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Search results; Over 1,000 homes in Windham

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Superhost
Home in Windham
Mountain Chalet Retreat New Hot Tub
3 bedrooms, 3 beds, 1.5 private bathrooms
11–16 Oct
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4.79 out of 5 average rating, 135 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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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
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
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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Guest favourite
Cabin in Windham
The Windham A
3 bedrooms, 3 bathrooms
4–9 Oct
4.95 out of 5 average rating, 40 reviews
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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, 10 reviews
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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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Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 78 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 Oct
4.98 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Windham
Walk to town | 2 Mins to Ski | Windham Mill House
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.98 out of 5 average rating, 87 reviews
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Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 18 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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Chalet in Windham
Windham Peak Chalet
3 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
New place to stay
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Top guest favourite
Townhouse in Windham
Windham Mountain Village 2 bedroom townhouse
3 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
4.91 out of 5 average rating, 138 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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Superhost
Home in Windham
Le Mont Bleu- Pickleball, Hot tub, Sauna, Game Rm
5 bedrooms, 9 beds, 3.5 bathrooms
11–16 Oct
New place to stay