Holiday rentals with a pool in Stockbridge
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Stockbridge
Guests agree: these homes with a pool 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 Stockbridge rentals with a pool
House rentals with a pool
Home in Hudson
Hudson Retreat w/HotTub, PlungePool+ OutdoorShower
Home in Cottekill
Peace & Privacy - High Falls (hot tub & salt pool)
Home in Catskill
The Grandview | Catskill, NY
Home in Pine Plains
Stylish, Secluded Getaway with Pool & Fireplace
Home in Saugerties
Upstate Modern Scandinavian Barn in the Catskills
Home in Woodstock
Glenford Studio Heated Pool Deck MountainViews
Home in Richmond
Escape to The Berkshires w/Pool by Evergreen Home
Home in West Stockbridge
Berkshire House on the Hill
Apartment rentals with a pool
Apartment in Hancock
Cozy Condo @ Jiminy Peak
Apartment in Hancock
Upscale 2 bed/2bath Condo at a Mountain Resort!
Apartment in Hancock
Jiminy Peak Country Inn - ski in/out condo MT view
Apartment in Hancock
All-season Berkshires ski resort condo - Sitzmark
Apartment in Hancock
Jiminy Peak Apartment
Apartment in Hancock
Unique - Country suite @ Jiminy Peak
Apartment in East Jewett
MountainView2BRCondo/Deck/Fireplace
Apartment in Hancock
Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Quick stats about holiday rentals with a pool in Stockbridge
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
300 reviews
Nightly prices starting at
€ 101 before taxes and fees
Destinations to explore
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