Family-friendly holiday 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.
Holiday 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, 185 reviewsHot tub in Berkshires! 3 Queen 2 Bath! Windswept!
Home in Craryville
4.98 out of 5 average rating, 206 reviewsModern Home in Woods w/ Hot Tub 10 Miles to Hudson
Home in Woodstock
4.83 out of 5 average rating, 108 reviews2 BR , Fireplace & Hot Tub @ heart of Woodstock
Home in Rhinebeck
4.91 out of 5 average rating, 226 reviewsRhinebeck Modern Home with amazing outdoor space
Home in Saugerties
4.96 out of 5 average rating, 161 reviewsLux 1800's renovated farmhouse w/hot tub+pool
Chalet in Woodstock
4.94 out of 5 average rating, 117 reviewsMarigold - Stream side Cabin W/Hot Tub & Fireplace
Home in Chester
4.96 out of 5 average rating, 341 reviewsRiverfront Getaway
Cabin in Woodstock
4.84 out of 5 average rating, 141 reviewsContemporary Cabin With Fireplace
Family- and pet-friendly home rentals
Home in Millerton
4.92 out of 5 average rating, 395 reviewsMountaintop Skyloft and SNOW
Cottage in Woodstock
4.85 out of 5 average rating, 136 reviewsRock City Writer's Studio: bucolic•sauna•walkable!
Farm stay in Ghent
4.91 out of 5 average rating, 229 reviewsRetrograss Farm Apartment
Home in Saugerties
4.97 out of 5 average rating, 123 reviewsWelcome to Malden Manor, in a prime location!
Home in Ulster Park
4.88 out of 5 average rating, 221 reviewsEntire lake house to yourself. Great for groups
Cabin in Woodstock
4.97 out of 5 average rating, 146 reviewsPet Friendly Cabin Doh-Ray up at 1450 ft
Cabin in Saugerties
4.96 out of 5 average rating, 182 reviewsRustic & Cozy Cabin Saugerties- near Hunter Mtn
Cottage in Greenville
4.92 out of 5 average rating, 216 reviewsHistoric farmhouse escape on 14 scenic acres
Family-friendly home rentals with a pool
Chalet in Catskill
4.96 out of 5 average rating, 185 reviewsDaydream Mountain Art-Chateau '73 | I ❤️ Catskill
Home in Ghent
4.88 out of 5 average rating, 306 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
Cabin in Red Hook
4.96 out of 5 average rating, 339 reviewsModern Upstate Cabin, near Rhinebeck NY
Home in Saugerties
4.95 out of 5 average rating, 108 reviewsMODERN FARMHOUSE in the WOODS
Cottage in Woodstock
4.81 out of 5 average rating, 113 reviewsWoodstock Mountain View Cottage near Ski & Dining
Condo in Hancock
4.85 out of 5 average rating, 142 reviewsCozy Condo @ Jiminy Peak
Apartment in Saugerties
4.97 out of 5 average rating, 111 reviewsLovely Creekside w pool/sauna near Woodstock
Quick stats about holiday rentals that are family-friendly in West Stockbridge
Total rentals
40 properties
Nightly prices starting at
$240 AUD 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
Wi-Fi availability
40 properties include access to Wi-Fi
Destinations to explore
- New City Holiday rentals
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- Pet-friendly rentals West Stockbridge
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- Rentals with a fire pit West Stockbridge
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