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
Oct 14 – 21
Bungalow in Easthampton
4.92 out of 5 average rating, 431 reviewsThe Creation Station
Jul 21 – 28
Home in Chatham
4.95 out of 5 average rating, 241 reviewsSlate House - a modern waterfront getaway
Dec 4 – 11
Home in Northampton
4.87 out of 5 average rating, 567 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Sep 8 – 15
Cabin in Becket
5.0 out of 5 average rating, 254 reviewsWaldtreff - quiet grand cabin
Dec 24 – 31
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
Jan 8 – 15
Home in Dennis
4.79 out of 5 average rating, 140 reviewsWalk2Beach, HotTub, FirePit, PetsOk
Mar 17 – 24
Cabin in Monterey
4.95 out of 5 average rating, 251 reviewsAmazing Berkshire Mountains Cabin
Oct 9 – 16
Family- and pet-friendly home rentals
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
Mar 31 – Apr 7
Guest suite in Montague
4.93 out of 5 average rating, 163 reviewsGreat Falls Private Suite
Sep 22 – 29
Cabin in Cohasset
4.92 out of 5 average rating, 285 reviewsLionsgate at Cohasset
Aug 21 – 28
Home in Middleborough
4.94 out of 5 average rating, 296 reviewsPrivate retreat setting on 4 acres 1
Feb 26 – Mar 5
Apartment in Worcester
4.89 out of 5 average rating, 393 reviewsPrivate Suite with separate entrance in Worcester
Dec 9 – 16
Apartment in Concord
4.94 out of 5 average rating, 207 reviewsBishop Suite - Private suite in historic Concord
Nov 21 – 28
Cottage in Bernardston
4.88 out of 5 average rating, 287 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Mar 29 – Apr 5
Barn in Carlisle
4.87 out of 5 average rating, 361 reviews✨Private Studio w/ Loft Center Historic Carlisle✨
Feb 8 – 15
Family-friendly home rentals with a pool
Guest suite in Beverly
4.85 out of 5 average rating, 661 reviewsHistoric North Shore, private suite & bathroom
Aug 30 – Sep 6
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Jun 15 – 22
Guesthouse in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
Jun 24 – Jul 1
Apartment in Winthrop
4.96 out of 5 average rating, 275 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
Jan 16 – 23
Home in Plymouth
4.92 out of 5 average rating, 170 reviewsOur Secret Garden
Dec 28 – Jan 4
Villa in Cambridge
4.99 out of 5 average rating, 188 reviewsPhil's Harvard & MIT Home
Oct 6 – 13
Home in Barnstable
4.93 out of 5 average rating, 104 reviewsMagical pool home with windmill/new kitchen
Nov 27 – Dec 4
Apartment in Northampton
4.97 out of 5 average rating, 243 reviewsSunny Inspirit Apartment in best downtown location
Oct 11 – 18
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Villa rentals Massachusetts
- Farmstay rentals Massachusetts
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- Rentals with pools Massachusetts
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