Vacation rentals with a pool in Windham County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Windham County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windham County rentals with a pool
House rentals with a pool
Home in Wardsboro
5 out of 5 average rating, 44 reviewsMinutes to Mt. Snow/Stratton! Hot Tub + Game Room
Home in Wilmington
5 out of 5 average rating, 12 reviewsSilver Moose Lodge (Mt Snow)
Home in Wilmington
5 out of 5 average rating, 8 reviewsOutdoor Enthusiasts Paradise!
Home in Newfane
4.92 out of 5 average rating, 48 reviews6 BR Perfect Private Retreat in Vermont!
Home in Dover
5 out of 5 average rating, 54 reviewsThe Villa - Industrial Farmhouse with Hot Tub
Home in Wilmington
4.96 out of 5 average rating, 23 reviewsFamily Friendly Mt. Snow House in Wilmington
Home in Wilmington
4.77 out of 5 average rating, 52 reviewsChimney Hill Home w/ New Hot Tub & Amenity Center!
Home in Dover
4.97 out of 5 average rating, 39 reviews3bd Mt.Snow condo: Fireplace and ski off trail.
Condo rentals with a pool
Condo in Peru
4.96 out of 5 average rating, 82 reviewsCozy Mountain Condo - True Ski in Ski out
Condo in Stratton
5 out of 5 average rating, 26 reviewsLovely 2-bedroom condo at Stratton Mountain
Condo in Dover
4.92 out of 5 average rating, 91 reviewsSeasons on Mt Snow Condo - Ski-In/Out
Condo in Stratton
4.92 out of 5 average rating, 25 reviewsPerfect 3 Br. Getaway Condo in Stratton, Vermont!
Condo in Dover
4.97 out of 5 average rating, 36 reviewsSki in/out - 2BR Condo - Indoor Pool/Spa
Condo in Stratton
4.96 out of 5 average rating, 49 reviewsStratton Mtn Studio | Renovated | Walk to Lifts
Condo in Stratton
5 out of 5 average rating, 29 reviewsYour Vermondo awaits: Steps to Lifts & Village.
Condo in Stratton
4.97 out of 5 average rating, 38 reviewsA Village location, Steps to the Lifts & Village
Destinations to explore
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