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Search results; Over 1,000 homes in Windham

Guest favourite
Chalet in Windham
Secluded Fernwood Chalet, Hot Tub, & Sauna House
4 bedrooms, 5 beds, 2 private bathrooms
2–7 Aug
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4.94 out of 5 average rating, 117 reviews
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
8–13 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
12–17 Oct
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
Guest favourite
Home in Windham
Walk to town | 2 Mins to Ski | Windham Mill House
4.98 out of 5 average rating, 83 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
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
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
7–12 Jul
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
7–12 Jul
Home in Windham
Hot Tub · Fire pit · Pond · Minutes to Town
4 bedrooms, 7 beds, 2 bathrooms
12–17 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
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
7–12 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
7–12 Jul
Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
5.0 out of 5 average rating, 62 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
4.94 out of 5 average rating, 211 reviews, 3 bedrooms, 4 beds, 1 bathroom
5–10 Aug
Guest favourite
Townhouse in Windham
Luxury with pool and hottub. Steps away from lifts
4.99 out of 5 average rating, 67 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
8–13 Jul
Top guest favourite
Home in Jewett
Lux Hunter Mountain Retreat | Sauna + Game Room
4.96 out of 5 average rating, 99 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 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
7–12 Jul