
Holiday rentals in Dorchester
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Top-rated holiday rentals in Dorchester
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Home Away from Home | Next to Boston & Beach, EV+
Enjoy a comfortable stay in this beautiful, newly renovated 2 bedroom apartment 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 1200 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, two comfortable king beds, 55" smart TV, new sofas, work & dining area, sun porch, AC and free street parking.

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry
The home is a short 7 minute walk to Ashmont T Stop. A unique master bedroom and a cozy 2nd bedroom adjacent to a marble spa bathroom (with heated floor and a large shower & built-in bench). With a clean, glass-tiled kitchen & granite-top counters, you’ll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood. Enjoy the feel of a downtown hotel without the high price. Note: There’s no separate living room, but comfortable seating is available in the 2nd bedroom & kitchen

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

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

2 bedroom 1st Floor Apartment in Savin Hill
This is a private apartment: living room, one bedroom with a queen size bed and 2 single bed 'Castro Convertibles' and one bedroom with a single bed, bathroom, fully equipped eat in kitchen, back porch and yard. Excellent access to public transportation, downtown area, and tourist attractions. Also suitable for longer stays. One of your hosts is a nurse and we would be happy to host travel nurses. Very convenient to MGH and Longwood Medical area. Please let us know if you are interested.

Modern apartment in the city.
NO PARTIES, & NO SMOKING. Don’t want to “share” your space and Looking for a clean & cozy place? NO sharing space with strangers. 2BD/1.5BA apartment located within miles of JFK Library, Museums, Theater district, Longwood medical, downtown Boston and great places to mingle and eat. Host lives on the property. Please don’t book if you’re looking to have a noisy time. $75 one time driveway parking fee or FREE STREET parking. To be paid before stay. *MESSAGE ME FOR Dec-Jan-Feb DEALS*

1-Bedroom Apt (7B1) 20-Minuite To Downtown Boston
Prime Location: Located just a 10-minute walk from buses and the commuter rail, our guests enjoy a swift 15-minute train ride to downtown Boston. With Fenway Park, TD Garden, and Boston Logan Airport within a short distance, our apartment serves as your gateway to the best of Boston. Our newly built 1-BR lower-unit apartment is perfectly near the vibrant heart of Boston. For both leisure and business travelers, offering a serene stay with easy access to Boston’s bustling city life.

Newly Renovated + Spacious Apt w/ Parking
Our newly renovated space in Dorchester/Roxbury offers comfort and style. Creature comforts and amenities are plentiful in this spacious, bright apartment. You'll love sleeping on the luxury organic latex mattresses and enjoy the spacious interiors and modern, well-appointed kitchen. Cozy up in front of the big screens and stream your favorite movie or the next big game. Conveniently located to public transportation and easy access to all Boston offers - the ideal getaway!

Short Train 2 Boston, Luxury prvt unit w parking
Enjoy a comfortable stay in this private entrance, beautiful, newly renovated 1 bedroom apartment only a short 4 minute walk to Wollaston train station- 5 stops to downtown Boston. Convenient access to Boston by car (15-20min) as well. Full gut-renovation, open floor kitchen/dining room. Gorgeous bathroom. New HVAC system. W&D in unit. Off street parking spot right next to separate, private entrance. Great neighborhood, beautiful park across the street.

Prime City Location: Private Suite-separate entry.
This quiet residential neighborhood has easy access to a transportation hub (subway/bus/trolley/taxi), is 7 miles from the airport and has restaurants and services nearby - many within easy walking distance. My Codman Hill neighborhood is a premium area and represents the best of suburbia in the city. The neighborhood hosts primarily single and double deck family homes. This community also has historic Victorian houses dating back to the 1700 and 1800's .

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.

Close 2 City SwankyModrn Unit w Centrl Air
Modern/Sunny 1st Floor unit Conveniently located in Dorchester, MA. --Short Walk to the Red Line T, with private Rear Porch --10 Minute drive to Downtown Boston Ma, the bustling Sea Port Night Life and Hay Market --Easy on Street parking --Central Air --Large Bedrooms with Large closets & natural Hardwood floors --Private Back porch --Easy /Short Walk To Savin Hill Bars / Coffee Shops / Beach / play ground
Popular amenities for Dorchester holiday rentals
Stay near Dorchester's top sights
Other great holiday rentals in Dorchester

Cozy 1BR in Boston | Free Parking & WiFi

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219 on the Ocean with Private Bath

III New apartment Luxury Boston

Entire floor, private bath, 2 mins walk to subway
Quick stats about holiday rentals in Dorchester

Total holiday rentals
Explore 960 holiday rentals in Dorchester

Nightly prices starting at
Dorchester holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 50,960 verified reviews to help you choose

Family-friendly holiday rentals
400 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 250 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
660 properties have a dedicated workspace

Wifi availability
950 of Dorchester holiday rentals include wifi access

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

4.7 Average rating
Dorchester stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Dorchester’s top spots include Franklin Park Zoo, University of Massachusetts Boston and Ashmont Station
Destinations to explore
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Onset Beach
- Quincy Market
- Roxbury Crossing Station
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center





