Vacation rentals with a pool in Bennington County
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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 Dover
5.0 out of 5 average rating, 19 reviewsSpring getaway@Mt snow, West Dover VT
May 7 – 14
Home in Wardsboro
5.0 out of 5 average rating, 11 reviewsSheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
Nov 12 – 19
Home in Wilmington
4.77 out of 5 average rating, 13 reviewsChimney Hill Retreat w/ Amenity Center & Fireplace
May 17 – 24
Home in Wilmington
4.9 out of 5 average rating, 20 reviewsMountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
Oct 28 – Nov 4
Home in Cambridge
4.97 out of 5 average rating, 29 reviewsCountry Hideaway
May 10 – 17
Home in Wardsboro
4.96 out of 5 average rating, 49 reviews5BR Chalet, Hot Tub, Close to Mt Snow & Stratton
Jun 8 – 15
Home in Wardsboro
5.0 out of 5 average rating, 30 reviewsMt Snow/Stratton Getaway w/Hot Tub, Fire Pit + AC!
Nov 25 – Dec 2
Home in Wilmington
5.0 out of 5 average rating, 10 reviewsFamily Friendly Mt. Snow Ski House in Wilmington
Sep 10 – 17
Condo rentals with a pool
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Feb 5 – 12
Condo in Dover
4.94 out of 5 average rating, 53 reviewsMt. Snow Dream Mtn View+Fireplace!
Aug 10 – 17
Condo in Dover
5.0 out of 5 average rating, 36 reviewsFour Seasons Slope-side Getaway at Mount Snow
May 13 – 20
Condo in Dover
4.77 out of 5 average rating, 91 reviewsCozy Mount Snow 1 Bed : Hot tub, Suana, Deck
Oct 22 – 29
Condo in Dover
5.0 out of 5 average rating, 16 reviewsLyon Family Lodge
Jun 16 – 23
Condo in Stratton
5.0 out of 5 average rating, 21 reviewsYour Vermondo awaits: Steps to Lifts & Village.
Jun 24 – Jul 1
Condo in Stratton Mountain
5.0 out of 5 average rating, 54 reviewsLuxury Condo*Walk to Ski Lifts*Hot Tub*Pool*Sauna!
Jun 23 – 30
Condo in Stratton
5.0 out of 5 average rating, 58 reviewsWalk to lifts & Village,Year round pool&hot tubs
Jul 7 – 14
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