Family-friendly holiday rentals in South Boston
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in South Boston
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for South Boston family-friendly rentals
Family-friendly home rentals with a hot tub
Townhouse in Newton
4.8 out of 5 average rating, 218 reviewsAiry 3 BR House w/ Outdoor Hot Tub Sauna EV Charge
Flat in Boston
4.77 out of 5 average rating, 279 reviewsModern, Spacious 1BR for 4 - Easy Marathon Access!
Home in Newton
4.75 out of 5 average rating, 53 reviewsBeautiful 6000 sq ft home 7 miles to Copley Sq.
Flat in Lexington
4.5 out of 5 average rating, 12 reviewsCozy Apartment in Lexington MA
Flat in Boston
4.9 out of 5 average rating, 50 reviewsSouth Boston. Minutes away from Convention Center
Home in Cohasset
Beautiful Village Home+Harbor Views
Family- and pet-friendly home rentals
Flat in Natick
4.98 out of 5 average rating, 333 reviewsScandi-Modern Apartment
Cabin in Cohasset
4.92 out of 5 average rating, 287 reviewsLionsgate at Cohasset
Apartment in Boston
4.94 out of 5 average rating, 156 reviewsFamily Home + Near Downtown + Cool Backyard!
Barn in Carlisle
4.84 out of 5 average rating, 517 reviews✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
Flat in Concord
4.94 out of 5 average rating, 209 reviewsBishop Suite - Private suite in historic Concord
Guest suite in Concord
4.95 out of 5 average rating, 239 reviews2 BR Suite, Private Entrance, Woodlands, Quiet
Townhouse in Boston
4.91 out of 5 average rating, 286 reviewsSpacious Family-Friendly Townhome Near Harvard
Flat in Arlington
4.93 out of 5 average rating, 152 reviewsVictorian Arlington Apt. Near Cambridge & Transit
Family-friendly home rentals with a pool
Flat in Holliston
4.95 out of 5 average rating, 111 reviewsLake Link
Guest house in Dedham
4.95 out of 5 average rating, 172 reviewsCountry Cottage in the City
Guest suite in Beverly
4.85 out of 5 average rating, 666 reviewsHistoric North Shore, private suite & bathroom
Flat in Winthrop
4.96 out of 5 average rating, 276 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
Villa in Cambridge
4.99 out of 5 average rating, 189 reviewsPhil's Harvard & MIT Home
Guest suite in Canton
4.7 out of 5 average rating, 89 reviewsNewly renovated, close to Foxboro and Boston
Cottage in Westford
4.9 out of 5 average rating, 31 reviewsBeach & pond cottage ! Westford MA and Boston!
Home in Manchester-by-the-Sea
4.75 out of 5 average rating, 4 reviewsCountry Estate, Heated Pool, near beach
Quick stats about holiday rentals that are family-friendly in South Boston
Total rentals
120 properties
Wifi availability
120 properties include access to wifi
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Total number of reviews
6.5T reviews
Nightly prices starting at
₹4,171 before taxes and fees
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Family-friendly rentals Boston
- Family-friendly rentals Cape Cod
- Family-friendly rentals New Hampshire
- Family-friendly rentals Massachusetts
- Fitness-friendly rentals South Boston
- Flat rentals South Boston
- Family-friendly rentals South Boston
- Rentals with a fireplace South Boston
- Apartment rentals South Boston
- Pet-friendly rentals South Boston
- Rentals with a patio South Boston
- Rentals with a washing machine and dryer South Boston
- Rentals with beach access South Boston
- House rentals South Boston
- Monthly Rentals South Boston
- Rentals with outdoor seating South Boston
- Family-friendly rentals Suffolk County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom