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Search results; Over 1,000 homes in Windham

Top guest favourite
Chalet in Windham
Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
5 bedrooms, 9 beds, 4.5 private bathrooms
18–23 Aug
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4.98 out of 5 average rating, 172 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
4.98 out of 5 average rating, 191 reviews
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds, 4.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 91 reviews
Top guest favourite
Home in Jewett
Bearadise - Escape w/ Hot Tub & Fireplace
3 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
4.94 out of 5 average rating, 100 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 73 reviews
Guest favourite
Townhouse in Windham
Mill House 1 | 3BR Catskills Mountain Escape
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.9 out of 5 average rating, 52 reviews
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 sofa bed, 1 bathroom
30 Aug – 4 Sept
4.9 out of 5 average rating, 250 reviews
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
17–22 Aug
4.94 out of 5 average rating, 51 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
16–21 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
4.97 out of 5 average rating, 139 reviews
Top 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, 226 reviews
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 224 reviews
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Chalet in Windham
Blue Spruce Chalet — Hot Tub, Pet Friendly
3 bedrooms, 6 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Chalet in Windham
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven
4 bedrooms, 10 beds, 4 bathrooms
16–21 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms, 8 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Windham
“Ski/Hike/Mtn Bike out the door Trailside Chalet”
4 bedrooms, 8 beds, 3 bathrooms
15–20 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Windham
WindhamWay MainSTREET Retreat*5 min to the Slopes
2 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Guest favourite
Apartment in Windham
5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub
4 bedrooms, 7 beds, 4 bathrooms
16–21 Aug
5.0 out of 5 average rating, 35 reviews