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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
![](https://a0.muscache.com/im/pictures/1bd16c5e-305b-4b07-b31e-8d3446bceec7.jpg?im_w=720)
Home in Chester
4.96 out of 5 average rating, 317 reviewsRiverfront Getaway
![](https://a0.muscache.com/im/pictures/b1cef156-8e86-423b-8c3a-4b0c06b30687.jpg?im_w=720)
Home in Chatham
4.96 out of 5 average rating, 248 reviewsSlate House - a modern waterfront getaway
![](https://a0.muscache.com/im/pictures/a35820aa-df6b-4bc7-8c05-5691b0c487ae.jpg?im_w=720)
Cabin in Monterey
4.95 out of 5 average rating, 253 reviewsAmazing Berkshire Mountains Cabin
![](https://a0.muscache.com/im/pictures/8e0c8715-0a4d-4a2b-af81-94127402450a.jpg?im_w=720)
Rental unit in Holliston
4.96 out of 5 average rating, 112 reviewsLake Link
![](https://a0.muscache.com/im/pictures/85633078-36d5-452f-bab3-19b2b4dd2b91.jpg?im_w=720)
Bungalow in Easthampton
4.92 out of 5 average rating, 443 reviewsThe Creation Station
![](https://a0.muscache.com/im/pictures/miso/Hosting-17541191/original/4cc0f406-14ed-48cc-b9d7-8827ad24bfa8.jpeg?im_w=720)
Home in Northampton
4.87 out of 5 average rating, 576 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-14564249/original/30a2f003-dc95-44d4-884f-2695919cf7dd.jpeg?im_w=720)
Home in Dennis
4.8 out of 5 average rating, 144 reviewsWalk2Beach, HotTub, FirePit, PetsOk
![](https://a0.muscache.com/im/pictures/bf8d74e3-e557-4d84-b04f-1b33ad8203f7.jpg?im_w=720)
Home in Hopkinton
4.95 out of 5 average rating, 139 reviewsHopkinton Mass 3+ Bedrooms - Great location!
Family- and pet-friendly home rentals
![](https://a0.muscache.com/im/pictures/1aa34807-c488-414f-b097-1f25f4aafb56.jpg?im_w=720)
Tiny home in Dennis Port
4.81 out of 5 average rating, 444 reviews★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MjQzNzcxMjg%3D/original/cd6391ea-098f-4740-bdfa-3a900bfa0fa0.jpeg?im_w=720)
Guest suite in Montague
4.93 out of 5 average rating, 167 reviewsGreat Falls Private Suite
![](https://a0.muscache.com/im/pictures/44b25ee8-343e-4f84-8ca9-3e3acfab66d0.jpg?im_w=720)
Cottage in Sandwich
4.87 out of 5 average rating, 316 reviewsOceanfront Cape Cod Cottage w/Private Beach ~ Pets
![](https://a0.muscache.com/im/pictures/miso/Hosting-11139442/original/7ed55cee-aef9-419d-917a-0476e3297c73.jpeg?im_w=720)
Rental unit in Barnstable
4.99 out of 5 average rating, 237 reviewsYour dog will love it here and you will too.
![](https://a0.muscache.com/im/pictures/92709232/9ed0d8ea_original.jpg?im_w=720)
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 316 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
![](https://a0.muscache.com/im/pictures/18751819/b84c66cb_original.jpg?im_w=720)
Guest suite in Charlemont
4.9 out of 5 average rating, 185 reviewsUnique People & Pet-Welcoming Haven
![](https://a0.muscache.com/im/pictures/2addc322-1885-4864-af1d-5f523d24c816.jpg?im_w=720)
Cottage in Bernardston
4.88 out of 5 average rating, 292 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
![](https://a0.muscache.com/im/pictures/miso/Hosting-9207607/original/340bb002-d37b-4dc5-aca7-7259503b5b71.jpeg?im_w=720)
Rental unit in Natick
4.97 out of 5 average rating, 336 reviewsScandi-Modern Apartment
Family-friendly home rentals with a pool
![](https://a0.muscache.com/im/pictures/78b50d2d-4204-4fda-b8b1-e7aaa0c1aa11.jpg?im_w=720)
Guesthouse in Williamstown
4.93 out of 5 average rating, 220 reviewsPerfect Base for Your Berkshire Adventure
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6ODQ4MzAyMA%3D%3D/original/5ac3a9c6-e254-47d0-a96f-7ee97d4846d5.jpeg?im_w=720)
Guesthouse in Dedham
4.95 out of 5 average rating, 176 reviewsCountry Cottage in the City
![](https://a0.muscache.com/im/pictures/3d17d7c8-8d98-493b-9135-f3a3bc9beaf7.jpg?im_w=720)
Rental unit in Winthrop
4.96 out of 5 average rating, 282 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
![](https://a0.muscache.com/im/pictures/56cc9eec-fddc-4bec-b155-d8a8e93e5214.jpg?im_w=720)
Home in Plymouth
4.92 out of 5 average rating, 172 reviewsOur Secret Garden
![](https://a0.muscache.com/im/pictures/397301b6-4a66-474e-a69d-d29a1f839c7b.jpg?im_w=720)
Villa in Cambridge
4.99 out of 5 average rating, 196 reviewsPhil's Harvard & MIT Home
![](https://a0.muscache.com/im/pictures/63ed20d3-155b-45f4-8774-991dea9e321f.jpg?im_w=720)
Condo in Provincetown
4.97 out of 5 average rating, 198 reviewsP-Town Beach Beauty on the Bay. Water View!
![](https://a0.muscache.com/im/pictures/70607101/32a8f116_original.jpg?im_w=720)
Home in Sagamore Beach
4.91 out of 5 average rating, 148 reviewsSpacious Upper Cape Retreat with Private Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-21660572/original/db5c3ade-2d5e-4fcc-8534-a8c57a885b22.jpeg?im_w=720)
Rental unit in Northampton
4.96 out of 5 average rating, 293 reviews1880s sun-bathed beauty in best downtown location
Destinations to explore
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