
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.

Home Away from Home | Next to Boston & Beach, EV+
Enjoy a comfortable stay in this beautiful, newly renovated 2 bedroom apartment less than a 10 min walk to the beach and convenient access to Boston by car (15-25min) or public transportation (30-45min). It's a spacious 1200 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, two comfortable king beds, 55" smart TV, new sofas, work & dining area, sun porch, AC and free street parking.

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

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

🎖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

Charming 3 bedroom suite in the heart of Boston
Located in the heart of Boston, our newly renovated, single family home is only an 8 min. walk to the Red Line train which takes you straight to the center of historic Boston. We are conveniently close to Boston attractions, but located on a quiet residential street with off-street parking and free charging for your electric vehicle. The suite has three ample-sized bedrooms, private newly-renovated bathroom, and a kitchenette. Guests have a separate front door entrance with PIN access.

1-Bedroom Apt (7B1) 20-Minuite To Downtown Boston
Prime Location: Located just a 10-minute walk from buses and the commuter rail, our guests enjoy a swift 15-minute train ride to downtown Boston. With Fenway Park, TD Garden, and Boston Logan Airport within a short distance, our apartment serves as your gateway to the best of Boston. Our newly built 1-BR lower-unit apartment is perfectly near the vibrant heart of Boston. For both leisure and business travelers, offering a serene stay with easy access to Boston’s bustling city life.

Short Train 2 Boston, Luxury prvt unit w parking
Enjoy a comfortable stay in this private entrance, beautiful, newly renovated 1 bedroom apartment only a short 4 minute walk to Wollaston train station- 5 stops to downtown Boston. Convenient access to Boston by car (15-20min) as well. Full gut-renovation, open floor kitchen/dining room. Gorgeous bathroom. New HVAC system. W&D in unit. Off street parking spot right next to separate, private entrance. Great neighborhood, beautiful park across the street.

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 and double deck family homes. This community also has historic Victorian houses dating back to the 1700 and 1800's .

Beautiful condo with city benefits
Nicely decorated two bedroom, one bath, spacious kitchen, dinning room, living room, back yard and deck, steps from JFK T-Stop, and short 10 minute commute to all that downtown Boston has to offer. Located blocks away from I-93 for easy access. Dorchester Brewing Company, 224, Dbar, Sugar Bowl, and Savin Bar and Kitchen are all within walking distance. My condo is located within a 5 minute walk to Carson Beach.

Victorian 3rd Floor Unit
We are a 15-minute drive to Downtown Boston, Logan Airport, major Universities, historical sites like Castle Island, the beach, museums, State Parks, and major shopping malls. It is easily accessible by trains or buses (5-minute walk to the T and a 15-minute train ride to Downtown Boston). Steps away from local restaurants, cafes, bakeries, and markets on the main street. Free on-street parking.
Popular amenities for Dorchester family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Getaway w/private Jacuzzi• Fire Pit•

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

1 BR full apt w/ private hot tub, yard; sleeps 4

Oceanfront Pool. Close to Boston. Free Parking.

Explore Boston in style! Dream home (STR-26-3)

Headers’ Haven

Lakeside apartment, patio, hot tub, outside shower

Studio Apt private bath+ free parking
Family- and pet-friendly home rentals

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Recently Renovated 2 BR Close to Boston w/Parking!

Artistic charm in hip J.P.

Harbor View Suite

Ocean view studio with hot tub & access to Boston

Cozy, historic 3 bedroom home close to Boston!

The Day-Burrill-Wadsworth-La Voix House

AKBrownstone: cozy private studio by T
Family-friendly home rentals with a pool

Elegant & Spacious~Easy Boston Access! STR-25-22

Serenity - 36’ Aft Cabin Carver

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Cozy Private Suite halfway between Cape & Boston

The Crawford: Spacious • Elegant • W/D

Quiet/Private Neighborhood

Cozy Private Studio Unit w/ Laundry and Parking!
When is the best time to visit Dorchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £145 | £146 | £155 | £186 | £194 | £187 | £184 | £172 | £178 | £192 | £166 | £148 |
| 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 £23 per night before taxes and fees

Verified guest reviews
Over 20,840 verified reviews to help you choose

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wifi availability
410 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 Ashmont Station
Destinations to explore
- Rentals with a washing machine and dryer Dorchester
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- Rentals with a hot tub Dorchester
- Fitness-friendly rentals Dorchester
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- Family-friendly rentals Boston
- Family-friendly rentals Suffolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Boston Seaport
- Boston University
- Freedom Trail
- East Sandwich Beach
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Gillette Stadium
- Crane Beach
- Duxbury Beach
- Quincy Market
- Museum of Fine Arts
- Onset Beach
- North Hampton Beach
- Roxbury Crossing Station
- Prudential Center




