Family-friendly holiday rentals in Williamstown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Williamstown
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 Williamstown family-friendly rentals
Family-friendly home rentals with a hot tub
Home in East Chatham
4.79 out of 5 average rating, 184 reviewsHot tub in Berkshires! 3 Queen 2 Bath! Windswept!
Rental unit in Townshend
4.93 out of 5 average rating, 218 reviewsPrivate Apt. on Farm, with Hot Tub with views!
Cabin in Becket
5 out of 5 average rating, 265 reviewsWaldtreff - quiet grand cabin
Farm stay in Valley Falls
4.89 out of 5 average rating, 221 reviewsCountry Getaway Lodge / Ranch
Home in Colrain
4.93 out of 5 average rating, 167 reviewsSecluded Farmhouse Retreat - stunning views
Home in Northampton
4.88 out of 5 average rating, 608 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
Home in Chester
4.96 out of 5 average rating, 337 reviewsRiverfront Getaway
Home in Newfane
4.98 out of 5 average rating, 130 reviewsPeaceful cabin close to skiing & Brattleboro
Family- and pet-friendly home rentals
Chalet in Readsboro
4.85 out of 5 average rating, 307 reviewsThe King's Cottage
Loft in Wilmington
4.93 out of 5 average rating, 187 reviewsWalk to Village/Lake Whitingham
Cabin in Woodford
4.84 out of 5 average rating, 361 reviews400+ Airbnb Visits: Incredible Mountain Cabin
Chalet in Dover
4.92 out of 5 average rating, 288 reviewsA charming VT chalet
Rental unit in Newfane
4.97 out of 5 average rating, 433 reviewsRock River Retreat: VT Oasis Pet Friendly
Home in Cheshire
4.86 out of 5 average rating, 211 reviews19th c. Barn in The Berkshires
Home in Dalton
4.93 out of 5 average rating, 184 reviewsBrooksong, the perfect Berkshires getaway
Chalet in Peru
4.92 out of 5 average rating, 270 reviewsSwiss Chalet Style Timberframe Home in Berkshires
Family-friendly home rentals with a pool
Townhouse in Dover
4.96 out of 5 average rating, 143 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
Rental unit in Northampton
4.98 out of 5 average rating, 288 reviewsSunny Inspirit Apartment in best downtown location
Apartment in Dover
4.87 out of 5 average rating, 228 reviewsMt Snow Ski In/Out at Seasons
Bungalow in Easthampton
4.92 out of 5 average rating, 476 reviewsThe Creation Station
Home in Saratoga Springs
4.86 out of 5 average rating, 110 reviewsSaratoga Springs convenient tranquil location.
Home in Pittsfield
4.98 out of 5 average rating, 49 reviewsBerkshire Lakefront Home W/Pool-100%Renovated
Home in Ghent
4.88 out of 5 average rating, 301 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Apartment in Hancock
4.85 out of 5 average rating, 142 reviewsCozy Condo @Jiminy Peak
Quick stats about holiday rentals that are family-friendly in Williamstown
Total rentals
80 properties
Nightly prices starting at
$94 SGD before taxes and fees
Total number of reviews
4.1K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi
Destinations to explore
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