Chalet vacation rentals in Windham
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Top-rated chalet rentals in Windham
Guests agree: these chalets are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham chalet rentals
Family-friendly chalet rentals
Chalet in Willow
4.88 out of 5 average rating, 139 reviewsCozy Silo with Sunset Views
Chalet in Woodstock
4.94 out of 5 average rating, 116 reviewsMarigold - Stream side Cabin W/Hot Tub & Fireplace
Chalet in Hunter
4.89 out of 5 average rating, 134 reviewsVintage 70s Ski Chalet- minutes from Ski slopes!
Chalet in East Jewett
4.98 out of 5 average rating, 93 reviewsHunter Pines
Chalet in Fleischmanns
5.0 out of 5 average rating, 37 reviewsChalet with Breathtaking Views
Chalet in Hensonville
4.97 out of 5 average rating, 322 reviews2BDR- Cozy Windham/Hunter Escape
Chalet in Margaretville
4.89 out of 5 average rating, 200 reviewsRunning Horse Cottage
Chalet in Hunter
4.92 out of 5 average rating, 154 reviewsHunter Chalet 1 ml to Slopes Privately Convenient
Luxury chalet rentals
Chalet in Mount Tremper
4.98 out of 5 average rating, 127 reviewsSecluded Woodstock Retreat with Pool and Sauna
Chalet in Windham
4.99 out of 5 average rating, 84 reviewsGorgeous Modern Lodge w/ Mt View - 5 Min to Skiing
Chalet in Prattsville
4.99 out of 5 average rating, 99 reviewsLuxury Chalet with mountain views, hot tub, sauna
Chalet in Windham
4.96 out of 5 average rating, 80 reviewsFernwood Chalet! Hiking, Sauna and Hot tub!
Chalet in Maplecrest
4.97 out of 5 average rating, 75 reviewsSecluded Catskills Designer Lodge - Windham/Hunter
Chalet in Windham
4.93 out of 5 average rating, 61 reviewsWindham Mountian Chalet with hot tub
Chalet in Mount Tremper
4.98 out of 5 average rating, 93 reviewsModern Mountain Chalet on 15 Acre Catskills Estate
Chalet in Hensonville
5.0 out of 5 average rating, 52 reviewsHilltop Family Escape + hot tub, 4 min to slopes
Lakefront chalet rentals
Chalet in Athens
4.93 out of 5 average rating, 85 reviewsLakefront Chalet near Hudson Kayaks | Pools | Fun
Chalet in Athens
4.82 out of 5 average rating, 38 reviewsLarge & Sunny Lakefront Home-kayaks/fire pit/games
Chalet in Hunter
4.91 out of 5 average rating, 64 reviewsHunter Chalet
Chalet in Fleischmanns
5.0 out of 5 average rating, 3 reviewsRed Kill Mountain Chalet
Chalet in Athens
4.89 out of 5 average rating, 91 reviewsWaterfront Lake Home, close to Hunter & Windham
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