Vacation rentals in Windham
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Top-rated vacation rentals in Windham
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Windham vacation rentals
Stay near Windham's top sights
Other great vacation rentals in Windham
Guest favourite
Cottage in Gilboa
4.94 out of 5 average rating, 200 reviewsHome Alone Mountain Retreat
Nov. 6 – 13
$227 CAD per night
Guest favourite
Condo in Windham
4.95 out of 5 average rating, 22 reviewsLovely stylish 2-bedroom condo with community pool
Aug. 11 – 18
$211 CAD per night
Guest favourite
Home in Durham
4.95 out of 5 average rating, 20 reviewsCharming retreat near Windham NY
May 8 – 15
$203 CAD per night
Superhost
Townhouse in Windham
4.92 out of 5 average rating, 38 reviewsSunny 3 BR Escape in Windham | The Mill House 2
Aug. 22 – 29
$277 CAD per night
Guest favourite
Apartment in Windham
5.0 out of 5 average rating, 17 reviewsBlack Dome - a 2B, 2B Condo 5 min from Windham Mt.
May 1 – 8
$219 CAD per night
Guest favourite
Townhouse in Windham
4.88 out of 5 average rating, 99 reviewsWindham Mountain Village 2 bedroom townhouse
Nov. 7 – 14
$225 CAD per night
Guest favourite
Townhouse in Windham
5.0 out of 5 average rating, 57 reviewsCozy, peaceful-3Br (5 beds)2.5 Bath townhouse
Sep. 3 – 10
$311 CAD per night
Guest favourite
Condo in Windham
4.97 out of 5 average rating, 58 reviewsBeautiful, modern, newly remodeled 1 bedroom condo
Oct. 24 – 31
$267 CAD per night
Quick stats about vacation rentals in Windham
Total rentals
160 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
5.6K reviews
Nightly prices starting at
$96 CAD before taxes and fees
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