Ski-in/Ski-out vacation rentals in Windham County
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Windham County
Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windham County ski-in/ski-out rentals
Ski-in/ski-out house rentals
Home in Jamaica
4.91 out of 5 average rating, 11 reviewsThe Mountain Escape
Home in Winhall
4.96 out of 5 average rating, 23 reviewsMulti-Level Ski Retreat at Stratton Mountain
Home in Dover
4.93 out of 5 average rating, 55 reviewsFULLY renovated 1 bed/1 bath ski in-out condo!
Home in Wilmington
4.86 out of 5 average rating, 96 reviewsMtSnow * Hot Tub * Pool * Air Hockey * PingPong * Darts * 16ppl
Home in Wilmington
4.89 out of 5 average rating, 27 reviewsBrand new, 5 BR, next to Hermitage Club&Hermt Inn
Home in Dover
4.98 out of 5 average rating, 41 reviewsModern 3-Story Cabin! Ski-on/Ski-off, Hot Tub & EV
Family-friendly, ski-in/ski-out home rentals
Chalet in Winhall
4.93 out of 5 average rating, 14 reviewsWalk to village - maintain chalet
Chalet in Winhall
4.96 out of 5 average rating, 26 reviewsTrudi's Ski Chalet at Stratton Mountain, Vermont
Condo in Dover
4.94 out of 5 average rating, 17 reviewsSlopeside at MT Snow VT
Townhouse in West Dover
4.65 out of 5 average rating, 51 reviewsMt. Snow, VT scenic views, 3decks
Condo in Peru
4.9 out of 5 average rating, 20 reviewsSummer or Winter Slope side on Bromley Mountain!
Condo in Stratton
4.93 out of 5 average rating, 30 reviewsSki On Ski Off
Condo in Dover
4.59 out of 5 average rating, 34 reviewsSummer Living On Hillside Condo on Mount Snow
Townhouse in Stratton
4.86 out of 5 average rating, 51 reviewsStratton Mountain House
Ski-in/ski-out cabin rentals
Cabin in Londonderry
4.66 out of 5 average rating, 407 reviewsThe Run-In - Beautiful Country Cabin with Hot Tub
Cabin in Londonderry
4.75 out of 5 average rating, 377 reviewsBeautiful Art Studio with hot tub/sauna #1 Airbnb
Cabin in Vernon
4.95 out of 5 average rating, 65 reviewsCozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Cabin in Londonderry
4.87 out of 5 average rating, 67 reviewsGreen Mt Getaway: <30m to Bromley Stratton Okemo
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