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Search results; Over 1,000 homes in Windham

Guest favourite
Chalet in Windham
A Windham Chalet for All Seasons
4 bedrooms, 9 beds, 2 private bathrooms
14–19 Jul
,
4.96 out of 5 average rating, 136 reviews
Guest favourite
Chalet in Hensonville
2BDR- Cozy Windham/Hunter Escape
4.97 out of 5 average rating, 402 reviews, 2 bedrooms, 4 beds, 1 bathroom
19–24 Jul
Guest favourite
Townhouse in Windham
Amazing + pet friendly gem in the heart of Windham
4.88 out of 5 average rating, 169 reviews, 2 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
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
19–24 Jul
Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Mountain Retreat
4.92 out of 5 average rating, 74 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
14–19 Jul
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 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 Hensonville
3BDR- Cozy Windham/Hunter Escape
4.96 out of 5 average rating, 52 reviews, 3 bedrooms, 8 beds, 2 bathrooms
19–24 Jul
Guest favourite
Apartment in Windham
5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub
5.0 out of 5 average rating, 34 reviews, 4 bedrooms, 7 beds, 4 bathrooms
15–20 Jul
Home in Hunter
Bright, modern 4BR cabin close to Hunter & Windham
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Windham
Steps from the slopes 3 bedroom w/loft End unit
4.91 out of 5 average rating, 47 reviews, 3 bedrooms, 7 beds, 3 bathrooms
14–19 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
17–23 Aug
Guest favourite
Home in Windham
Windham Mountain Views! Gorgeous Deck
4.95 out of 5 average rating, 20 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
14–19 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
14–19 Jul
Top guest favourite
Cabin in Windham
CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
4.95 out of 5 average rating, 503 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 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
18–23 Aug
Guest favourite
Chalet in Windham
Mountain Views-Game Room-Hot Tub-5 minutes to town
5.0 out of 5 average rating, 49 reviews, 4 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
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
22–27 Jul