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Search results; Over 1,000 homes in Windham

Tiny home in Windham
Glass Cabin | Near Windham Mtn | Catskills Escape
1 bedroom, 1 bed, 1 private bathroom
7–12 Sept
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4.71 out of 5 average rating, 63 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 254 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 96 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
5–10 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 55 reviews
Guest favourite
Townhouse in Windham
Mill House 1 | 3BR Catskills Mountain Escape
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.91 out of 5 average rating, 54 reviews
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.87 out of 5 average rating, 123 reviews
Top guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
6–11 Sept
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 193 reviews
Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 53 reviews
Guest favourite
Home in Windham
Windham Mountain Views! Gorgeous Deck
3 bedrooms, 6 beds, 2.5 bathrooms
5–10 Sept
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Home in Windham
Windham Vacation with Heated Pool, Hot Tub & Sauna
5 bedrooms, 5 beds, 4.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 39 reviews
Guest favourite
Home in Windham
Hyttå|Cozy Nordic Retreat|Hot Tub|Clubhouse|Wifi
4 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 24 reviews
Guest favourite
Chalet in Windham
Beautiful Windham Ski/Summer House
4 bedrooms, 6 beds, 3 bathrooms
5–10 Sept
4.88 out of 5 average rating, 194 reviews
Guest favourite
Home in Windham
Steps from the slopes 3 bedroom w/loft End unit
3 bedrooms, 7 beds, 3 bathrooms
6–11 Sept
4.92 out of 5 average rating, 49 reviews