Ski-in/Ski-out vacation rentals in Windsor County
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Windsor 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 Windsor County ski-in/ski-out rentals
Ski-in/ski-out house rentals
Home in Cavendish
5.0 out of 5 average rating, 99 reviewsMidcentury Hillside Retreat - Summer Paradise
Home in Etna
4.91 out of 5 average rating, 11 reviewsLovely View: 4 acres Hanover NH
Home in Hartford
5.0 out of 5 average rating, 35 reviewsLuxury Lodge Oasis Near Dartmouth and Ski Resorts
Home in Killington
4.98 out of 5 average rating, 45 reviewsKillington Condo Near Mountain Biking Trails
Home in Ludlow
5.0 out of 5 average rating, 6 reviewsStay at our renovated Okemo chalet
Home in Killington
4.94 out of 5 average rating, 81 reviewsScenic Vermont Stay (w extra loft) Mt. Killington
Home in Killington
4.87 out of 5 average rating, 31 reviewsScenic 5 Bedroom Killington Mountain Vacation Home
Home in Ludlow
4.92 out of 5 average rating, 86 reviews~ Fire Pit, Pool Table ~ Private Classic VT Ski Ch
Family-friendly, ski-in/ski-out home rentals
Condo in Killington
4.94 out of 5 average rating, 81 reviews⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
Condo in Killington
4.98 out of 5 average rating, 42 reviewsKillington Ski On/Off pool/hot tub/gym
Condo in Killington
4.78 out of 5 average rating, 96 reviewsSummer Rental - Cozy Penthouse 3 Bdrm/2bath - pool
Condo in Killington
4.87 out of 5 average rating, 89 reviewsCozy ,close to skiing condo
Condo in Rutland
4.83 out of 5 average rating, 12 reviewsKillington Vermont Ski Condo At Pico Resort
Condo in Killington
4.93 out of 5 average rating, 100 reviewsRight at Killington !
Home in Norwich
5.0 out of 5 average rating, 11 reviewsSunny 1850 farm house and pond
Condo in Killington
4.83 out of 5 average rating, 23 reviewsSki-on Ski-Off Killington 2 BR Condo at Sunrise
Ski-in/ski-out condo rentals
Condo in Killington
4.92 out of 5 average rating, 77 reviews3BR at base of Pico Mountain!
Condo in Killington
4.88 out of 5 average rating, 32 reviewsKillington 2Br/2Ba Ski/Golf/Bike/Hike Sleeps 6
Condo in Ludlow
5.0 out of 5 average rating, 14 reviewsSki Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
Condo in Killington
4.96 out of 5 average rating, 70 reviewsCozy Mountainside Condo Dog Allowed Sleeps 4
Condo in Ludlow
4.92 out of 5 average rating, 72 reviewsOkemo Mountain Lodge A108 Beautiful Ski In/Ski Out
Condo in Killington
5.0 out of 5 average rating, 21 reviewsUpscale Condo in Heart of Killington
Condo in Killington
4.95 out of 5 average rating, 38 reviewsWalk to lift, Ski home, Sunny with loft
Condo in Killington
5.0 out of 5 average rating, 37 reviewsEntire Condominium for your base camp
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