Family-friendly holiday rentals in Massachusetts
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Massachusetts
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 Massachusetts family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Chester
4.96 out of 5 average rating, 313 reviewsRiverfront Getaway
Bungalow in Easthampton
4.92 out of 5 average rating, 436 reviewsThe Creation Station
Home in Chatham
4.95 out of 5 average rating, 242 reviewsSlate House - a modern waterfront getaway
Home in Northampton
4.88 out of 5 average rating, 569 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Home in Dennis
4.8 out of 5 average rating, 143 reviewsWalk2Beach, HotTub, FirePit, PetsOk
Cabin in Monterey
4.95 out of 5 average rating, 251 reviewsAmazing Berkshire Mountains Cabin
Flat in Holliston
4.95 out of 5 average rating, 111 reviewsLoch Link
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
Family- and pet-friendly home rentals
Guest suite in Montague
4.93 out of 5 average rating, 164 reviewsGreat Falls Private Suite
Home in Feeding Hills
4.89 out of 5 average rating, 887 reviewsFarm Fresh Feeding Hills
Guest suite in Worcester
4.89 out of 5 average rating, 394 reviewsPrivate Suite with separate entrance in Worcester
Home in Middleborough
4.94 out of 5 average rating, 296 reviewsPrivate retreat setting on 4 acres 1
Cottage in Bernardston
4.88 out of 5 average rating, 289 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Barn in Carlisle
4.87 out of 5 average rating, 362 reviews✨Private Studio w/ Loft Center Historic Carlisle✨
Flat in Barnstable
4.99 out of 5 average rating, 232 reviewsYour dog will love it here and you will too.
Flat in Natick
4.98 out of 5 average rating, 333 reviewsScandi-Modern Apartment
Family-friendly home rentals with a pool
Guest house in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Flat in Winthrop
4.96 out of 5 average rating, 276 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
Guest house in Dedham
4.95 out of 5 average rating, 172 reviewsCountry Cottage in the City
Home in Plymouth
4.92 out of 5 average rating, 171 reviewsOur Secret Garden
Villa in Cambridge
4.99 out of 5 average rating, 189 reviewsPhil's Harvard & MIT Home
Flat in Northampton
4.97 out of 5 average rating, 247 reviewsSunny Inspirit Apartment in best downtown location
Apartment in Provincetown
4.97 out of 5 average rating, 192 reviewsP-Town Beach Beauty on the Bay. Water View!
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
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