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House vacation rentals in Windham County
Find and book unique houses on Airbnb
Top-rated house rentals in Windham County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham County house rentals
House rentals with a pool
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Home in Wilmington
4.88 out of 5 average rating, 153 reviewsAdams Farm-"The Little Farmhouse"
![](https://a0.muscache.com/im/pictures/miso/Hosting-23686706/original/821741e4-d448-4da0-ac63-35bc4b681dd4.jpeg?im_w=720)
Home in Wilmington
4.9 out of 5 average rating, 133 reviews4 bedroom Ski House 15 min to Mount Snow
![](https://a0.muscache.com/im/pictures/5dd664e8-ec27-40de-a073-d7ee5893f3cc.jpg?im_w=720)
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
![](https://a0.muscache.com/im/pictures/5c363965-0a16-4ad1-8ded-199361aa5854.jpg?im_w=720)
Home in Peru
4.91 out of 5 average rating, 141 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
![](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, 9 reviewsStylish Chimney Hill Home - Close to Mt. Snow!
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Home in Wardsboro
5 out of 5 average rating, 31 reviewsHot Tub, Fire Pit, AC! Min to Mt. Snow + Stratton
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Home in Wilmington
4.88 out of 5 average rating, 26 reviewsMountain Paradise 4 Bed w/ Hot Tub Mins 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, 23 reviewsCozyVT 3bd condo:Enjoy golf,mtn bike& hike@Mt snow
Weekly house rentals
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Home in Wilmington
4.94 out of 5 average rating, 245 reviewsWilmington. Easy walk to center of town.
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Home in Putney
4.99 out of 5 average rating, 197 reviewsLovely Brick Schoolhouse
![](https://a0.muscache.com/im/pictures/0bbef6f2-25bd-4e84-854d-a8f32a871fcb.jpg?im_w=720)
Home in Wilmington
4.99 out of 5 average rating, 172 reviewsVermont Sugar House Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-41257509/original/6e0b8e6b-f60c-4380-a2c6-c2089d810fd7.jpeg?im_w=720)
Home in Jamaica
4.96 out of 5 average rating, 160 reviewsCozy Riverfront Home in beautiful Jamaica
![](https://a0.muscache.com/im/pictures/miso/Hosting-892013084877924716/original/79628d5f-6ae0-47b9-832c-67021462f60f.jpeg?im_w=720)
Home in Brattleboro
4.94 out of 5 average rating, 121 reviewsFrosted Willows
![](https://a0.muscache.com/im/pictures/miso/Hosting-42468421/original/df5ffef4-97bf-45e1-a940-1c8dda5e4a82.jpeg?im_w=720)
Home in Londonderry
4.97 out of 5 average rating, 119 reviewsWild Blossom Farmhouse - a lovely family getaway
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Home in West Brattleboro
4.87 out of 5 average rating, 130 reviewsCozy Home for 2-5 People in Vermont
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Home in South Londonderry
4.85 out of 5 average rating, 110 reviewsLovers Honey Pond Treehouse with hot tub & sauna
Private house rentals
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Home in Stratton
4.86 out of 5 average rating, 84 reviewsStay mins from Mt. Snow & Stratton w/ EV charger
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Home in Wardsboro
4.93 out of 5 average rating, 29 reviewsCozy Vermont getaway near Mount Snow & Stratton
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Home in Newfane
4.96 out of 5 average rating, 78 reviewsClark Farm-2 Master-Suites, Great kitchen, views!
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Home in Chesterfield
4.92 out of 5 average rating, 88 reviewsGoverner's Brook Camp - 2 Bedroom
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Home in Jamaica
5 out of 5 average rating, 27 reviews2-Bedroom Home, 7 Minutes From Stratton Mountain
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Home in Whitingham
4.97 out of 5 average rating, 62 reviewsGorgeous farmhouse beautiful view pond/mountains
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Home in Whitingham
5 out of 5 average rating, 66 reviewsLakefront with Spectacular Sunset/Mountain Views
![](https://a0.muscache.com/im/pictures/miso/Hosting-657970458056886421/original/6bf99860-4d19-4127-8e1a-cc6d7d40278b.png?im_w=720)
Home in Grafton
5 out of 5 average rating, 25 reviewsCharming In-Village farmhouse steps to Grafton Inn
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