
Holiday houses 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

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
Relax in the Bostonian, a stylish, pet-friendly apartment on the semi-basement level of a charming multi-family house. The apartment is air conditioned & overlooks a beautiful patio and backyard. Located in quiet Hyde Park neighborhood, a 30 minute drive into downtown Boston. Plenty of free streetside parking. Private in unit laundry. Professionally cleaned. Room 1: Queen size bed Room 2: Queen size bed Room 3: Living room couch, TV, electric fireplace Dining room: includes two wall arcades

🎖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.

Modern Somerville Cottage
My place is a beautiful new house located in the Hip neighborhood of Davis Sq in Somerville. Conveniently on the bike bath leading to Davis Sq with its T stop and all its great restaurants and bars (15 min walk). 2 Mins walk to the new Green line extension that takes you to Cambridge and Boston. Modern furnishings throughout with amazing light from all sides and double height cathedral ceilings in the living/dinning room. I also have 2 beautiful condos in Killington VT please ask for info

JP Studio - Featured on Home&Texture
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!

Boston Rooftop Retreat
A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

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!

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!

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.

Historic JP Brownstone with Parking. Pets Welcome!
Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

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.

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

"Top of the Hub" - SecretAgent Room

Stunning Luxury Queen Bedroom

Stay in Boston Historic Lower Mills 2

Cozy Room in Beautiful Victorian House /E

The Jazzy Airbnb

Cozy Room Near T + Free Parking

Boston Charm 1: Private Room Near Downtown

Clean and cozy 5 star A
When is the best time to visit Dorchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $150 NZD | $157 NZD | $165 NZD | $183 NZD | $192 NZD | $204 NZD | $200 NZD | $207 NZD | $207 NZD | $195 NZD | $165 NZD | $155 NZD |
| 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 $35Â NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
1,050 of Dorchester holiday 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
Destinations to explore
- Condo rentals Dorchester
- Rentals with an EV charger Dorchester
- Rentals with a fireplace Dorchester
- Rentals with a hot tub Dorchester
- Rentals with outdoor seating Dorchester
- Apartment rentals Dorchester
- Townhouse rentals Dorchester
- Pet-friendly rentals Dorchester
- Family-friendly rentals Dorchester
- Rentals with a patio Dorchester
- Rentals with a fire pit Dorchester
- Rentals with a washing machine and dryer Dorchester
- House rentals Dorchester
- Rentals with breakfast Dorchester
- Rentals with beach access Dorchester
- Private suite rentals Dorchester
- Fitness-friendly rentals Dorchester
- Hampton Beach
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- East Sandwich Beach
- MIT Museum
- New England Aquarium
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Boston Seaport
- Massachusetts Institute of Technology
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Quincy Market
- Onset Beach
- Prudential Center
- North Hampton Beach
- Roger Williams Park Zoo
- Roxbury Crossing Station




