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
Riverfront Getaway
Home in Chatham
Slate House - a modern waterfront getaway
Rental unit in Holliston
Lake Link
Home in Northampton
The Farmhouse - Hot tub eclectic farmhouse 3 br
Home in Oak Bluffs
Spectacular beach & pool combo; beautiful sunsets!
Cabin in Monterey
Amazing Berkshire Mountains Cabin
Bungalow in Easthampton
The Creation Station
Home in Hopkinton
Hopkinton Mass 3+ Bedrooms - Great location!
Family- and pet-friendly home rentals
Guest suite in Montague
Great Falls Private Suite
Cabin in Cohasset
Lionsgate at Cohasset
Home in Middleborough
Private retreat setting on 4 acres 1
Guest suite in Charlemont
Unique People & Pet-Welcoming Haven
Guest suite in Worcester
Private Suite with separate entrance in Worcester
Cottage in Bernardston
Cozy, Quiet Cottage on Country rd 2 mil from I-91
Home in Feeding Hills
Farm Fresh Feeding Hills
Home in Yarmouth Port, Cape Cod
Fabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Family-friendly home rentals with a pool
Guesthouse in Williamstown
Perfect Base for Your Berkshire Adventure
Guesthouse in Dedham
Country Cottage in the City
Rental unit in Winthrop
Cody's Place Boston Airport Pool/Beaches ParkFree
Home in Plymouth
Our Secret Garden
Villa in Cambridge
Phil's Harvard & MIT Home
Condo in Provincetown
P-Town Beach Beauty on the Bay. Water View!
Rental unit in Northampton
Wood, sunshine & movies in best downtown location
Home in Sagamore Beach
Spacious Upper Cape Retreat with Private Pool
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Cottage rentals Massachusetts
- Bungalow rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Beachfront rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Barn rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with a home theater Massachusetts
- Monthly Rentals Massachusetts
- Guesthouse rentals Massachusetts
- Rentals with a patio Massachusetts
- Farmstay rentals Massachusetts
- Lake house rentals Massachusetts
- Beach house rentals Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Apartment rentals Massachusetts
- Luxury rentals Massachusetts
- Rentals with a kayak Massachusetts
- Smoking-friendly rentals Massachusetts
- Rentals with breakfast Massachusetts
- Hotel rentals Massachusetts
- Rentals with a sauna Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with a washer and dryer Massachusetts
- Rentals with lake access Massachusetts
- Rentals with a firepit Massachusetts
- Rentals with pools Massachusetts
- Waterfront rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Rentals with beach access Massachusetts
- Chalet rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Resort rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Wheelchair accessible rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Private suite rentals Massachusetts
- Bed and breakfasts Massachusetts
- Condo rentals Massachusetts
- Townhouse rentals Massachusetts
- Cabin rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Family-friendly rentals Cape Cod
- Family-friendly rentals New Hampshire
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom