
Vacation rentals in Dorchester
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Top-rated vacation 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

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.

🎖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.

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*

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.

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.

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.

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 vacation rentals
Stay near Dorchester's top sights
Other great vacation rentals in Dorchester

Sunlit Retreat

Boston Queen Room 1.1

Boston Charm 1: Private Room Near Downtown

219 on the Ocean with Private Bath

Entire floor, private bath, 2 mins walk to subway

3A4 - Newly Renovated - next to subway and food

Timeless Stay | Freedom Trail. Fitness Center

Spacious Home- Master Suite, Private Bath & Office
Quick stats about vacation rentals in Dorchester

Total vacation rentals
Explore 960 vacation rentals in Dorchester

Nightly prices starting at
Dorchester vacation rentals start at G$6,277 GYD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 250 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
660 properties have a dedicated workspace

Wi-Fi availability
950 of Dorchester vacation rentals include wi-fi 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





