
Condo vacation rentals in Dorchester
Find and book unique condos on Airbnb
Quick stats about condo rentals in Dorchester

Total vacation rentals
Explore 90 vacation rentals in Dorchester

Nightly prices starting at
Dorchester vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 5,580 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
90 of Dorchester vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Dorchester rentals

4.8 Average rating
Dorchester stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Dorchester’s top spots, include Franklin Park Zoo, University of Massachusetts Boston, and Ashmont Station
Top-rated condo rentals in Dorchester
Guests agree: these condos are highly rated for location, cleanliness, and more.

Boston Rooftop Retreat
A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions! *4th floor apartment -no lift.
4.94 out of 5 average rating, 368 reviews
Beautiful, spacious South Boston Condo, Near T
This beautiful townhouse is a 3 min walk to the Andrew Square (subway) station that can take you to anywhere you want in Boston or the surrounding area. Museums, colleges, Fenway Park, TD Garden, the Common, Harvard Square, Faneuil Hall, Cape Cod, Salem, the Convention Center, Boston Harbor and cruise ship terminals are many of the places you can visit. We are also a 15 min walk to the local beaches. Although the place can sleep 6, we only allow 4 guests unless arrangements are made with host.
4.94 out of 5 average rating, 335 reviews
Next to Boston & Beach, King Beds, Free Parking+EV
Enjoy a comfortable stay in this clean and modern 4-bedroom 2-bath home less than a 10 min walk to the beach and convenient access to Boston by car (15-25min) or public transportation (30-45min). It's a spacious 2000sqft that was recently remodeled, retains plenty of character with many large windows. It is perfect for families, professionals, students, working from home, or anyone relocating to the area. It's stocked with everything you need so you can move right in with just your suitcase.
4.95 out of 5 average rating, 299 reviews
1st floor, free parking off street, 3 min to train
1BR private first floor condo that has it all. Suitable for families, vacationing, and remote work. *Please note we live on the 2nd Floor (separate entrance) - FREE PARKING off-street driveway for 1 vehicle - PUBLIC TRANSIT 2 short blocks from Red Line, downtown in 15 min - SMART HOME High Speed dedicated Wi-Fi, smart speakers and lighting - WALKERS PARADISE Walk score 91 , many bars & restaurants & conveniences - PARKS Savin Hill & Beach within 10 min walk, near Carson Beach & Harbor walk
4.96 out of 5 average rating, 166 reviews
The Day-Burrill-Wadsworth-La Voix House
The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. An historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two condos and renovated).
4.98 out of 5 average rating, 123 reviews
Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt
Discover serenity in this fully-stocked, 2nd floor unit within a Victorian home in JP. Located on a quiet street near transportation and dining options, it offers access to key destinations like Longwood Medical Area and Downtown Boston. Featuring one bedroom, a cozy living room w/ TV, fully-equipped kitchen, and bathroom, plus a spacious private deck. Rest easy on a plush king-size Tempurpedic bed & a full-sized pullout couch fitting 1 adult or 2 children. Central air for increased comfort.
4.92 out of 5 average rating, 303 reviews
Penthouse 2 Beds /2 Baths luxury in South Boston
Kick back and relax in this calm, stylish space. You won’t even feel like you are in the center of the city . Everything you need is within a walking distance , bars , coffee shops and many restaurants to choose from. Top floor unit, private balcony with 2 full bedrooms & 2 full bathrooms on opposite sides of the house makes traveling in groups much more comfortable. Brand new build 2023 , this is a hotel like stay professionally managed but with the comfort of a home away from home
4.89 out of 5 average rating, 150 reviews
Boston Townhouse - 3BR/2.5BA - Seaport BCEC
Ideal for families with young children, traveling professionals, campus visitors, and tourists! Spacious and recently renovated townhome in South Boston: 3 miles from Logan Airport, 3miles Fenway Park, 2 miles to Seaport, 1 mile to the Boston Convention Center, 1.6 miles to South Station (Commuter Rail/Amtrak), <1 mile to the Red Line (Broadway T-Station) to Kendall Sq (Harvard, MIT) and 1 block from the 9 Bus to Copley (~15min ride to Copley Sq). Great location for World Cup visitors!
4.96 out of 5 average rating, 136 reviews
SouthEnd Penthouse
Centrally located penthouse unit in the heart of Boston SouthEnd. Abundance of sunlight, spacious living area, and open kitchen will make your stay a unique and charming experience in a historically preserved area. Ideal to explore the local neighborhood restaurants or walk to Boston commons, the ballpark, downtown or Newbury Street. The neighborhood is historic to Boston with classical brick stone look and the place itself is quite a gem, very quiet and open dining+living room style.
4.95 out of 5 average rating, 260 reviews
Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.
4.93 out of 5 average rating, 907 reviews
Family Home + Near Downtown + Cool Backyard!
Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!
4.94 out of 5 average rating, 260 reviews
Modern & Cozy 3-BR Condo near Downtown
This listing was ranked best new Airbnb in MA for 2022! Book now to experience our lovely, cozy in-law suite with all the essentials you need for a comfortable stay. Conveniently a very short drive from city attractions, universities, hospitals, and the airport, you'll have easy access to everything Boston has to offer. Plus, easy access to major highways makes exploring a breeze. Don't miss out on this well-maintained and nicely furnished space.
4.94 out of 5 average rating, 248 reviewsPopular amenities for Dorchester condo rentals
Weekly condo rentals

Gorgeous Beacon Hill 1BR | 1BA
4.97 out of 5 average rating, 373 reviews
Stylish garden level studio with a private patio
4.81 out of 5 average rating, 344 reviews
Perfectly Renovated Home w/ Private Outdoor Oasis
4.97 out of 5 average rating, 148 reviews
The Plant Haus
4.85 out of 5 average rating, 152 reviews
Private studio w/ parking by MIT/Harvard/BU/Fenway
4.86 out of 5 average rating, 1127 reviews
Harvard / Porter Square Apartment, 2brm + sofabed
4.96 out of 5 average rating, 186 reviews
Spacious, Sun~filled Brownstone in Heart of Boston
4.95 out of 5 average rating, 139 reviews
Large 1+bed in historic Charlestown, Boston!
4.98 out of 5 average rating, 162 reviewsPet-friendly condo rentals

Condo in downtown Boston
4.88 out of 5 average rating, 173 reviews
Right Near Convention Center and Train Station
4.84 out of 5 average rating, 157 reviews
Historic JP Brownstone with Parking. Pets Welcome!
4.89 out of 5 average rating, 611 reviews
Truly Oceanfront! Spacious Family Petfriendly Home
4.99 out of 5 average rating, 242 reviews
Charming 1 BR apartment in Historic Bay Village
4.9 out of 5 average rating, 308 reviews
Leafy & Tranquil, Artist house. Easy access Boston
4.9 out of 5 average rating, 114 reviews
Luxury apt w/ sauna & deck | by airport, downtown
4.94 out of 5 average rating, 225 reviews
Gorgeous Huge Duplex 3 baths sleeps 6 Parking
4.77 out of 5 average rating, 267 reviewsCondo rentals with a pool

“Luxury 2BR Cambridge | Pool + Parking”
4.93 out of 5 average rating, 27 reviews
Back Bay Hub for Red Sox & Fall Campus Trips
4.86 out of 5 average rating, 7 reviews
Private Room in Boston Apartment
4.83 out of 5 average rating, 6 reviews
Modern condominium just miles north of Boston.
5.0 out of 5 average rating, 4 reviews
Room in Spacious, Shared, Modern Boston Apartment
3.67 out of 5 average rating, 3 reviewsDestinations to explore
- Rentals with breakfast Dorchester
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- Family-friendly rentals Dorchester
- Condo rentals Boston
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- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- Onset Beach
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- East Sandwich Beach
- Duxbury Beach
- North Hampton Beach
- MIT Museum
- Harvard Square
- Tufts University
- Crane Beach
- Quincy Market





