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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
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Home in Wilmington
4.82 out of 5 average rating, 159 reviewsThe Vermont Barn (Mount Snow)
![](https://a0.muscache.com/im/pictures/miso/Hosting-984655556993394472/original/8fd79730-fd38-409f-ac4b-6f66fc9bb111.jpeg?im_w=720)
Home in Wilmington
4.87 out of 5 average rating, 30 reviewsMountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
![](https://a0.muscache.com/im/pictures/miso/Hosting-746462215070625900/original/c227e339-f2cd-47f6-9233-bf716a6b0c10.jpeg?im_w=720)
Home in Wilmington
5 out of 5 average rating, 10 reviewsStylish Chimney Hill Home - Close to Mt. Snow!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-992174292783005993/original/1273b4e4-4223-4b4c-9ac3-5179fb3806a4.jpeg?im_w=720)
Home in Dover
5 out of 5 average rating, 27 reviewsCozyVT 3bd condo:Enjoy golf,mtn bike& hike@Mt snow
![](https://a0.muscache.com/im/pictures/miso/Hosting-806363540701729108/original/d5814ce1-5fcb-4cbe-86e9-52760d19d3c5.jpeg?im_w=720)
Home in Wardsboro
5 out of 5 average rating, 34 reviewsHot Tub, Fire Pit, AC! Min to Mt. Snow + Stratton
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Home in West Dover
5 out of 5 average rating, 43 reviewsThe Manor-Stunning Modern Farmhouse with Hot Tub
![](https://a0.muscache.com/im/pictures/f7ce9390-7c20-4807-ab52-6301b1571a5b.jpg?im_w=720)
Home in Newfane
4.91 out of 5 average rating, 47 reviews6 BR Perfect Private Retreat in Vermont!
![](https://a0.muscache.com/im/pictures/miso/Hosting-37617475/original/2be508db-3137-478d-b205-e64cf57cf4a2.jpeg?im_w=720)
Home in Londonderry
4.87 out of 5 average rating, 90 reviewsHike, Explore, Swim ~ Adventure in Vermont!
Condo rentals with a pool
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Condo in Dover
4.86 out of 5 average rating, 64 reviewsCozy 1 bedroom condo at Mt Snow- sleeps 6
![](https://a0.muscache.com/im/pictures/miso/Hosting-46639367/original/324e1e20-f598-4f69-9cc6-6d658d990d1c.jpeg?im_w=720)
Condo in Stratton
4.98 out of 5 average rating, 55 reviewsStratton Mtn in Summer! Golf, tennis, bike, swim!
![](https://a0.muscache.com/im/pictures/8c3505dd-644a-455a-8bfe-4c647b0499d2.jpg?im_w=720)
Condo in Dover
4.89 out of 5 average rating, 91 reviews⛷ Walk to Mt. Snow-Spa-Pool-Fireplace ⛷
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Condo in Dover
4.91 out of 5 average rating, 81 reviewsMount Snow base/All Seasons Fun.
![](https://a0.muscache.com/im/pictures/miso/Hosting-702211555543798142/original/3c38a56f-dd40-4322-a206-b2086c375a42.jpeg?im_w=720)
Condo in Dover
4.96 out of 5 average rating, 26 reviewsSki in Ski out condo great location
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Condo in Dover
4.93 out of 5 average rating, 68 reviewsUpdated Condo - 5 min walk to Mount Snow
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Condo in Dover
4.92 out of 5 average rating, 87 reviewsSeasons on Mt Snow - Green Mountains
![](https://a0.muscache.com/im/pictures/5cb03864-13bd-4c8a-9137-d618688ad01b.jpg?im_w=720)
Condo in Stratton
5 out of 5 average rating, 58 reviewsWalk to lifts & Village,Year round pool&hot tubs
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