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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
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5.0 out of 5 average rating, 38 reviews, 5 bedrooms, 8 beds, 4 bathrooms
12–17 Jul
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4.87 out of 5 average rating, 119 reviews, 4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Townhouse in Windham
Your Windham Mtn. Getaway•Hot Spa•BBQ•2 mi to Main
5.0 out of 5 average rating, 28 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
4.98 out of 5 average rating, 186 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Townhouse in Windham
Windham Mountain Village 2 bedroom townhouse
4.9 out of 5 average rating, 136 reviews, 3 bedrooms, 7 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
4.98 out of 5 average rating, 55 reviews, 2 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
4.94 out of 5 average rating, 212 reviews, 3 bedrooms, 4 beds, 1 bathroom
3–8 Sept
Guest favourite
Home in Windham
Bluebird Cabin: Windham Mtn Views & Hot Tub
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
4.98 out of 5 average rating, 44 reviews, 5 bedrooms, 8 beds, 5.5 bathrooms
13–18 Jul
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
4.94 out of 5 average rating, 51 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
11–16 Jul
Top guest favourite
Home in Jewett
The Jewett house
5.0 out of 5 average rating, 84 reviews, 6 bedrooms, 7 beds, 4.5 bathrooms
20–25 Jul
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
4.99 out of 5 average rating, 69 reviews, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
20–25 Jul
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
4.98 out of 5 average rating, 48 reviews, 3 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Town
4 bedrooms, 7 beds, 2 bathrooms
25–30 Jul
Guest favourite
Cabin in Windham
Windham Cabin Escape (3BR)
4.89 out of 5 average rating, 80 reviews, 3 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Luxe
Home in Hunter
Casa Catskills: Luxury, Modern 9 Acre Escape
5.0 out of 5 average rating, 46 reviews, 6 bedrooms, 7 beds, 5 bathrooms
9–14 Aug