House vacation rentals in Windham
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Top-rated house rentals in Windham
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 house rentals
House rentals with a pool
Home in Wilmington
4.88 out of 5 average rating, 151 reviewsAdams Farm-"The Little Farmhouse"
Home in Peru
4.91 out of 5 average rating, 141 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
Home in Killington
4.91 out of 5 average rating, 169 reviewsCozy Condo Tucked in the Heart of Killington
Home in Keene
4.93 out of 5 average rating, 187 reviewsThe Brick House on Washington Street
Home in Killington
4.99 out of 5 average rating, 102 reviewsSugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace
Home in Mendon
4.88 out of 5 average rating, 213 reviewsRanch at Mendon Mt Orchards
Home in Colrain
4.88 out of 5 average rating, 113 reviewsThe 1770 House
Home in Plainfield
4.89 out of 5 average rating, 122 reviewsHistoric Home on 17 acres of land. Go escape!
Weekly house rentals
Home in Sunderland
4.97 out of 5 average rating, 217 reviewsMOUNTAIN NEST, views, Manchester, hot tub,
Home in Townshend
4.94 out of 5 average rating, 196 reviewsComfy and Cozy House on 67 acres
Home in Ludlow
4.92 out of 5 average rating, 140 reviews149 Upper Crossroad Unit A
Home in Jamaica
4.81 out of 5 average rating, 397 reviews1850's VT Farmhouse on the River
Home in Peru
4.98 out of 5 average rating, 147 reviewsSerene & Pristine Vermont Home
Home in Weston
4.86 out of 5 average rating, 106 reviews4 Bedroom Family Ski House w/ WiFi, cable!
Home in Mount Holly
4.9 out of 5 average rating, 116 reviewsNewly renovated. Minutes to Slopes & Trails
Home in Newfane
4.97 out of 5 average rating, 116 reviewsPeaceful cabin close to skiing & Brattleboro
Private house rentals
Home in Jamaica
5 out of 5 average rating, 27 reviews2-Bedroom Home, 7 Minutes From Stratton Mountain
Home in Chester
4.91 out of 5 average rating, 82 reviewsWinter Getaway at the Octagon (w/ 3 Fireplaces!)
Home in Windham
4.87 out of 5 average rating, 98 reviewsMagic Creek
Home in Jamaica
4.88 out of 5 average rating, 69 reviewsThe Post Haus: one-of-a-kind modern VT experience
Home in Londonderry
4.99 out of 5 average rating, 96 reviewsA Modern Cottage in So. VT - Ski at 4 Mountains!
Home in Londonderry
4.94 out of 5 average rating, 53 reviewsHot Tub, Mtn View, Mins to hiking & swimming
Home in Andover
5 out of 5 average rating, 29 reviewsAmazing Views and Sunsets
Home in Chester
5 out of 5 average rating, 15 reviewsSpectacular VT Farmhouse on 11 Private Acres!
Quick stats about house rentals in Windham
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
820 reviews
Nightly prices starting at
$160 before taxes and fees
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