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
Get the amount of space that is right for you
Popular amenities for Windsor County ski-in/ski-out rentals
Ski-in/ski-out house rentals
Home in Killington
5.0 out of 5 average rating, 32 reviewsSki, Bike, Golf, or Hike!
Home in Killington
5.0 out of 5 average rating, 10 reviewsPico Ski House
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 Killington
4.94 out of 5 average rating, 81 reviewsScenic Vermont Stay (w extra loft) Mt. Killington
Home in Ludlow
5.0 out of 5 average rating, 6 reviewsStay at our renovated Okemo chalet
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 Ludlow
4.95 out of 5 average rating, 110 reviewsSlopeside condo at the base of Okemo-steps to lift
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
4.78 out of 5 average rating, 96 reviewsCozy 3 Bdrm/2bath - A/C - Pool - Golf
Condo in Killington
4.98 out of 5 average rating, 42 reviewsKillington Ski On/Off pool/hot tub/gym
Condo in Rutland
4.83 out of 5 average rating, 12 reviewsKillington Vermont Ski Condo At Pico Resort
Condo in Killington
4.87 out of 5 average rating, 89 reviewsCozy ,close to skiing condo
Condo in Killington
4.93 out of 5 average rating, 100 reviewsRight at Killington !
Condo in Killington
4.73 out of 5 average rating, 83 reviews1BR Mt Green Resort: Steps to the Mountain! 3C8
Ski-in/ski-out condo rentals
Condo in Killington
5.0 out of 5 average rating, 22 reviewsUpscale Condo w/ Pool - Next to Golf & Bike Park
Condo in Killington
4.88 out of 5 average rating, 32 reviewsKillington Mnt 2Br/2Ba Ski/Golf/Bike/Hike/Pool
Condo in Killington
5.0 out of 5 average rating, 38 reviewsEntire Condominium for your base camp
Condo in Ludlow
4.92 out of 5 average rating, 72 reviewsOkemo Mountain Lodge A108 Beautiful Ski In/Ski Out
Condo in Killington
4.92 out of 5 average rating, 79 reviews3BR at base of Pico Mountain!
Condo in Killington
4.96 out of 5 average rating, 72 reviewsDogs Welcome! - Outdoor Pool/Hot Tub/Hiking
Condo in Rutland
4.94 out of 5 average rating, 94 reviewsSki on Ski off killington/ Pico mountain condo
Condo in Killington
4.95 out of 5 average rating, 38 reviewsWalk to lift, Ski home, Sunny with loft
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