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Search results; Over 1,000 homes in Windham

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Guest favourite
Home in Windham
Big Red Retreat 3 min to Windham Mountain & Golf!
6 bedrooms, 11 beds, 2.5 private bathrooms
27 Sept – 2 Oct
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4.91 out of 5 average rating, 144 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
27 Sept – 2 Oct
4.98 out of 5 average rating, 100 reviews
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Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds
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
20–25 Sept
4.98 out of 5 average rating, 197 reviews
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Top guest favourite
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds
20–25 Sept
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
20–25 Sept
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Catskills Retreat
3 bedrooms, 5 beds
19–24 Sept
4.92 out of 5 average rating, 78 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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Chalet in Windham
Windham Peak Chalet
3 bedrooms, 5 beds
20–25 Sept
New place to stay
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Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 238 reviews
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Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 6 beds
20–25 Sept
4.91 out of 5 average rating, 32 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
27 Sept – 2 Oct
4.99 out of 5 average rating, 70 reviews
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Guest favourite
Townhouse in Windham
Mill House 1 | 3BR Catskills Mountain Escape
3 bedrooms, 4 beds
20–25 Sept
4.91 out of 5 average rating, 56 reviews
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Guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds
20–25 Sept
4.87 out of 5 average rating, 124 reviews
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Top guest favourite
Home in Windham
EAT, DRINK, PLAY ... and Relax in Windham
5 bedrooms, 8 beds
19–24 Sept
4.95 out of 5 average rating, 62 reviews
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Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds
21–26 Sept
4.99 out of 5 average rating, 77 reviews
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Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 184 reviews
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Top guest favourite
Home in Windham
Entire Magda Cabin XL! Sauna! Hot Tub!
7 bedrooms, 13 beds
20–25 Sept
5.0 out of 5 average rating, 9 reviews