Family-friendly vacation rentals in Massachusetts
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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
Dec. 7 – 14
Bungalow in Easthampton
4.92 out of 5 average rating, 430 reviewsThe Creation Station
Jul. 21 – 26
Home in Chatham
4.95 out of 5 average rating, 241 reviewsSlate House - a modern waterfront getaway
Jan. 4 – 11
Home in Northampton
4.87 out of 5 average rating, 566 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. 7 – 14
Cabin in Monterey
4.95 out of 5 average rating, 250 reviewsAmazing Berkshire Mountains Cabin
Jun. 5 – 12
Home in Dennis
4.79 out of 5 average rating, 139 reviewsWalk2Beach, HotTub, FirePit, PetsOk
Apr. 12 – 19
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
Nov. 24 – Dec. 1
Family- and pet-friendly home rentals
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
Dec. 16 – 23
Cabin in Cohasset
4.92 out of 5 average rating, 284 reviewsLionsgate at Cohasset
Oct. 13 – 20
Cottage in Bernardston
4.88 out of 5 average rating, 286 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Mar. 25 – Apr. 1
Guest suite in Montague
4.93 out of 5 average rating, 163 reviewsGreat Falls Private Suite
Jul. 30 – Aug. 6
Farm stay in Rutland
4.97 out of 5 average rating, 318 reviewsFarm Living
Sep. 21 – 28
Barn in Carlisle
4.84 out of 5 average rating, 513 reviews✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
Nov. 29 – Dec. 6
Home in Middleborough
4.94 out of 5 average rating, 295 reviewsPrivate retreat setting on 4 acres 1
Feb. 26 – Mar. 5
Apartment in Worcester
4.89 out of 5 average rating, 392 reviewsPrivate Suite with separate entrance in Worcester
Jul. 10 – 17
Family-friendly home rentals with a pool
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
Mar. 26 – Apr. 2
Home in Plymouth
4.92 out of 5 average rating, 170 reviewsOur Secret Garden
Sep. 18 – 25
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Aug. 2 – 9
Villa in Cambridge
4.99 out of 5 average rating, 188 reviewsPhil's Harvard & MIT Home
Oct. 8 – 15
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!
Nov. 28 – Dec. 5
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Apr. 18 – 25
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Bungalow rentals Massachusetts
- Rentals with a firepit Massachusetts
- Beachfront rentals Massachusetts
- Private suite rentals Massachusetts
- Bed and breakfasts Massachusetts
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- Monthly Rentals Massachusetts
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- Cottage rentals Massachusetts
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- Resort rentals Massachusetts
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- Rentals with an accessible height bed Massachusetts
- Villa rentals Massachusetts
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- Pet-friendly rentals Massachusetts
- Rentals with a hot tub Massachusetts
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- Cabin rentals Massachusetts
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- Family-friendly rentals Cape Cod
- Family-friendly rentals New Hampshire
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