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 Peru
4.92 out of 5 average rating, 139 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
Sep. 2 – 9
Home in Keene
4.93 out of 5 average rating, 182 reviewsThe Brick House on Washington Street
Feb. 10 – 17
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
Sep. 28 – Oct. 5
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
Sep. 5 – 12
Home in Mendon
4.88 out of 5 average rating, 210 reviewsRanch at Mendon Mt Orchards
Sep. 18 – 25
Home in Plainfield
4.89 out of 5 average rating, 119 reviewsHistoric Home on 17 acres of land. Go escape!
Dec. 8 – 15
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Nov. 13 – 20
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Jan. 30 – Feb. 6
Weekly house rentals
Home in Ludlow
4.92 out of 5 average rating, 139 reviews149 Upper Crossroad Unit A
Sep. 24 – Oct. 1
Home in Danby
4.97 out of 5 average rating, 198 reviewsComfortable farmhouse with stunning views
Oct. 20 – 27
Home in Jamaica
4.96 out of 5 average rating, 158 reviewsCozy Riverfront Home in beautiful Jamaica
Aug. 6 – 13
Home in Weston
4.86 out of 5 average rating, 106 reviews4 Bedroom Family Ski House w/ WiFi, cable!
Oct. 20 – 27
Home in Shaftsbury
4.91 out of 5 average rating, 105 reviewsCheerful 1 bedroom cottage
Apr. 23 – 30
Home in Sunderland
4.97 out of 5 average rating, 213 reviewsMOUNTAIN NEST, views, Manchester, hot tub,
Feb. 2 – 9
Home in Jamaica
4.81 out of 5 average rating, 395 reviews1850's VT Farmhouse on the River
Oct. 7 – 14
Home in Town of Rockingham
4.89 out of 5 average rating, 113 reviewsBeautiful Home in the Mountains - The Fox & Owl
Jun. 23 – 30
Private house rentals
Home in Jamaica
5.0 out of 5 average rating, 26 reviews2-Bedroom Home, 7 Minutes From Stratton Mountain
Nov. 1 – 8
Home in Grafton
4.92 out of 5 average rating, 59 reviewsGrafton Artist Retreat With Pond Near Skiing
Nov. 23 – 30
Home in Windham
4.88 out of 5 average rating, 91 reviewsThe Architect's Cabin, on 10 Secluded Acres
May 21 – 28
Home in Windham
4.87 out of 5 average rating, 98 reviewsMagic Creek
Jul. 24 – 31
Home in Londonderry
4.99 out of 5 average rating, 96 reviewsA Modern Cottage in So. VT - Ski at 4 Mountains!
Sep. 21 – 28
Home in Londonderry
4.94 out of 5 average rating, 50 reviewsHot Tub & Mtn View - Magic View in Scenic Vermont
Sep. 2 – 9
Home in Jamaica
4.89 out of 5 average rating, 65 reviewsThe Post Haus: one-of-a-kind modern VT experience
Nov. 29 – Dec. 6
Home in Chester
5.0 out of 5 average rating, 16 reviewsCozy 1850 farmhouse in Stone Village of Chester
Dec. 20 – 27
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
$219 CAD before taxes and fees
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