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.

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Top guest favorite
A spacious master bedroom is depicted, featuring a large bed with crisp white linens. Rich, dark curtains frame tall windows, complementing the soft pink walls. A modern television is mounted on the wall, and mirrored doors reflect the inviting decor, enhancing the room's brightness.
Guest suite in Ashmont
4.96 out of 5 average rating, 267 reviews

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

Top guest favorite
An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.
Apartment in Ashmont
4.96 out of 5 average rating, 144 reviews

🎖The Ashmont Suite | Close to Subway + Downtown🎖

This high end & unique 3 bed / 2 bath unit is brand spanking 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 are two great restaurants nearby - Molinari’s and Tavolo, as well as a local coffee shop & a Dunkin just across the T Station.

Superhost
Condo in Roxbury
4.77 out of 5 average rating, 26 reviews

Stunning Nubian Sq Victorian | Mins to Downtown

Located at the top of Roxbury’s Fort Hill is this modern Victorian era home with everything you would need for a relaxing stay just minutes away from all the action. The unit features all the style and luxury you would expect in a new build: 1. Gourmet kitchen 2. Designer bathroom 3. Spacious open-plan living. 4. Outdoor paved courtyard (includes fire-pit & grill). The listing is situated minutes away from Harvard & North Eastern and is just a 10-minute bike ride into the heart of Boston.

Guest favorite
A full kitchen is featured, showcasing a large granite counter with seating and a blend of modern appliances, including a gas stove and refrigerator. Exposed brick walls add texture, while natural light enters through windows, creating a bright and functional space.
Apartment in Roxbury
4.79 out of 5 average rating, 184 reviews

A King Bed | Apartment | Middle of Boston

Located in the geographical middle of Boston you can get to anywhere in the city within 20 minutes including Harvard/MIT, Downtown, Fenway, Hynes Convention Center, Seaport and more. This pseudo apartment on the first floor is separate from the rest of the house and has its own private entrance, a private bathroom and a dedicated off street parking spot. The full kitchen with oversized counter is great for eating; comfy living room for relaxing and an office nook for working.

Guest favorite
The living area features a modern sofa set adorned with decorative pillows. A simple coffee table sits between the seating arrangements, accented by a small plant. A piece of wall art adds color to the light gray walls, while a window allows natural light to enhance the space.
Guest suite in Ashmont
4.97 out of 5 average rating, 78 reviews

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.

Top guest favorite
A bright and cozy studio features a queen bed alongside a sleeper sofa, with an elegant coffee table positioned in front. A decorative fireplace sits against the wall, and bookshelves hold various books. Natural light floods the space through adjacent windows.
Guest suite in Downtown
4.99 out of 5 average rating, 94 reviews

Cozy studio in Bay Village near Public Garden

This newly renovated private studio is ready to welcome you! This unit has 1 queen bed and 1 sleeper sofa, a desk, a kitchenette, a full bathroom, and a washer/dryer. It is the lower level of a historic 1800s Bostonian house, recently renovated. It has its own separate entrance. Great location! Conveniently located in Bay Village next to the Boston Public Garden, the studio is close to Downtown, Theater district, Chinatown, Beacon Hill, Back Bay, and South End!

Guest favorite
A light-filled living area features a white sofa adorned with plush cushions, accompanied by two rattan chairs. A round coffee table is positioned centrally on a soft rug, with a small potted plant placed atop it. Natural light streams in through a nearby window.
Apartment in Roxbury
4.96 out of 5 average rating, 116 reviews

Newly Renovated + Spacious Apt w/ Parking

Our newly renovated space in 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!

Superhost
A cozy corner of a bedroom features a spacious bed with white linens, complemented by a bedside table and a soft lamp casting a gentle glow. Vertical wooden paneling decorates the wall, adding texture to the serene ambiance.
Apartment in Brighton
4.81 out of 5 average rating, 42 reviews

The Salk-Beautiful Boston Studio

Experience Boston in this beautiful studio unit near the heart of the city! Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> Fully Stocked Kitchen -> Washer & Dryer -> 1 Queen Bed Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favorite
Apartment in Neponset
5 out of 5 average rating, 11 reviews

Welcome to Your Luxurious Urban Haven!

Modern 2BR/2BA home for families, groups, or business travelers: • 2 bedrooms with queen beds • King leather sofa bed in living room serves as master sleeping area • 2 bathrooms with rainfall showers • Full kitchen, open living/dining, smart TVs, fast Wi-Fi • In-unit washer/dryer, central A/C & heat • Private and on-street parking • Quiet neighborhood near shops, parks, transit & Boston attractions.

Top guest favorite
A waterfront view captures the skyline of Boston, showcasing various high-rise buildings under a partly cloudy sky. A bench faces the water, while decorative railings border the pathway, inviting peaceful moments by the harbor.
Apartment in East Boston
5 out of 5 average rating, 35 reviews

Boston Skyline Stay | 1BR + City Views

Enjoy skyline views at Casa Blanca, a cozy 1BR on the Boston Harbor. Full kitchen, Smart TV, WiFi, in-unit laundry, and remote work setup. Walk to Piers Park, the Harborwalk, or ride the Ferry downtown. Quick access to Blue Line T, Logan Airport, Downtown Boston, Seaport, and Charlestown. Boutique hotel feel in the heart of the city!

Top guest favorite
A spacious living area features a high wood-beamed ceiling and large windows overlooking greenery. A comfortable couch and plush chairs are arranged around a coffee table. A staircase leads to a loft area, and a flat-screen TV is visible in the background.
Apartment in Fort Hill
4.97 out of 5 average rating, 387 reviews

Light-Filled Luxury Apartment with View

Beautiful top floor luxury apartment in stately Victorian home. Extraordinary views of historic park as your front yard! Your own entrance through a private garden. Apartment is a studio-style open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.

Guest favorite
Home in Dedham
4.84 out of 5 average rating, 570 reviews

Private apartment close the city!

New couch! New towels and linens! Fresh paint! New flooring coming soon. This private apartment is part of my home but has a separate entrance, full bath, living room and private bedroom. We're in a family neighborhood close to the city, and very convenient for those visiting with a car.

Popular amenities for Dorchester, Boston places to stay

When is the best time to visit Dorchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$17,963 GYDG$18,798 GYDG$19,842 GYDG$21,931 GYDG$22,976 GYDG$24,438 GYDG$24,020 GYDG$24,855 GYDG$24,855 GYDG$23,393 GYDG$19,842 GYDG$18,589 GYD
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Quick stats about vacation rentals in Dorchester

  • Total vacation rentals

    Explore 1,010 vacation rentals in Dorchester

  • Nightly prices starting at

    Dorchester vacation rentals start at G$4,177 GYD per night before taxes and fees

  • Verified guest reviews

    Over 50,840 verified reviews to help you choose

  • Family-friendly vacation rentals

    410 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 240 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

  • Wi-Fi availability

    1,000 of Dorchester vacation rentals include wi-fi 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

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