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 Wardsboro
5.0 out of 5 average rating, 11 reviewsSheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
Dec 9 – 16
Home in Dover
5.0 out of 5 average rating, 19 reviewsSpring getaway@Mt snow, West Dover VT
Oct 18 – 25
Home in Wilmington
4.9 out of 5 average rating, 20 reviewsMountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
Nov 28 – Dec 5
Home in Cambridge
4.97 out of 5 average rating, 29 reviewsCountry Hideaway
Sep 28 – Oct 5
Home in Wardsboro
5.0 out of 5 average rating, 30 reviewsMt Snow/Stratton Getaway w/Hot Tub, Fire Pit + AC!
Dec 7 – 14
Home in Wardsboro
4.96 out of 5 average rating, 49 reviews5BR Chalet, Hot Tub, Close to Mt Snow & Stratton
Jun 9 – 16
Home in Dover
4.92 out of 5 average rating, 13 reviewsSeasons-walk to lifts, amenities clubhouse,hot tub
Oct 4 – 11
Home in West Dover
5.0 out of 5 average rating, 42 reviewsThe Manor-Stunning Modern Farmhouse with Hot Tub
May 10 – 17
Condo rentals with a pool
Condo in Dover
4.77 out of 5 average rating, 91 reviewsCozy Mount Snow 1 Bed : Hot tub, Sauna, Deck
Jun 28 – Jul 5
Condo in Dover
4.94 out of 5 average rating, 53 reviewsMt. Snow Dream Mtn View+Fireplace!
Aug 20 – 27
Condo in Dover
5.0 out of 5 average rating, 36 reviewsFour Seasons Slope-side Getaway at Mount Snow
May 23 – 30
Condo in Dover
5.0 out of 5 average rating, 9 reviewsMt. Snow Condo with Pool-Mountain Views
Apr 10 – 17
Condo in Dover
5.0 out of 5 average rating, 16 reviewsLyon Family Lodge
May 25 – Jun 1
Condo in Stratton
4.96 out of 5 average rating, 96 reviewsPremier Stratton Village Location - Pool & Hot Tub
Oct 23 – 30
Condo in Dover
4.88 out of 5 average rating, 86 reviews⛷ Walk to Mt. Snow-Spa-Pool-Fireplace ⛷
Oct 3 – 10
Condo in Stratton
5.0 out of 5 average rating, 21 reviewsYour Vermondo awaits: Steps to Lifts & Village.
May 8 – 15
Destinations to explore
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