
Family-friendly vacation 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!

1 Free parking spot - Large studio - First floor
Lovely, clean and cozy studio with one free parking spot for solo adventurers or couples Located on a main road that takes you directly Downtown in no time! Close to public transportation and a few minutes driving from Harvard Business School, Boston University, and Boston College. Walking distance to Vegan Gastronomic Square, so many international restaurants, bars, grocery stores, pharmacy, Brighton's Medical Area, and so much more! It's got everything you need to truly feel like home! :)

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, youâll 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: Thereâs no separate living room, but comfortable seating is available in the 2nd bedroom & kitchen

đThe Ashmont Suite | Close to Subway + Downtownđ
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 - Molinariâs and Tavolo, as well as a local coffee shop & a Dunkin just across the T Station.

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.

Entire Apartment in Stoneham
Welcome to our cozy, beautiful, and well-equipped homeâyour perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. Youâll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether youâre here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

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!

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).

The Plant Haus
A peaceful oasis with easy access to Rt 1, Rt 128, and walking distance from Norwood Center and the Norwood Depot commuter rail stop that goes to South Station. 30 mins from Providence and Boston and less than 20 mins to Gillette Stadium. My place is located in a quiet community. I am just a phone call or text away should you need me!

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.
Popular amenities for Dorchester family-friendly rentals
Family-friendly home rentals with a hot tub

Your Cozy 1 BR Apt & Relaxing Retreat

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.

Headersâ Haven

Lakeside apartment, patio, hot tub, outside shower

Peaceful Retreatâ3BR/2Bathâ20 Min to BostonâHotTub

Family-friendly House at Prime Location
Family- and pet-friendly home rentals

Condo in downtown Boston

Pretzel Factory Loft w/Peloton

Family Friendly City Oasis! Free Parking, King Bed

Cozy Private Suite halfway between Cape & Boston

Renovated Cozy City Getaway

Peaceful 2BR near US Route 1 and Boston.

(T5) Prime Location! Great Restaurants! SE Studio!

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

Bauhaus Retreat in Nature Preserve w/ Pool

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Spacious vacation unit in premium suburban town

Ideal for long stays | Spacious suite in Boston

Stylish and Cozy at Revere Beach

Country Cottage in the City

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

Monthly Skyline Apartment
When is the best time to visit Dorchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,167 GYD | G$40,586 GYD | G$43,096 GYD | G$51,674 GYD | G$53,975 GYD | G$51,883 GYD | G$51,046 GYD | G$47,699 GYD | G$49,372 GYD | G$49,163 GYD | G$43,933 GYD | G$42,259 GYD |
| 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 vacation rentals that are family-friendly in Dorchester

Total vacation rentals
Explore 410 vacation rentals in Dorchester

Nightly prices starting at
Dorchester vacation rentals start at G$6,276Â GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wi-Fi availability
400 of Dorchester vacation rentals include wi-fi access

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

4.8 Average rating
Dorchester stays are highly rated by guestsâaveraging 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 fireplace Dorchester
- Rentals with a fire pit Dorchester
- Rentals with a patio Dorchester
- Townhouse rentals Dorchester
- Pet-friendly rentals Dorchester
- Rentals with an EV charger Dorchester
- Private suite rentals Dorchester
- Rentals with a hot tub Dorchester
- House rentals Dorchester
- Apartment rentals Dorchester
- Fitness-friendly rentals Dorchester
- Rentals with outdoor seating Dorchester
- Rentals with a washer and dryer Dorchester
- Rentals with beach access Dorchester
- Rentals with breakfast Dorchester
- Condo 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
- MIT Museum
- New England Aquarium
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Onset Beach
- Prudential Center
- North Hampton Beach
- Oakland Beach
- White Horse Beach




