
Holiday houses in Dorchester
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Top-rated holiday rentals in Dorchester
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Family Friendly City Oasis! Free Parking, King Bed
Welcome to The Southie House! An epic private home for a family vacation or conference in the Heart of Boston! Close to the Red line T for access to downtown, Cambridge & local universities, and short ride to the BCEC. At the same time a short walk to the beach for relaxing. Enjoy the back yard oasis with the whole group! This home provides you with a private place to relax after a full day of exploring, ensuring you have all the comforts of home while traveling. COME SEE OUR NEW GAME-ROOM & GYM

Artistic charm in hip J.P.
It's a quaint efficiency apartment with a private entrance, private bathroom, full kitchen, eat in area and a work space. The bedroom is roomy with a comfy bed perfect for a single traveler or a couple. The apartment is thoroughly cleaned for each guest and all bedding is washed prior to your stay. 5 minute walk to the MBTA train downtown. 10 walk to the bus to hospitals and Museum of Fine Arts. Close to Jamaica Pond and many parks, restaurants, Sam Adams Brewery, grocery shops and bike rentals.

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

Victorian Treetop Apartment - Close to Everything!
My home is perfect for Families, Business / Medical professionals, or those travelers looking for a comfortably furnished pied-a-terre for an extended family and friend visits while working remotely or discovering New England. We are close to public transportation, Whole Foods Market, local restaurants/pubs, hospitals, universities and schools. You’ll love my place because of the friendly neighborhood filled with Victorian homes, the public parks, the light open loft-like rooms, the comfy beds.

🎖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.

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

Stunning, New, 2BR Close Boston
Stunning New 2 BR, in Quincy, 7 miles to Boston, walk to train station- 5 stops to Boston South Station. ✔ Sleek new Modern custom built 2-bedroom, 2 floors ✔ Highest Speed Wi-Fi- Gigabit Plus speed ✔ Luxury living- Matouk luxury linens, towels and pillows ✔ Luxury King Sized Hybrid Mattresses ✔ Furnishings from Restoration Hardware and CB2 ✔ Private outdoor deck and patio with Pollywood Adirondack Chairs ✔ Great Location- In City of Quincy, walk to stores, restaurants, close to Boston

Newly Renovated Retreat l Near T
Relax with this centrally located home offers the best of both worlds: a peaceful suburban feel and easy access to Boston's cultural diversity. You are also within a mile of Castle Island Beach and numerous restaurants. This well-maintained first-floor unit has three bedrooms, one bathroom, and a modern, cozy interior for a true "home away from home" experience. With two parking spaces and a 7-minute walk to the JFK/UMass train station, it is a convenient and comfortable place to stay.

3-Bedroom Apt (7B2) 20-Minuite To Downtown Boston
Perfect for families and groups, this clean, newly renovated 3-level home has 1 King and 2 full size bedrooms and sofa sleeper in living room 2.5 bathrooms (including a half bath on the main floor), and thoughtful touches like snacks, coffee, wine, chargers, travel crib, and fast Wi-Fi. Located in an authentic Boston neighborhood ~20–30 min from downtown by car or transit. Expect lively local character, easy access to public transport, and normal city sounds.

Modern & Cozy 3-BR Condo near Downtown
This listing was ranked best new Airbnb in MA for 2022! Book now to experience our lovely, cozy in-law suite with all the essentials you need for a comfortable stay. Conveniently a very short drive from city attractions, universities, hospitals, and the airport, you'll have easy access to everything Boston has to offer. Plus, easy access to major highways makes exploring a breeze. Don't miss out on this well-maintained and nicely furnished space.

Best Place To Rest
A unique and tastefully envisioned space, this fully renovated private apartment was designed as an idyllic and cozy getaway. This fully furnished unit is ready to accommodate groups, couples, or families. Accommodations for daily, weekly, or monthly bookings are available. We are committed to creating a comfortable experience for all of our guests. We look forward to sharing our Best Place to Rest with you!

Large apartment for up to 8 ppl/3rd floor
Amazing location: only 3 stops (Red Subway/Metro/T line) to MGH; downtown Boston; South Boston , Seaport District. variety of cafes, restaurants, bars, convenience/grocery/pharmacy stores minutes away. Close to everything Boston has to offer! Less then 10 mins drive to MGH, DFCI, downtown Boston, Cambridge, Brookline, etc and plenty of street parking spots available!
Popular amenities for Dorchester holiday rentals
Stay near Dorchester's top sights
Other great holiday rentals in Dorchester

The Serene Hideaway

Sunny, spacious 2BR w/roof deck near Harvard and T

Stay in the Heart of Fenway & Berklee, #203

Charming vintage apartment!

The Kendall Hotel

Nightingale In Boston

Comfortable Boston Bedroom 03

A Central & Comfortable Apartment
When is the best time to visit Dorchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $122 AUD | $127 AUD | $134 AUD | $149 AUD | $156 AUD | $166 AUD | $163 AUD | $168 AUD | $168 AUD | $170 AUD | $156 AUD | $147 AUD |
| 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 $28 AUD 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
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- East Sandwich Beach
- Boston University
- Boston Seaport
- New England Aquarium
- Freedom Trail
- MIT Museum
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Gillette Stadium
- Crane Beach
- Quincy Market
- Duxbury Beach
- Museum of Fine Arts
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum




