
Holiday rentals in Dorchester
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Top-rated holiday rentals in Dorchester
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Ann and Esther's Cozy Studio near the Heart of JP
This airy and light private studio is set in a beautiful, secluded backyard/garden. Close to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is microwave, fridge, counter w/ sink. No stove or cooking. DO NOT request >6 mos ahead. Insta-Book when calendar opens

Swanky unit Convenient to Downtown nr Restaurants
My Swanky pad is a modern renovated garden level unit with a great open layout. Is very clean, comfortable, has private entrance, high ceilings, large windows which project great natural light into the space. Consist of: -- Kitchen w. Dining Space (work space) --Stainless steel appliances, full stove, refrigerator & over the range microwave --Keurig Coffee ( Complimentary coffee ), Electric hot water kettle --Large closets --55" Smart Tv in living room --High Speed WIFI --Full Bath with Tub

🎖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.

I New apartment Luxury in Boston
Renovated Boston apartment with modern amenities, a full bath, new heating/cooling, WiFi, TV, and washer/dryer. Convenient public transport on a bus line connecting to trains for quick access to downtown Boston, Quincy Market, Fenway Park, Franklin Park Zoo, South Bay Shopping, Boston University, Boston Hospital, Mass General, MIT, Harvard, Boston Convention and Exhibition, Hynes Convention , AMC Theater. Attractions Museum of Fine Arts, JFK Presidential Library, and the Neponset River trail.

Just Book It: best deal in Boston 3Br
Step into modern comfort in the heart of the city. This 3 bedroom retreat blends practicality with warm touches. Whether you’re here to explore, catch a show, or simply unwind, you’ll find everything you need. Located just steps from the city’s best cafés, gourmet markets, you’re walking distance of popular nightlife spots, and quick transit links. Perfect for solo adventurers, couples, or business travelers, this urban hideaway is your launchpad for the very best the city has to offer.

Cozy and Clean Ashmont Apartment
Kick back and relax in this peaceful sanctuary, with easy access to all of Boston. This apartment is the entire third floor of our home, and has a separate entrance for maximum privacy. Enjoy amenities like a king sized bed, air conditioning, smart TV loaded with Netflix and Hulu, a washer/dryer, and a full kitchen (including a dishwasher). The location is just a couple blocks from two red-line T (subway) stations, where you can get to downtown Boston in less than 20 minutes.

Charming vintage apartment!
20 minutes to downtown! Quiet and Private apartment! Our adorable vintage themed apartment is located in a neighborhood south of Boston in Dorchester, within walking distance to great bars and restaurants. Free parking and lots of amenities. Lots of space to stretch out and relax. We are also an easy drive to Cape Cod , Salem Mass and other quaint New England towns. We can suggest easy day trips to New Hampshire, Maine, Western Mass and Connecticut destinations as well.

JP Studio - As Seen on Apartment Therapy
We’re thrilled to share our newly finished garden-level studio! Thoughtfully designed for comfort, it includes a queen-sized bed, cozy living area, kitchen, and private bathroom. Just a 5-minute walk to the Stony Brook train stop, it offers easy access to Boston. Nearby, explore attractions like the Zoo, Arnold Arboretum, and Jamaica Pond. The neighborhood features excellent dining, breweries, and cafes. Let us know if you’d like recommendations—we’d love to share!

Treetop+Balcony Suite, ocean view, safe, nr metro
Ocean views, harbor islands in the distance, huge trees with cardinals and blue-jays, large private balcony, private bath and kitchenette/dining room. Safe neighborhood walking distance from reliable red-line subway station, 15 minutes ride to historic center! Queen-size bed in private room, fold-down full-size bed in living room; charming Victorian house has high ceilings, wood floors. Walk to local beaches and restaurants, bike paths, JFK museum. STR 443035

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.

Central, Stylish Home in Quiet Boston Neighborhood
Welcome to Hilltop Haven, a stylish and spacious 4-bedroom, 2-bathroom single-family home tucked into a peaceful corner of Boston. With room for up to 8 guests, this modern retreat offers all the essentials for a relaxing city stay—whether you’re in town for business, family time, or a quick escape.
Popular amenities for Dorchester holiday rentals
Stay near Dorchester's top sights
Other great holiday rentals in Dorchester

Stunning Luxury Queen Bedroom

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Cozy Private Bed & Bath in Dorchester

Quincy House #A5

Single Private Room B

Cozy Room Near T + Free Parking

H1_ Triple Room Near South Boston Area
When is the best time to visit Dorchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £64 | £67 | £71 | £78 | £82 | £87 | £86 | £89 | £89 | £89 | £82 | £78 |
| 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 holiday rentals in Dorchester

Total holiday rentals
Explore 1,060 holiday rentals in Dorchester

Nightly prices starting at
Dorchester holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 50,410 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 260 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
710 properties have a dedicated workspace

Wifi availability
1,050 of Dorchester holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace 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 Roxbury Community College
Destinations to explore
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- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- East Sandwich Beach
- Boston University
- Freedom Trail
- New England Aquarium
- Boston Seaport
- MIT Museum
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Crane Beach
- Gillette Stadium
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- North Hampton Beach
- Onset Beach
- Prudential Center
- Roxbury Crossing Station




