Family-friendly vacation 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.
Vacation 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, 312 reviewsRiverfront Getaway
Dec 8 – 15
Home in Chatham
4.95 out of 5 average rating, 241 reviewsSlate House - a modern waterfront getaway
Dec 22 – 29
Home in Northampton
4.88 out of 5 average rating, 568 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Jul 1 – 8
Bungalow in Easthampton
4.92 out of 5 average rating, 433 reviewsThe Creation Station
Jul 26 – Aug 2
Home in Dennis
4.79 out of 5 average rating, 140 reviewsWalk2Beach, HotTub, FirePit, PetsOk
Nov 21 – 28
Apartment in Holliston
4.95 out of 5 average rating, 110 reviewsLake Link
Oct 31 – Nov 7
Cabin in Monterey
4.95 out of 5 average rating, 251 reviewsAmazing Berkshire Mountains Cabin
Aug 26 – Sep 2
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
Nov 6 – 13
Family- and pet-friendly home rentals
Cottage in Bernardston
4.88 out of 5 average rating, 287 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Mar 13 – 20
Barn in Carlisle
4.84 out of 5 average rating, 513 reviews✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
Mar 15 – 22
Apartment in Worcester
4.89 out of 5 average rating, 393 reviewsPrivate Suite with separate entrance in Worcester
Oct 20 – 27
Home in Middleborough
4.94 out of 5 average rating, 296 reviewsPrivate retreat setting on 4 acres 1
Apr 26 – May 3
Farm stay in Rutland
4.97 out of 5 average rating, 318 reviewsFarm Living
Nov 27 – Dec 4
Guest suite in Charlemont
4.9 out of 5 average rating, 183 reviewsUnique People & Pet-Welcoming Haven
Dec 17 – 24
Home in Feeding Hills
4.89 out of 5 average rating, 886 reviewsFarm Fresh Feeding Hills
Sep 16 – 23
Apartment in Concord
4.94 out of 5 average rating, 207 reviewsBishop Suite - Private suite in historic Concord
Mar 29 – Apr 5
Family-friendly home rentals with a pool
Home in Plymouth
4.92 out of 5 average rating, 171 reviewsOur Secret Garden
Jan 18 – 25
Apartment in Winthrop
4.96 out of 5 average rating, 276 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
Feb 22 – Mar 1
Guesthouse in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
Jul 28 – Aug 4
Villa in Cambridge
4.99 out of 5 average rating, 189 reviewsPhil's Harvard & MIT Home
Oct 24 – 31
Home in Barnstable
4.93 out of 5 average rating, 105 reviewsMagical pool home with windmill/new kitchen
Nov 26 – Dec 3
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Oct 14 – 21
Apartment in Northampton
4.97 out of 5 average rating, 243 reviewsSunny Inspirit Apartment in best downtown location
Oct 11 – 18
Condo in Provincetown
4.97 out of 5 average rating, 191 reviewsP-Town Beach Beauty on the Bay. Water View!
Oct 26 – Nov 2
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