Family-friendly vacation rentals in West Stockbridge
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in West Stockbridge
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 West Stockbridge 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!
Cabin in Becket
5 out of 5 average rating, 265 reviewsWaldtreff - quiet grand cabin
Home in Craryville
4.98 out of 5 average rating, 205 reviewsModern Home in Woods w/ Hot Tub 10 Miles to Hudson
Home in Ancramdale
4.93 out of 5 average rating, 135 reviewsUnwind in the country, stargaze in hot tub
Home in Chester
4.96 out of 5 average rating, 337 reviewsRiverfront Getaway
Cottage in Greenville
4.92 out of 5 average rating, 211 reviewsHistoric farmhouse escape on 14 scenic acres
Home in Colebrook
4.99 out of 5 average rating, 216 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Condo in Hancock
4.85 out of 5 average rating, 142 reviewsCozy Condo @ Jiminy Peak
Family- and pet-friendly home rentals
Cabin in Cornwallville
4.97 out of 5 average rating, 535 reviewsThe Log Cabin in the Catskills
Farm stay in High Falls
4.87 out of 5 average rating, 881 reviewsDave's Milk Barn
Yurt in Pattersonville
4.99 out of 5 average rating, 849 reviewsMariaville Goat Farm Yurt
Cottage in East Chatham
4.93 out of 5 average rating, 202 reviewsBeautifully Nestled Berkshires Home
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
Cabin in Lee
4.91 out of 5 average rating, 117 reviewsCozy winter escape at The Beaver Dam!
Cottage in Lanesborough
4.84 out of 5 average rating, 274 reviewsWildlife Lakeside Cottage
Family-friendly home rentals with a pool
Rental unit in Earlton
4.93 out of 5 average rating, 290 reviewsSweet Farm Stay
Home in Ghent
4.88 out of 5 average rating, 301 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Saugerties
4.94 out of 5 average rating, 139 reviewsUpstate Family Farmhouse 5BR Woodstove Fenced Yard
Rental unit in Rexford
4.96 out of 5 average rating, 358 reviewsNeed a Getaway??
Cabin in Red Hook
4.96 out of 5 average rating, 337 reviewsModern Upstate Cabin, near Rhinebeck NY
Home in woodstock
4.86 out of 5 average rating, 504 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
Bungalow in Williamstown
4.89 out of 5 average rating, 211 reviewsHollywood Bungalow in the Berkshires
Guesthouse in Williamstown
4.93 out of 5 average rating, 238 reviewsPerfect Base for Your Berkshire Adventure
Quick stats about vacation rentals that are family-friendly in West Stockbridge
Total rentals
40 properties
Nightly prices starting at
$150 before taxes and fees
Total number of reviews
1.6K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- House rentals West Stockbridge
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