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Search results; Over 1,000 homes in Windham

Top guest favourite
Chalet in Windham
Blue Spruce Chalet — Hot Tub, Pet Friendly
3 bedrooms, 6 beds, 2 private bathrooms
1–6 Aug
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5.0 out of 5 average rating, 66 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
17–22 Aug
4.97 out of 5 average rating, 180 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
1–6 Aug
4.98 out of 5 average rating, 85 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
4.98 out of 5 average rating, 188 reviews
Top guest favourite
Chalet in Windham
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven
4 bedrooms, 10 beds, 4 bathrooms
15–20 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.98 out of 5 average rating, 50 reviews
Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Mountain Retreat
3 bedrooms, 5 beds, 3.5 bathrooms
3–8 Aug
4.92 out of 5 average rating, 74 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
2–7 Aug
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
1–6 Aug
4.99 out of 5 average rating, 70 reviews
Guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
4.97 out of 5 average rating, 136 reviews
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
4.87 out of 5 average rating, 119 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Aug
New place to stay
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
4.97 out of 5 average rating, 37 reviews
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in East Jewett
Creekside Couple's Escape w/ Hot Tub Sauna & More!
1 bedroom, 2 beds, 1.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 15 reviews
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
1–6 Aug
4.94 out of 5 average rating, 51 reviews
Guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.94 out of 5 average rating, 223 reviews
Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 115 reviews