4.99 out of 5 average rating, 92 reviews

1 Bedroom Apartment in Boston/South End

AniRating, 5 stars1 week 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!
Top Guest favourite
Condo in Downtown Boston
4.99 out of 5 average rating, 161 reviews

Spacious 3BR | Family Favorite | Downtown Boston!

FlorianRating, 5 stars2 days ago
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.
Top Guest favourite
Condo in Salem
4.96 out of 5 average rating, 258 reviews

My Place - 2 Bedroom Condo with Parking

Birdie NewmanRating, 5 stars1 week ago
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!!!
Superhost
Condo in Roxbury
4.81 out of 5 average rating, 139 reviews

Fort Hill Inn *Sunny* 1 bedroom, condo duplex

JoshuaRating, 5 stars2 months ago
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 Guest favourite
Condo in Salem
5 out of 5 average rating, 98 reviews

Top Floor Condo~Steps from the Water & Downtown

CassandraRating, 5 stars3 days ago
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.
Top Guest favourite
Condo in Lakeside Marblehead
4.98 out of 5 average rating, 111 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

CarolRating, 5 stars1 week ago
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!
Guest favourite
Condo in Jamaica Plain
4.98 out of 5 average rating, 90 reviews

2 Bedroom by Longwood Medical Hospitals

SueRating, 5 stars2 weeks ago
A great place to stay for our quick trip to Boston.
Superhost
Condo 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!

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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