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Search results; Over 1,000 homes in Windham

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Guest favourite
Guest house in Windham
Alpine Chalet on Spectacular Property
1 bedroom, 2 beds, 1 private bathroom
18–23 Oct
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4.98 out of 5 average rating, 198 reviews
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Home in Windham
Renovated Mountain House - Barrel Sauna & Fire Pit
4 bedrooms, 5 beds, 2.5 bathrooms
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, 4.5 bathrooms
17–22 Oct
4.98 out of 5 average rating, 100 reviews
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Top guest favourite
Chalet in Windham
Velvet Timber Haus | HotTub, Sauna, Firepit, Games
7 bedrooms, 11 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 18 reviews
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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
11–16 Oct
4.97 out of 5 average rating, 184 reviews
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Top guest favourite
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Windham
Pool |MTNView| HotTub |Sauna| Games|Movie| Firepit
6 bedrooms, 9 beds, 3 bathrooms
12–17 Oct
4.97 out of 5 average rating, 37 reviews
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Home in Windham
1854 Victorian Inn - Simple Lodging - 5 BR, 5 Bath
5 bedrooms, 7 beds, 5 bathrooms
4–9 Oct
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Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
18–23 Oct
5.0 out of 5 average rating, 45 reviews
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Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
19–24 Oct
4.94 out of 5 average rating, 54 reviews
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Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
4.91 out of 5 average rating, 33 reviews
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Chalet in Windham
Hot-tub | Sauna | Fire-pit | Golf-sim | Game room
5 bedrooms, 9 beds, 6 bathrooms
4–9 Oct
New place to stay
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Top guest favourite
Home in Windham
EAT, DRINK, PLAY ... and Relax in Windham
5 bedrooms, 8 beds, 3 bathrooms
1–6 Oct
4.95 out of 5 average rating, 63 reviews
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Guest favourite
Townhouse in Windham
Mill House 1 | 3BR Catskills Mountain Escape
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
4.91 out of 5 average rating, 56 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
1–6 Oct
5.0 out of 5 average rating, 16 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
4–9 Oct
4.98 out of 5 average rating, 197 reviews
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Home in Windham
Cascade House Alpine Retreat
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Oct
New place to stay
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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 Oct
4.98 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.98 out of 5 average rating, 40 reviews