Vacation rentals with a pool in Bennington County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bennington 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 Bennington County rentals with a pool
House rentals with a pool
Home in Cambridge
4.97 out of 5 average rating, 39 reviewsCountry hideaway
Home in Wardsboro
5 out of 5 average rating, 45 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 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 Dorset
4.95 out of 5 average rating, 20 reviewsIdyllic Dorset Home: Serene Escape w/amazing views
Home in Wilmington
5 out of 5 average rating, 12 reviewsStylish Chimney Hill Home - Close to Mt. Snow!
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 Dover
4.82 out of 5 average rating, 99 reviewsMount Snow Ski Chalet
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 Mountain
4.8 out of 5 average rating, 5 reviews3BR/3BA Hearthstone condo with pool access
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, 11 reviews1st Fl Condo 3BR @ Stratton Sleeps 7 Pool Hot Tub
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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