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Search results; Over 1,000 homes in Windham

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Superhost
Holiday home in Windham
*Farmhouse Chic with Mountain and Lake Views*
4 bedrooms, 4 beds, 3.5 private bathrooms
19–24 Sept
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4.89 out of 5 average rating, 125 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
27 Sept – 2 Oct
4.98 out of 5 average rating, 100 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
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 60 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
20–25 Sept
4.98 out of 5 average rating, 197 reviews
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Guest favourite
Cabin in Windham
Cozy Family-Friendly A-Frame - Windham with AC
4 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
4.96 out of 5 average rating, 24 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
18–23 Sept
4.92 out of 5 average rating, 78 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
27 Sept – 2 Oct
4.97 out of 5 average rating, 184 reviews
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Chalet in Windham
Windham Peak Chalet
3 bedrooms, 5 beds, 2.5 bathrooms
19–24 Sept
New place to stay
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Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Home in Windham
*The View* ski in/out at Windham Mountain Resort
5 bedrooms, 15 beds, 6 bathrooms
18–23 Sept
4.93 out of 5 average rating, 28 reviews
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Superhost
Home in Windham
“Ski/Hike/Mtn Bike out the door Trailside Chalet”
4 bedrooms, 8 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 4 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
20–25 Sept
4.98 out of 5 average rating, 174 reviews
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Superhost
Rooms in Windham
Windham Cottage- Beaver Room
2 bedrooms, 3 beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
2 bedrooms, 2 king beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 70 reviews
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Top guest favourite
Home in Windham
Entire Magda Cabin XL! Sauna! Hot Tub!
7 bedrooms, 13 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Apartment in Windham
Luxury 5 * Ski-in Ski-out @ Whisper Creek
3 bedrooms, 6 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
4.94 out of 5 average rating, 53 reviews