Vacation rentals with a pool in Windham County
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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
5.0 out of 5 average rating, 11 reviewsSheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
Nov 22 – 29
Home in Wilmington
4.77 out of 5 average rating, 13 reviewsChimney Hill Retreat w/ Amenity Center & Fireplace
May 16 – 23
Home in Wardsboro
5.0 out of 5 average rating, 30 reviewsMt Snow/Stratton Getaway w/Hot Tub, Fire Pit + AC!
Oct 25 – Nov 1
Home in Wilmington
4.9 out of 5 average rating, 20 reviewsMountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
Mar 2 – 9
Home in Wardsboro
4.96 out of 5 average rating, 49 reviews5BR Chalet, Hot Tub, Close to Mt Snow & Stratton
Jun 7 – 14
Home in West Dover
5.0 out of 5 average rating, 42 reviewsThe Manor-Stunning Modern Farmhouse with Hot Tub
Nov 8 – 15
Home in Dover
5.0 out of 5 average rating, 19 reviewsSpring getaway@Mt snow, West Dover VT
Dec 29 – Jan 5
Home in Londonderry
4.87 out of 5 average rating, 89 reviewsHike, Explore, Swim ~ Adventure in Vermont!
Apr 11 – 18
Condo rentals with a pool
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Feb 4 – 11
Condo in Dover
4.77 out of 5 average rating, 91 reviewsCozy Mount Snow 1 Bed : Hot tub, Suana, Deck
Jun 28 – Jul 5
Condo in Dover
4.94 out of 5 average rating, 53 reviewsMt. Snow Dream Mtn View+Fireplace!
Sep 6 – 13
Condo in Dover
5.0 out of 5 average rating, 36 reviewsFour Seasons Slope-side Getaway at Mount Snow
May 24 – 31
Condo in Stratton
4.96 out of 5 average rating, 96 reviewsPremier Stratton Village Location - Pool & Hot Tub
Jun 18 – 25
Condo in Dover
4.88 out of 5 average rating, 86 reviews⛷ Walk to Mt. Snow-Spa-Pool-Fireplace ⛷
Aug 14 – 21
Condo in Dover
5.0 out of 5 average rating, 16 reviewsLyon Family Lodge
Aug 3 – 10
Condo in Stratton
5.0 out of 5 average rating, 21 reviewsYour Vermondo awaits: Steps to Lifts & Village.
May 24 – 31
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