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Search results; Over 1,000 homes in Windham

Top guest favourite
Cabin in Windham
CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
2 bedrooms, 3 beds, 1 private bathroom
19–24 Jul
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4.95 out of 5 average rating, 503 reviews
Top guest favourite
Home in Windham
Cozy Modern: Views, 3 min ski, fire pit, game room
3 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
4.97 out of 5 average rating, 37 reviews
Luxe
Cabin in Windham
NEW Modern Cabin 8 mins from Skiing-Hot Tub & Gym
5 bedrooms, 8 beds, 4 bathrooms
19–24 Jul
5.0 out of 5 average rating, 38 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
Guest favourite
Chalet in Hensonville
2BDR- Cozy Windham/Hunter Escape
2 bedrooms, 4 beds, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 402 reviews
Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Mountain Retreat
3 bedrooms, 5 beds, 3.5 bathrooms
14–19 Jul
4.92 out of 5 average rating, 74 reviews
Guest favourite
Townhouse in Windham
Amazing + pet friendly gem in the heart of Windham
2 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.88 out of 5 average rating, 169 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
Guest favourite
Home in Windham
Steps from the slopes 3 bedroom w/loft End unit
3 bedrooms, 7 beds, 3 bathrooms
14–19 Jul
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Home in Hensonville
3BDR- Cozy Windham/Hunter Escape
3 bedrooms, 8 beds, 2 bathrooms
19–24 Jul
4.96 out of 5 average rating, 52 reviews
Guest favourite
Apartment in Windham
5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub
4 bedrooms, 7 beds, 4 bathrooms
15–20 Jul
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Jewett
Lux Hunter Mountain Retreat | Sauna + Game Room
3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
4.96 out of 5 average rating, 99 reviews
Guest favourite
Home in Windham
Windham Mountain Views! Gorgeous Deck
3 bedrooms, 6 beds, 2.5 bathrooms
14–19 Jul
4.95 out of 5 average rating, 20 reviews
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms, 7 beds, 2.5 bathrooms
14–19 Jul
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Guest suite in Windham
Cozy 2 bedrooms apartment with private entrance
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 76 reviews
Guest favourite
Home in Windham
Bluebird Cabin: Windham Mtn Views & Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds, 1 bathroom
22–27 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
4.98 out of 5 average rating, 187 reviews
Guest favourite
Chalet in Windham
Mountain Views-Game Room-Hot Tub-5 minutes to town
4 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
5.0 out of 5 average rating, 49 reviews