
Condo vacation rentals in Dorchester
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Top-rated condo rentals in Dorchester
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Private studio w/ parking by MIT/Harvard/BU/Fenway
Private room, private bath, private entrance! Off-street parking available. Charming, renovated Victorian style retreat, queen bed, white 650 thread count cotton linens, TV, A/C and free WIFI. Also includes your own fridge, Keurig & microwave. Next to MIT, Harvard, BU, Kendall Sq, Charles River, Boston, Fenway Park, Red & Green line, Flour Bakery, Whole Foods & Trader Joe's. This unit is safely located on the 2nd floor. Please let us know if you have mobility issues, as the staircase is narrow.

Modern Luxury | Free Parking, Near T | Home Cinema
Welcome to our stylish East Boston condo! Just a 5-minute walk to the Blue Line and 11-minute drive (or 25-min walk) to Logan Airport. Only two blocks from the waterfront with stunning Boston skyline views. This modern farmhouse retreat features two cozy bedrooms plus two more beds downstairs. The sleek kitchen and dining area are great for meals or morning coffee. Relax in the comfy living room or enjoy movie nights on the 135-inch home theater. Includes in-unit laundry and off-street parking.

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

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.

Charming and Historic Apartment
Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

Winter 3BR Escape | Historic + Modern Mix
Wisteria Vine Properties | Where comfort meets Salem’s magic. Discover this spacious and beautifully designed 3-bedroom, 2-bath condo—perfect for families and friend groups seeking a relaxing, memorable stay. Enjoy a fully equipped chef’s kitchen, hotel-quality beds, premium amenities, and a private outdoor space with BBQ. Just 7 min drive / 25 min walk to downtown Salem, the Witch Museum, and the House of the Seven Gables, and 8 min drive to the commuter rail for quick access to Boston.

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.

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!

3-Bedroom Apt (7W2) 20-Minuite To Downtown Boston
Perfect for families and groups, this clean, newly renovated 3-level home has 1 King and 2 full size bedrooms and sofa sleeper in living room 2.5 bathrooms (including a half bath on the main floor), and thoughtful touches like snacks, coffee, wine, chargers, travel crib, and fast Wi-Fi. Located in an authentic Boston neighborhood ~20–30 min from downtown by car or transit. Expect lively local character, easy access to public transport, and normal city sounds.

Gorgeous Beacon Hill 1BR | 1BA
Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

Perfectly Renovated Home w/ Private Outdoor Oasis
COMPLETELY PRIVATE - NO SHARED SPACE OTHER THEN WASHER/DRYER AREA IN BASEMENT! Enjoy a private kitchen, 2 bedrooms, 2 baths and private outdoor space. The Master Bedroom has a king Bed with an ensuite bathroom. The Second Bedroom has a queen bed, gas fireplace and is right across from the second full bath. PARKING IS NOT INCLUDED. **outdoor furniture will be put away for the Winter in November & reassembled mid-May*

Beautiful condo with city benefits
Nicely decorated two bedroom, one bath, spacious kitchen, dinning room, living room, back yard and deck, steps from JFK T-Stop, and short 10 minute commute to all that downtown Boston has to offer. Located blocks away from I-93 for easy access. Dorchester Brewing Company, 224, Dbar, Sugar Bowl, and Savin Bar and Kitchen are all within walking distance. My condo is located within a 5 minute walk to Carson Beach.
Popular amenities for Dorchester condo rentals
Weekly condo rentals

Longterm Boston2b1b,Easy transit,on-site parking

Cozy Boston Condo | Near T

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Bright Spacious 3Br, Mins To Downtown, Parking

Stunning South End 1BR - private roof deck

Kailyn Apartment Boston, Massachusetts

Stylish garden level studio with a private patio

Stunning Nubian Sq Victorian | Mins to Downtown
Pet-friendly condo rentals

A Cozy 3BR Home Close To Train + Boston & Parking

Condo in downtown Boston

Family Home + Near Downtown + Cool Backyard!

Nice Condo to Harvard, MIT, Fenway, with parking

Transit friendly condo on quiet street

Boston Townhouse - 3bd / 2.5ba - Central Location

Spacious, cozy home near Boston!

New Super Modern 2 bed in Waltham
Private condo rentals

Bright & Spacious Home in Davis Sq, Somerville

Modern, Cozy 2 Bedroom in Brookline

Modern, Spacious, Top Floor Condo in A++ Location!

Tufts 2 Bed & Office - Free Parking

Full 1800 Sq Feet Condo Steps from Hip Davis Sq.

Charming 2Bed • Super Clean • Nature & City Life

One bedroom apartment near Boston and Salem.

Luxury Condo in Boston w/ backyard & parking
When is the best time to visit Dorchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ617 | ﺩ.ﺇ613 | ﺩ.ﺇ635 | ﺩ.ﺇ735 | ﺩ.ﺇ746 | ﺩ.ﺇ746 | ﺩ.ﺇ735 | ﺩ.ﺇ735 | ﺩ.ﺇ584 | ﺩ.ﺇ735 | ﺩ.ﺇ606 | ﺩ.ﺇ551 |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
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 ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 5,410 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
90 of Dorchester vacation rentals include wi-fi 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 Roxbury Community College
Destinations to explore
- Rentals with a hot tub Dorchester
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- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- East Sandwich Beach
- Lynn Beach
- MIT Museum
- New England Aquarium
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Onset Beach
- Prudential Center
- North Hampton Beach
- Oakland Beach
- White Horse Beach



