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Search results; Over 1,000 homes in Windham

Guest favourite
Holiday home in Windham
*Farmhouse Chic with Mountain and Lake Views*
4 bedrooms, 4 beds, 3.5 private bathrooms
8–13 Sept
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4.9 out of 5 average rating, 124 reviews
Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 53 reviews
Home in Windham
Modern Cozy Townhome in Windham
2 bedrooms, 3 beds, 2.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 4 reviews
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds, 5.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds, 3.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 182 reviews
Top guest favourite
Chalet in Windham
Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
5 bedrooms, 9 beds, 4.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 173 reviews
Top guest favourite
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Windham
4 bedrooms, 7 beds, 2 bathrooms
6–11 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Windham
Big Red Retreat 3 min to Windham Mountain & Golf!
6 bedrooms, 11 beds, 2.5 bathrooms
7–12 Sept
4.91 out of 5 average rating, 143 reviews
Top guest favourite
Home in Windham
Beautifully restored 6 BR in the heart of Windham
6 bedrooms, 10 beds, 3 bathrooms
7–12 Sept
4.98 out of 5 average rating, 57 reviews
Guest favourite
Cabin in Windham
Cozy Family-Friendly A-Frame - Windham with AC
4 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.95 out of 5 average rating, 20 reviews
Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Catskills Retreat
3 bedrooms, 5 beds, 3.5 bathrooms
14–19 Sept
4.92 out of 5 average rating, 77 reviews
Guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Home in Windham
EAT, DRINK, PLAY ... and Relax in Windham
5 bedrooms, 8 beds, 3 bathrooms
2–7 Sept
4.95 out of 5 average rating, 62 reviews
Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 235 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
2–7 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 39 reviews
Guest favourite
Chalet in Windham
A Windham Chalet for All Seasons
4 bedrooms, 9 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 141 reviews
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.87 out of 5 average rating, 122 reviews
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 15 reviews