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Search results; Over 1,000 homes in Windham

Guest favourite
Chalet in Windham
A Windham Chalet for All Seasons
4 bedrooms, 9 beds, 2 private bathrooms
14–19 Jul
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4.96 out of 5 average rating, 136 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5.0 out of 5 average rating, 38 reviews, 5 bedrooms, 8 beds, 4 bathrooms
19–24 Jul
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
4.98 out of 5 average rating, 44 reviews, 5 bedrooms, 8 beds, 5.5 bathrooms
14–19 Jul
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Town
4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
Home in Windham
Luxury Windham Retreat | Hot tub + Mtn Views
New place to stay, 5 bedrooms, 8 beds, 3.5 bathrooms
22–27 Jul
Top guest favourite
Townhouse in Windham
Windham Mountain Village 2 bedroom townhouse
4.9 out of 5 average rating, 136 reviews, 3 bedrooms, 7 beds, 2 bathrooms
18–23 Aug
Guest favourite
Home in Windham
Bluebird Cabin: Windham Mtn Views & Hot Tub
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
22–27 Jul
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
4.94 out of 5 average rating, 51 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
14–19 Jul
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4.87 out of 5 average rating, 119 reviews, 4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Townhouse in Windham
Your Windham Mtn. Getaway•Hot Spa•BBQ•2 mi to Main
5.0 out of 5 average rating, 28 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
17–23 Aug
Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Mountain Retreat
4.92 out of 5 average rating, 74 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
14–19 Jul
Top guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
4.98 out of 5 average rating, 55 reviews, 2 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
4.98 out of 5 average rating, 48 reviews, 3 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4.97 out of 5 average rating, 179 reviews, 4 bedrooms, 8 beds, 3.5 bathrooms
17–22 Aug
Top guest favourite
Cabin in Windham
CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
4.95 out of 5 average rating, 503 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cabin in Windham
Cozy Family-Friendly A-Frame - Windham with AC
5.0 out of 5 average rating, 18 reviews, 4 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Jewett
The Jewett house
5.0 out of 5 average rating, 84 reviews, 6 bedrooms, 7 beds, 4.5 bathrooms
20–25 Jul