
Holiday rentals in Dorchester
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Quick stats about holiday rentals in Dorchester

Total holiday rentals
Explore 990 holiday rentals in Dorchester

Nightly prices starting at
Dorchester holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 51,390 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 250 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
650 properties have a dedicated workspace

Wifi availability
990 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 Ashmont Station
Top-rated holiday rentals in Dorchester
Guests agree: these stays are highly rated for location, cleanliness and more.

Family friendly apartment right on the Red Line!
Your family will be close to everything when you stay at this centrally-located home. We are perfectly located to enjoy all Boston has to offer! -Enjoy a quiet tree lined street and easy parking -A 5 minute walk to the Red Line which has you downtown in 20 minutes, with multiple bus lines that run near by - A 7 minute drive from the beach and bike paths - lots of great food choices- Asian + boba, Caribbean, Latin, Irish, Italian and more - Easy walk to playgrounds - Quick access to the highway

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 has historic Victorian houses, access to pristine city beaches, the JFK Library and many historic interests.

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

🎖The Ashmont Apartment | Close to Subway/Downtown
This unique 2 bed/2 bath apartment is brand new, along with all the furnishings and amenities. The unit includes 1 Queen + 1 Full size en-suite bedrooms. The unit is extremely clean and beautifully decorated. Only a 5 minute walk to Ashmont T station (red line), which takes you directly into Downtown Boston, Harvard, 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.

3B fam/friendly Bostons best deal: 5 min from MBTA
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.

Modern Apt in Boston|Near Subway|Free Parking|Safe
You’ll love the stylish decor of this charming place located near Downtown, beach. train, Bus to downtown, historic site , different varieties of cuisines, bars, shopping mall ,famouse colleges 7 minutes Walk to subway. 5.6 mi Chinatown 5.6 miDowntown 5.4 miNewbury st, Boston Garden 5.3 miSeaport District 3.7 mi Marina Bay 4 mi skyline wollaston beach 5.2 miCastle Island 3.5 mi JFK musium 2.1 mi zoo 5.5 mi Cofley Square 8.3 mi MIT, Harvard, 7 mi fenway park 15 mi Nantasketbeach

Brand New 3BR | Walk to Transit | Near Boston
Welcome to your cozy home away from home! This newly decorated 3-bedroom, 2-bathroom apartment is just 5 miles from Downtown Boston. Nestled in a vibrant and walkable neighborhood, it’s perfect for families, groups, or business travelers. Only a 2-minute walk to the nearest bus stop and 5 minutes to a grocery store. The apartment features a fully equipped kitchen, spacious living area, comfortable beds, fast Wi-Fi, and all the essentials for a relaxing, convenient, and enjoyable stay

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.

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.

Your own cottage in the city
Whether you need to relax, be productive, or have a safe home base for your adventures, the Sowden cottage has you covered. Nestled near the heart of Roslindale, the cottage is a short walk to shopping and dining and is near easy transportation to every part of Boston. It's the perfect place to call home while you work, visit family, or experience the city we love. Whatever brings you to Boston, we look forward to welcoming you at the cottage!

Home in Boston/Milton
This newly renovated property boasts an open floor plan, offering a modern design with brand-new appliances. Located in a peaceful neighborhood, it provides the perfect balance of tranquil living and convenient access to all that Boston has to offer. Just minutes from Downtown Boston, Blue Hills Reservation, Milton Academy, and local beaches, it's an ideal spot for both relaxation and adventure.

Modern Boston Stay | Kitchen | Parking | Sauna
Newly renovated third floor of a Boston home, just a walk from train stations with quick access to downtown. Enjoy a modern bathroom with built-in electric sauna, full-sized kitchen equipped with essentials, and flexible space for 2-4 guests (queen bed + pull-out sleeper sofa). Driveway parking available upon request (15$ per night) —please let host know in advance.
Popular amenities for Dorchester holiday rentals
Stay near Dorchester's top sights
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Destinations to explore
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- Private suite rentals Dorchester
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
- East Sandwich Beach
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University





