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Search results; Over 1,000 homes in Windham

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Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 6 beds
1–6 Oct
4.91 out of 5 average rating, 33 reviews
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Home in Windham
Renovated Mountain House - Barrel Sauna & Fire Pit
4 bedrooms, 5 beds
26–31 Oct
New place to stay
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Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds
17–22 Oct
4.98 out of 5 average rating, 100 reviews
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Top guest favourite
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds
4–9 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds
1–6 Oct
4.98 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Windham
EAT, DRINK, PLAY ... and Relax in Windham
5 bedrooms, 8 beds
1–6 Oct
4.95 out of 5 average rating, 63 reviews
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Superhost
Home in Windham
Le Mont Bleu- Pickleball, Hot tub, Sauna, Game Rm
5 bedrooms, 9 beds
11–16 Oct
New place to stay
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Guest favourite
Townhouse in Windham
Mill House 1 | 3BR Catskills Mountain Escape
3 bedrooms, 4 beds
11–16 Oct
4.91 out of 5 average rating, 56 reviews
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Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Windham
Beautifully restored 6 BR in the heart of Windham
6 bedrooms, 10 beds
11–16 Oct
4.98 out of 5 average rating, 58 reviews
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Guest favourite
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds
6–11 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Windham
Entire Magda Cabin XL! Sauna! Hot Tub!
7 bedrooms, 13 beds
4–9 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Windham
Serenity Peaks 5BR Ranch Game Room & Mountain View
5 bedrooms, 7 beds
5–10 Oct
4.96 out of 5 average rating, 23 reviews
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Guest favourite
Home in Windham
Windham Villa | 6BDRM, Pool, Hot Tub & Movie Room
6 bedrooms, 8 beds
4–9 Oct
4.95 out of 5 average rating, 109 reviews
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Top guest favourite
Chalet in Windham
Velvet Timber Haus | HotTub, Sauna, Firepit, Games
7 bedrooms, 11 beds
4–9 Oct
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Home in Hensonville
Mountain-Modern 5BR Home • Windham & Hunter • EV
5 bedrooms, 8 beds
19–24 Oct
4.93 out of 5 average rating, 109 reviews
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Guest favourite
Cabin in Windham
The Windham A
3 bedrooms
4–9 Oct
4.95 out of 5 average rating, 40 reviews
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Top guest favourite
Home in Windham
River & Golf Mountain Retreat
4 bedrooms, 5 beds
1–6 Oct
5.0 out of 5 average rating, 89 reviews