
Family-friendly holiday rentals in Dorchester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dorchester
Guests agree: these family-friendly homes 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!

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

Quincy Beach Home Next to Boston & T, Free Parking
Enjoy a comfortable stay in this beautiful, newly renovated 3 bedroom apartment only 150 yards to the beach and convenient access to Boston by car (15-25min) or public transport (30-45min). It's a spacious 1000 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, 3 new queen mem foam beds, 55" TV, new sofa, work & dining areas, new bathroom, walk-in closet, and free off-street parking.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

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

🎖The Ashmont Apartment | Close to Subway/Downtown
This unique 2 bed/2 bath apartment is brand new - along with all of the furnishings and amenities. It includes 1 Queen + 1 Full size ensuite bedrooms. The unit is extremely clean and beautifully decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard, South Boston, Kendall/MIT, U Mass. There are two great restaurants nearby, Molinaris and Tavolo Ristorante - as well as a local coffee shop & a Dunkin just across Ashmont T station.

AKBrownstone: cozy private studio by T
🏠 Live like a local: designed micro studio, in a classic Boston Brownstone 🌳 Your very own cozy 170sqft (15sqm) pied-à-terre on the ground level, overlooking Victorian homes on a tree lined street 🚇 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path 👣 Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

TLC Boston- private unit in family home.
One bedroom unit, with a well decorated open space living room area. Queen bed and queen modular sofa and optional air bed. 15 miles from Logan Airport and located just .2 miles once you exit the highway. Convenient highway access to Boston, Foxboro Stadium, and Cape Cod. Short distance to the Blue Hills hiking trails, shopping mall, shopping centers, and restaurants. Few blocks walk to bus stop to access public transportation into Boston. A diverse community and family friendly!

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 family homes with double and triple deckers but the huge Victorian houses dating back to the 1700 and 1800's are within this community.

Cozy Renovated Suite w/Free St Parking near Train
Newly renovated in-law suite located in the charming Roslindale neighborhood of Boston. A short walk from West Roxbury Center, Roslindale Village's shops and restaurants, and Bellevue commuter rail stop which gets you to Back Bay in 15 mins (or 20 Min Uber/drive). Features include a private entrance kitchenette, bathroom, large quiet back yard with patio and fire pit (avail Apr-Oct). Perfect for weekend getaways, working/commuting to Boston, or visiting friends and family!

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!

Private apartment close the city!
New couch! New towels and linens! Fresh paint! New flooring coming soon. I heard the feedback and am refreshing/updating everything! My goal is happy guests and I'll do my best to make that happen. 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 family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy & convenient place with sunset & garden view

Your Cozy 1 BR Apt & Relaxing Retreat

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Oceanfront Pool. Close to Boston. Free Parking.

Headers’ Haven

Lakeside apartment, patio, hot tub, outside shower

Family-friendly House at Prime Location

Newly renovated, close to Foxboro and Boston
Family- and pet-friendly home rentals

(J5) Sun Drenched Emerald Back Bay Studio

Artistic charm in hip J.P.

(N2R) Private Deck, Styled Studio, Prime Location!

Renovated Cozy City Getaway

2 Bedroom by Longwood Medical Hospitals

Heart of Old Town Duplex (LEFT), Steps from Harbor

Large Studio Apt w/ Full Kitchen & Bath + Parking!

Dixie’s House, 1BD in Arlington
Family-friendly home rentals with a pool

Boston Modern Apt: Luxe Stay w/ Gym, Parking

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Cozy Private Suite halfway between Cape & Boston

Stylish and Cozy at Revere Beach

Explore Boston in style! Dream home, pool, sauna.

Monthly Skyline Apartment

Antique Home - Steps from Harbor - Private Pool
When is the best time to visit Dorchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $251 SGD | $253 SGD | $269 SGD | $323 SGD | $337 SGD | $324 SGD | $319 SGD | $298 SGD | $308 SGD | $307 SGD | $274 SGD | $264 SGD |
| 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 that are family-friendly in Dorchester

Total holiday rentals
Explore 410 holiday rentals in Dorchester

Nightly prices starting at
Dorchester holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 19,660 verified reviews to help you choose

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wifi availability
400 of Dorchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dorchester rentals

4.8 Average rating
Dorchester stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Dorchester’s top spots include Franklin Park Zoo, University of Massachusetts Boston and Roxbury Community College
Destinations to explore
- Rentals with a patio Dorchester
- Rentals with a hot tub Dorchester
- Rentals with outdoor seating Dorchester
- Fitness-friendly rentals Dorchester
- Rentals with an EV charger Dorchester
- Rentals with a firepit Dorchester
- Rentals with a fireplace Dorchester
- Rentals with beach access Dorchester
- Apartment rentals Dorchester
- Private suite rentals Dorchester
- Pet-friendly rentals Dorchester
- Rentals with a washing machine and dryer Dorchester
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- Townhouse rentals Dorchester
- Flat rentals Dorchester
- House rentals Dorchester
- Family-friendly rentals Boston
- Family-friendly rentals Suffolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- East Sandwich Beach
- Lynn Beach
- New England Aquarium
- MIT Museum
- Good Harbor Beach
- Duxbury Beach
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Onset Beach
- Quincy Market
- North Hampton Beach
- Oakland Beach
- Prudential Center
- White Horse Beach




