House accommodation & holiday rentals in Windham County
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Top-rated house accommodation & rentals in Windham County
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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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"
27 Sept – 4 Oct
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
13 – 20 Jan
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
28 Jan – 4 Feb
Home in Peru
4.92 out of 5 average rating, 139 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
21 – 28 Feb
Home in Dover
5.0 out of 5 average rating, 19 reviewsSpring getaway@Mt snow, West Dover VT
7 – 14 May
Home in Wardsboro
5.0 out of 5 average rating, 11 reviewsSheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
12 – 19 Nov
Home in Wilmington
4.77 out of 5 average rating, 13 reviewsChimney Hill Retreat w/ Amenity Center & Fireplace
17 – 24 May
Home in Wilmington
4.9 out of 5 average rating, 20 reviewsMountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
8 – 15 Mar
Weekly house rentals
Home in Winhall
4.98 out of 5 average rating, 137 reviewsModern Cabin with Hot Tub & EV Charging Station
28 Aug – 4 Sept
Home in Wilmington
4.99 out of 5 average rating, 171 reviewsVermont Sugar House Retreat
3 – 10 Oct
Home in Grafton
4.92 out of 5 average rating, 186 reviewsRetro Modern Barn Apartment
6 – 13 Nov
Home in Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
13 – 20 Sept
Home in Brattleboro
4.94 out of 5 average rating, 100 reviewsSpacious Brattleboro home on river, walk to town
31 July – 7 Aug
Home in Putney
4.85 out of 5 average rating, 233 reviewsPreston’s Pond-Beautiful home on Tranquil Hilltop
22 – 29 Apr
Home in Jamaica
4.96 out of 5 average rating, 158 reviewsCozy Riverfront Home in beautiful Jamaica
5 – 12 Aug
Home in South Londonderry
4.85 out of 5 average rating, 100 reviewsLovers Honey Pond Treehouse with hot tub & sauna
1 – 8 Feb
Private house rentals
Home in Townshend
4.96 out of 5 average rating, 73 reviewsCozy, Comfy Country Home in Southern VT Village
20 – 27 Aug
Home in Jamaica
4.89 out of 5 average rating, 65 reviewsThe Post Haus: one-of-a-kind modern VT experience
23 – 30 Sept
Home in West Brattleboro
4.96 out of 5 average rating, 67 reviewsPrivate Brookside Farmhouse
22 – 29 Apr
Home in Chesterfield
4.95 out of 5 average rating, 41 reviewsThe River House
19 – 26 Oct
Home in Wilmington
4.92 out of 5 average rating, 64 reviewsPrivate home, near Mt. Snow, lake, and downtown
2 – 9 Nov
Home in Jamaica
5.0 out of 5 average rating, 26 reviews2-Bedroom Home, 7 Minutes From Stratton Mountain
4 – 11 Feb
Home in West Brattleboro
4.91 out of 5 average rating, 93 reviewsModern Spacious Home with Mountain Views
3 – 10 Mar
Home in Chesterfield
4.92 out of 5 average rating, 86 reviewsGoverner's Brook Camp - 2 Bedroom
18 – 25 June
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