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, 311 reviewsRiverfront Getaway
Sep 6 – 13
Home in Chatham
4.95 out of 5 average rating, 240 reviewsSlate House - a modern waterfront getaway
Jan 14 – 21
Bungalow in Easthampton
4.92 out of 5 average rating, 430 reviewsThe Creation Station
Jul 15 – 20
Home in Dennis
4.79 out of 5 average rating, 139 reviewsWalk2Beach, HotTub, FirePit, PetsOk
Sep 27 – Oct 4
Cabin in Becket
5.0 out of 5 average rating, 254 reviewsWaldtreff - quiet grand cabin
Dec 24 – 31
Apartment in Holliston
4.95 out of 5 average rating, 110 reviewsLake Link
Dec 4 – 11
Home in Northampton
4.87 out of 5 average rating, 566 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Sep 8 – 15
Home in Oak Bluffs
4.93 out of 5 average rating, 168 reviewsSpectacular beach & pool combo; beautiful sunsets!
Jan 6 – 13
Family- and pet-friendly home rentals
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
Apr 19 – 26
Cabin in Cohasset
4.92 out of 5 average rating, 284 reviewsLionsgate at Cohasset
Aug 21 – 28
Cottage in Bernardston
4.88 out of 5 average rating, 286 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Dec 30 – Jan 6
Home in Middleborough
4.94 out of 5 average rating, 295 reviewsPrivate retreat setting on 4 acres 1
Mar 11 – 18
Guest suite in Montague
4.93 out of 5 average rating, 163 reviewsGreat Falls Private Suite
Dec 28 – Jan 4
Farm stay in Rutland
4.97 out of 5 average rating, 317 reviewsFarm Living
Nov 26 – Dec 3
Apartment in Worcester
4.89 out of 5 average rating, 392 reviewsPrivate Suite with separate entrance in Worcester
Aug 28 – Sep 4
Barn in Carlisle
4.84 out of 5 average rating, 512 reviews✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
Dec 30 – Jan 6
Family-friendly home rentals with a pool
Guesthouse in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
Jun 7 – 14
Apartment in Winthrop
4.96 out of 5 average rating, 275 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
Mar 24 – 31
Home in Plymouth
4.92 out of 5 average rating, 170 reviewsOur Secret Garden
Oct 30 – Nov 6
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Aug 3 – 10
Villa in Cambridge
4.99 out of 5 average rating, 187 reviewsPhil's Harvard & MIT Home
Aug 18 – 25
Apartment in Northampton
4.97 out of 5 average rating, 243 reviewsSunny Inspirit Apartment in best downtown location
Jul 17 – 24
Condo in Provincetown
4.97 out of 5 average rating, 189 reviewsP-Town Beach Beauty on the Bay. Water View!
Jan 4 – 11
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Nov 17 – 24
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
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