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
Home in Chester
4.96 out of 5 average rating, 317 reviewsRiverfront Getaway
Home in Chatham
4.96 out of 5 average rating, 248 reviewsSlate House - a modern waterfront getaway
Bungalow in Easthampton
4.92 out of 5 average rating, 442 reviewsThe Creation Station
Home in Northampton
4.87 out of 5 average rating, 575 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Cabin in Monterey
4.95 out of 5 average rating, 253 reviewsAmazing Berkshire Mountains Cabin
Home in Oak Bluffs
4.93 out of 5 average rating, 176 reviewsSpectacular beach & pool combo; beautiful sunsets!
Flat in Holliston
4.95 out of 5 average rating, 111 reviewsLake Link
Home in Hopkinton
4.95 out of 5 average rating, 138 reviewsHopkinton Mass 3+ Bedrooms - Great location!
Family- and pet-friendly home rentals
Guest suite in Montague
4.93 out of 5 average rating, 166 reviewsGreat Falls Private Suite
Farm stay in Rutland
4.97 out of 5 average rating, 320 reviewsFarm Living
Barn in Carlisle
4.87 out of 5 average rating, 368 reviews✨Private Studio w/ Loft Center Historic Carlisle✨
Home in Feeding Hills
4.89 out of 5 average rating, 894 reviewsFarm Fresh Feeding Hills
Guest suite in Charlemont
4.9 out of 5 average rating, 185 reviewsUnique People & Pet-Welcoming Haven
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 315 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Cottage in Bernardston
4.88 out of 5 average rating, 291 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Flat in Concord
4.95 out of 5 average rating, 167 reviewsMema's Place --Lovely apartment in private home
Family-friendly home rentals with a pool
Guest house in Williamstown
4.93 out of 5 average rating, 220 reviewsPerfect Base for Your Berkshire Adventure
Guest house in Dedham
4.95 out of 5 average rating, 175 reviewsCountry Cottage in the City
Flat in Winthrop
4.96 out of 5 average rating, 281 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
Home in Plymouth
4.92 out of 5 average rating, 172 reviewsOur Secret Garden
Villa in Cambridge
4.99 out of 5 average rating, 195 reviewsPhil's Harvard & MIT Home
Apartment in Provincetown
4.97 out of 5 average rating, 196 reviewsP-Town Beach Beauty on the Bay. Water View!
Flat in Northampton
4.95 out of 5 average rating, 201 reviewsWood, sunshine & movies in best downtown location
Home in Sagamore Beach
4.91 out of 5 average rating, 148 reviewsSpacious Upper Cape Retreat with Private Pool
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Rentals with an accessible-height toilet Massachusetts
- Rentals with breakfast Massachusetts
- Waterfront rentals Massachusetts
- Monthly Rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Luxury rentals Massachusetts
- Rentals with lake access Massachusetts
- Cottage rentals Massachusetts
- Guest house rentals Massachusetts
- Beachfront rentals Massachusetts
- Beach house rentals Massachusetts
- Rentals with a sauna Massachusetts
- Lakehouse rentals Massachusetts
- Farm stay rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with a patio Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Rentals with a cinema Massachusetts
- Bungalow rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Wheelchair-accessible rentals Massachusetts
- Flat rentals Massachusetts
- Hotel rentals Massachusetts
- Resort rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Family-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with a firepit Massachusetts
- Rentals with pools Massachusetts
- Apartment rentals Massachusetts
- Barn rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Rentals with a hot tub Massachusetts
- Rentals with outdoor seating Massachusetts
- Smoking-friendly rentals Massachusetts
- Cabin rentals Massachusetts
- Townhouse rentals Massachusetts
- Rentals with beach access Massachusetts
- Private suite rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Bed and breakfasts Massachusetts
- Chalet rentals Massachusetts
- Rentals with a kayak Massachusetts
- Family-friendly rentals Cape Cod
- Family-friendly rentals New Hampshire
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- Holiday Chalets United Kingdom
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