Chalet vacation rentals in Windham County
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Top-rated chalet rentals in Windham County
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 County chalet rentals
Family-friendly chalet rentals
Chalet in Jamaica
4.78 out of 5 average rating, 400 reviewsMountain Chalet ~ 7min to Stratton, Views, Private
May 23 – 30
Chalet in Peru
4.88 out of 5 average rating, 58 reviewsBromley Aframe - King Master Bed, Wood Fireplace
Aug 13 – 20
Chalet in Wilmington
4.94 out of 5 average rating, 89 reviewsRustic Sunny Vermont Home near Mount Snow
Oct 13 – 20
Chalet in Wilmington
4.56 out of 5 average rating, 89 reviewsCozy House - Mount Snow, VT
Aug 7 – 14
Chalet in Londonderry
4.87 out of 5 average rating, 107 reviewsGorgeous Stratton view, great for families
Jan 11 – 18
Chalet in Peru
4.91 out of 5 average rating, 58 reviewsGetaway in Green Mountains
Aug 28 – Sep 4
Chalet in Jamaica
4.97 out of 5 average rating, 66 reviewsSpacious and Private Chalet close to Stratton
Nov 10 – 17
Chalet in Winhall
4.79 out of 5 average rating, 71 reviewsBeautiful chalet for any season
Feb 2 – 9
Luxury chalet rentals
Chalet in Dover
5.0 out of 5 average rating, 14 reviewsGreen Mt Chalet: Magical Summer Hideaway w/Hot Tub
Feb 27 – Mar 6
Chalet in Dover
4.97 out of 5 average rating, 69 reviewsModern Mountain Chalet: hot tub-firepit-brook
Dec 13 – 20
Chalet in Wilmington
5.0 out of 5 average rating, 39 reviewsBeautiful Home on 22 Acres w/Ponds Near Mt. Snow
Nov 1 – 8
Chalet in Winhall
4.98 out of 5 average rating, 54 reviewsMountain view chalet with hot tub & fire pit!
Apr 18 – 25
Chalet in Wardsboro
5.0 out of 5 average rating, 11 reviewsMaplebrook Chalet w/ Hot Tub, Fireplace & Firepit
Nov 26 – Dec 3
Chalet in Winhall
5.0 out of 5 average rating, 37 reviewsStylish Getaway w/ Hot Tub close to Stratton
Sep 2 – 9
Chalet in Stratton
4.98 out of 5 average rating, 86 reviewsWooden Owl Lodge
Aug 19 – 26
Chalet in Winhall
4.87 out of 5 average rating, 63 reviewsSpacious Chalet W/ Endless Entertainment THE BARN
Apr 14 – 21
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