
Holiday rentals in Dorchester
Find and book unique accommodation on Airbnb
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 $38 SGD 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 T Station
Top-rated holiday rentals in Dorchester
Guests agree: these stays are highly rated for location, cleanliness and more.

Boston arbor oasis - cute one bedroom suite
Upbeat, beautiful one bedroom with attached bathroom. Have the ground floor / lower level of our home to yourself. Your own private entrance, come and go as you like. Located on a quiet, dead end street in a very safe, residential Boston neighborhood, with big beautiful evergreen trees. Convenient to 93. Five minute Uber or short bus ride to Ashmont station, from here take the train downtown Boston. Free off street parking. Easy walk to coffee shops, restaurants, bars, and Neponset River trail!
FamilyValueIndoor spaces

New Spacious Home in Boston
Welcome to our spacious urban retreat in the heart of Boston. This well maintained 4 bedroom unit is conveniently located near many city attractions. Enjoy quiet patio, backyard and free coffee bar. Great for a quick getaway or special gathering. 5 min walk to access bus and train 10 min drive to UMass Boston and JFK Library 20 min drive to Fenway Park and TD garden sports 10 min drive to the famous Franklin Park Zoo/Golf Course 20 min drive to Historical Downtown Boston and Prudential Shopping
ValueFamilyComfort

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
FamilyValueBack garden

🎖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.
FamilyLocationIndoor spaces

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
FamilyLocationCondition

Great public transportation to tour all of Boston!
The Apartment is a three bedrooms place, livingroom, dining room, kitchen and bathroom. It has a foyer with it's own entrance; the bedrooms has three sizes bed KQF and can add some more beds; you, it has flat screen TV, Cable, wifi, Phone, off Street parking during your stay. We are a licensed and permitted Airbnb in Boston area. This ensures a safe, reliable Airbnb experience for all our guests, meeting all safety and inspirational requirements.Early or late check in/out are flexible .
ValueLocationDecor

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.
LocationFamilyAir conditioning

Modern Family Retreat | 3BR 2BA Boston 85A
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.
FamilyLocationDecor

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
ValueFamilyNearby

Bright and Spacious 3 BedR., 1 bath
We are a 15-minute drive from Downtown Boston, Logan Airport, universities, and historical sites such as Castle Island, The James Blake House 1661, Quincy House, beaches, museums, JFK Library, state parks, and shopping malls, easy access to the ocean, I93 to Cape Cod. Just a 5-minute walk to the Red Line T Station and a 20-minute train ride to Downtown. Our location is steps away from local restaurants, cafes, and markets on the main street, and free on-street parking available.
FamilyValueCheck-in

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.
FamilyValuePets

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 full sized sleeper sofa). Driveway parking available upon request (15$ for the stay if less than 3 nights, additional $5 per night) please let host know in advance.
ValueLocationNearby
Popular amenities for Dorchester holiday rentals
Other great holiday rentals in Dorchester

Family friendly apartment right on the Red Line!
FamilyLocationAir conditioning

Mature & Private Abode For The Family
FamilyLocationAmenities

Charming Art Filled Victorian w/Gorgeous Bath
ValueLocationTV

Private room/ MUST LOVE DOGS
LocationFamilyTV

Victorian Boston Home/NO ADDED FEES
FamilyLocationIndoor spaces

Entire floor, private bath, 2 mins walk to subway
ValueFamilyQuiet

Private Room 3 Min Walk to Savin Hill Subway Stop
LocationValueBeach

Savin Hill by the Sea with Private Bath
FamilyValueCheck-in
Destinations to explore
- Rentals with breakfast Dorchester
- Private suite rentals Dorchester
- Rentals with a hot tub Dorchester
- Townhouse rentals Dorchester
- House rentals Dorchester
- Apartment rentals Dorchester
- Flat rentals Dorchester
- Rentals with pools Dorchester
- Pet-friendly rentals Dorchester
- Rentals with beach access Dorchester
- Family-friendly rentals Dorchester
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- Boston College
- East Sandwich Beach
- Northeastern University
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square





