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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
![](https://a0.muscache.com/im/pictures/miso/Hosting-5586612/original/00833c9a-1125-4cc1-9c01-dbc9c3e58f85.jpeg)
Home in Woodstock
4.89 out of 5 average rating, 159 reviewsThe Shula | Farmhouse | Fire pit, Hot tub, Pool
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Home in Bearsville
4.92 out of 5 average rating, 223 reviewsA Cozy’s Woodstock Getaway Home
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Home in Craryville
4.98 out of 5 average rating, 210 reviewsModern Home in Woods w/ Hot Tub 10 Miles to Hudson
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Home in Woodstock
4.83 out of 5 average rating, 108 reviews2 BR , Fireplace & Hot Tub @ heart of Woodstock
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Home in Bearsville
4.92 out of 5 average rating, 132 reviewsSecluded Artist's Retreat with Hot tub
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Home in Rhinebeck
4.91 out of 5 average rating, 227 reviewsRhinebeck Modern Home with amazing outdoor space
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Home in Hunter
4.91 out of 5 average rating, 101 reviewsULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!
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Cabin in Woodstock
4.85 out of 5 average rating, 143 reviewsContemporary Cabin With Fireplace
Family- and pet-friendly home rentals
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Home in Millerton
4.92 out of 5 average rating, 399 reviewsMountaintop Skyloft and SNOW
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Cottage in Woodstock
4.85 out of 5 average rating, 139 reviewsRock City Writer's Studio: bucolic•sauna•walkable!
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Home in Saugerties
4.97 out of 5 average rating, 126 reviewsWelcome to Malden Manor, in a prime location!
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Home in Ghent
4.9 out of 5 average rating, 280 reviewsRenovated guesthouse on 52 acres!
![](https://a0.muscache.com/im/pictures/miso/Hosting-968708/original/6d7ef4b2-e5bb-4362-bd9b-931e6ffc7842.jpeg)
Home in Ancram
4.82 out of 5 average rating, 110 reviewsSecluded Post-And-Beam Retreat
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Flat in Rhinebeck
4.76 out of 5 average rating, 205 reviewsRhinebeck Village Apartment
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Cabin in Saugerties
4.96 out of 5 average rating, 184 reviewsRustic & Cozy Cabin Saugerties- near Hunter Mtn
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Cottage in Greenville
4.91 out of 5 average rating, 219 reviewsHistoric farmhouse escape on 14 scenic acres
Family-friendly home rentals with a pool
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Chalet in Catskill
4.96 out of 5 average rating, 187 reviewsDaydream Mountain Art-Chateau '73 | I ❤️ Catskill
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Home in Ghent
4.88 out of 5 average rating, 310 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
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Home in Saugerties
4.94 out of 5 average rating, 140 reviews5BR Close to Skiing | Village | Diamond Mills HITS
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Cabin in Red Hook
4.96 out of 5 average rating, 342 reviewsModern Upstate Cabin, near Rhinebeck NY
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Home in Saugerties
4.95 out of 5 average rating, 108 reviewsMODERN FARMHOUSE in the WOODS
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Farm stay in Rhinebeck
4.95 out of 5 average rating, 186 reviewsMajestic Oasis Rhinebeck - Hot Tub, Sauna, & Pool
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Apartment in Hancock
4.85 out of 5 average rating, 146 reviewsCozy Condo @ Jiminy Peak
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Bungalow in Williamstown
4.89 out of 5 average rating, 216 reviewsHollywood Bungalow in the Berkshires
Quick stats about holiday rentals that are family-friendly in West Stockbridge
Total rentals
50 properties
Nightly prices starting at
₹13,138 before taxes and fees
Total number of reviews
1.7K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Destinations to explore
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- Monthly Rentals West Stockbridge
- Rentals with outdoor seating West Stockbridge
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- Rentals with a firepit West Stockbridge
- Pet-friendly rentals West Stockbridge
- Rentals with a fireplace West Stockbridge
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