House vacation rentals in Windham County
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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
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Home in Peru
4.91 out of 5 average rating, 140 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
Home in Wardsboro
5.0 out of 5 average rating, 11 reviewsSheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
Home in Wilmington
4.9 out of 5 average rating, 20 reviewsMountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
Home in Wardsboro
5.0 out of 5 average rating, 30 reviewsMt Snow/Stratton Getaway w/Hot Tub, Fire Pit + AC!
Home in Wardsboro
4.96 out of 5 average rating, 49 reviews5BR Chalet, Hot Tub, Close to Mt Snow & Stratton
Weekly house rentals
Home in Wilmington
4.94 out of 5 average rating, 241 reviewsWilmington. Easy walk to center of town.
Home in Winhall
4.99 out of 5 average rating, 349 reviewsStunning mid-century house on 2.5 private acres
Home in Grafton
4.92 out of 5 average rating, 186 reviewsRetro Modern Barn Apartment
Home in Putney
4.85 out of 5 average rating, 233 reviewsPreston’s Pond-Beautiful home on Tranquil Hilltop
Home in Weston
4.95 out of 5 average rating, 228 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Home in Jamaica
4.96 out of 5 average rating, 158 reviewsCozy Riverfront Home in beautiful Jamaica
Home in South Londonderry
4.85 out of 5 average rating, 101 reviewsLovers Honey Pond Treehouse with hot tub & sauna
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
Private house rentals
Home in Townshend
4.96 out of 5 average rating, 73 reviewsCozy, Comfy Country Home in Southern VT Village
Home in Guilford
4.9 out of 5 average rating, 30 reviewsWoodland Retreat in Maple Sugarbush, EV
Home in Jamaica
5.0 out of 5 average rating, 26 reviews2-Bedroom Home, 7 Minutes From Stratton Mountain
Home in Chesterfield
4.92 out of 5 average rating, 86 reviewsGoverner's Brook Camp - 2 Bedroom
Home in Jamaica
4.89 out of 5 average rating, 65 reviewsThe Post Haus: one-of-a-kind modern VT experience
Home in West Brattleboro
4.96 out of 5 average rating, 67 reviewsPrivate Brookside Farmhouse
Home in Dover
4.93 out of 5 average rating, 69 reviewsCozy Riverfront Home, 1mi to Mt Snow, On Moover
Home in Newfane
4.96 out of 5 average rating, 76 reviewsClark Farm-2 Master-Suites, Great kitchen, views!
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