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Search results; Over 1,000 homes in Windham

Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
Chalet in Windham
Windham Peak Chalet
5 beds
10–15 Sept
New place to stay
Guest favourite
Home in Windham
Peaceful Woods at The Johnson Cottage
4 beds
10–15 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Windham
Hyttå|Cozy Nordic Retreat|Hot Tub|Clubhouse|Wifi
6 beds
10–15 Sept
4.96 out of 5 average rating, 25 reviews
Guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
6 beds
20–25 Sept
4.87 out of 5 average rating, 124 reviews
Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
4 beds
13–18 Sept
5.0 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 sofa bed
4–9 Oct
4.9 out of 5 average rating, 256 reviews
Superhost
Holiday home in Windham
*Farmhouse Chic with Mountain and Lake Views*
4 beds
10–15 Sept
4.89 out of 5 average rating, 125 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds
10–15 Sept
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Cabin in Round Top
Contemporary Cabin in Catskill Mountains
2 queen beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 183 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
8 beds
10–15 Sept
5.0 out of 5 average rating, 44 reviews
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, 99 reviews
Superhost
Room in Windham
Stay with Vito
Windham Cottage- Beaver Room
10–15 Sept
Top guest favourite
Home in Windham
“Amazing Mtn & Ski Slope Views “
6 beds
10–15 Sept
4.98 out of 5 average rating, 42 reviews
Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
4 beds
10–15 Sept
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Home in Hensonville
Hot Tub Retreat w/Views • 5 Min to Windham
6 beds
13–18 Sept
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Windham
Catskills Home, 5 Mins to Windham Mtn Resort!
4 beds
10–15 Sept
4.84 out of 5 average rating, 61 reviews
Top guest favourite
Home in Windham
Catskill Mountains Cabin
5 beds
10–15 Sept
5.0 out of 5 average rating, 17 reviews