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Search results; Over 1,000 homes in Windham

Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 private bathrooms
17–22 Aug
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4.97 out of 5 average rating, 179 reviews
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
3 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
4.98 out of 5 average rating, 48 reviews
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Town
4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 bathrooms
19–24 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Round Top
Contemporary Cabin in Catskill Mountains
2 bedrooms, 2 queen beds, 2.5 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 168 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
19–24 Jul
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Townhouse in Windham
Mountain View Condo • Windham
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.98 out of 5 average rating, 49 reviews
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
5 bedrooms, 8 beds, 5.5 bathrooms
16–21 Jul
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Jewett
Lux Hunter Mountain Retreat | Sauna + Game Room
3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
4.96 out of 5 average rating, 100 reviews
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
18–23 Jul
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
29 Jul – 3 Aug
4.98 out of 5 average rating, 187 reviews
Top guest favourite
Cabin in Jewett
HiddenCatskillsCabin•PrivateTrails•River•SwimHole
3 bedrooms, 3 queen beds, 2 bathrooms
16–21 Jul
4.98 out of 5 average rating, 101 reviews
Top guest favourite
Chalet in Windham
Blue Spruce Chalet — Hot Tub, Pet Friendly
3 bedrooms, 6 beds, 2 bathrooms
17–22 Jul
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Cabin in Windham
Cozy Family-Friendly A-Frame - Windham with AC
4 bedrooms, 5 beds, 2 bathrooms
20–25 Jul
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.96 out of 5 average rating, 227 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Windham
Private cabin in the Catskills
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 410 reviews
Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
2 bedrooms, 2 king beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 64 reviews
Guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms, 4 beds, 3 bathrooms
30 Aug – 4 Sept
4.94 out of 5 average rating, 222 reviews