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Search results; Over 1,000 homes in Windham

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Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
2 bedrooms, 3 beds, 1 private bathroom
13–18 Sept
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4.97 out of 5 average rating, 119 reviews
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Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 96 reviews
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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
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Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 15 reviews
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Superhost
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 52 reviews
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Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Sept
4.98 out of 5 average rating, 45 reviews
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Superhost
Rooms in Windham
Windham Cottage- Beaver Room
2 bedrooms, 3 beds, 1 bathroom
5–10 Sept
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Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 182 reviews
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Guest favourite
Home in Windham
Comfy-Cozy Quads Hideaway
2 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.87 out of 5 average rating, 15 reviews
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Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.98 out of 5 average rating, 61 reviews
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Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Windham
Windham/Hunter Ski Chalet
3 bedrooms, 7 beds, 4 bathrooms
1–6 Sept
4.94 out of 5 average rating, 102 reviews
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Top guest favourite
Chalet in Windham
Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
5 bedrooms, 9 beds, 4.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 173 reviews
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Top guest favourite
Home in Windham
Entire Magda Cabin XL! Sauna! Hot Tub!
7 bedrooms, 13 beds, 5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 9 reviews
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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, 253 reviews
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Top guest favourite
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds, 2 bathrooms
6–11 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 234 reviews
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Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Catskills Retreat
3 bedrooms, 5 beds, 3.5 bathrooms
14–19 Sept
4.92 out of 5 average rating, 76 reviews