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Search results; Over 1,000 homes in Windham

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Guest favourite
Chalet in Windham
Beautiful Windham Ski/Summer House
4 bedrooms, 6 beds, 3 private bathrooms
18–23 Sept
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4.88 out of 5 average rating, 194 reviews
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Home in Windham
Renovated Mountain House - Barrel Sauna & Fire Pit
5 beds
26–31 Oct
New place to stay
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Guest favourite
Home in Hensonville
Mountain-Modern 5BR Home • Windham & Hunter • EV
8 beds
19–24 Sept
4.93 out of 5 average rating, 109 reviews
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Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
8 beds
18–23 Sept
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Windham
EAT, DRINK, PLAY ... and Relax in Windham
8 beds
18–23 Sept
4.95 out of 5 average rating, 62 reviews
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Top guest favourite
Cabin in Windham
Windham Cabin - On 80 Acres - 4 Mi to Ski Resort
13 beds
25–30 Sept
4.94 out of 5 average rating, 36 reviews
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Superhost
Room in Windham
Stay with Vito
Windham Cottage- Beaver Room
18–23 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Windham
Hyttå|Cozy Nordic Retreat|Hot Tub|Clubhouse|Wifi
6 beds
20–25 Sept
4.96 out of 5 average rating, 25 reviews
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Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
9 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 100 reviews
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Top guest favourite
Home in Windham
Catskill Mountains Cabin
5 beds
19–24 Sept
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Cabin in Cairo
The Catskill Equestrian Cabin
4 beds
20–25 Sept
5.0 out of 5 average rating, 105 reviews
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Guest favourite
Chalet in Hensonville
2BDR- Cozy Windham/Hunter Escape
4 beds
4–9 Oct
4.96 out of 5 average rating, 410 reviews
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Guest favourite
Home in Windham
8 Bedroom Mountain Retreat with Barrel Sauna
9 beds
27 Oct – 1 Nov
4.89 out of 5 average rating, 184 reviews
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Top guest favourite
Home in Durham
The Watchtower | Pool, XL Hot Tub, Views & Privacy
11 beds
21–26 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Hensonville
Hot Tub Retreat w/Views • 5 Min to Windham
6 beds
21–26 Sept
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
4 beds
20–25 Sept
4.97 out of 5 average rating, 62 reviews
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Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds
21–26 Sept
4.99 out of 5 average rating, 77 reviews
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Top guest favourite
Home in Cornwallville
Private Waterfall Retreat on 10 acres
2 beds
4–9 Oct
4.98 out of 5 average rating, 196 reviews
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Cabin in Windham
High Peak Heaven: Cozy Log Cabin on 1 Acre!
4 beds
19–24 Sept
4.96 out of 5 average rating, 56 reviews