Ski-in/out vacation rentals in Berkshire County
Find and book unique ski-in/out homes on Airbnb
Top-rated ski-in/out rentals in Berkshire County
Guests agree: these ski-in/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 Berkshire County ski-in/out rentals
Ski-in/out house rentals
Home in Hancock
Cozy Cabin in Berkshires Resort Property
Home in Hancock
Beautiful 4 Bedroom Townhouse in the Berkshires
Home in Stephentown
A Magic Spot: Booking year round.
Home in Hancock
Mountainside: Large 3-level Jiminy Peak Home
Home in Hancock
Sunshine & SummertimeLeft Bank Lodge
Home in Worthington
A simple kind of paradise
Home in Canaan
Knoll Rock House (3B/3B) - Best of the Berkshires
Home in Hancock
Family getaway! Private 4 BR Home on Jiminy Peak
Family-friendly, ski-in/out home rentals
Ski-in/out condo rentals
Condo in Hancock
Unique - Country suite @ Jiminy Peak
Condo in Hancock
Jiminy Peak Country Inn 1 Bedroom Suite
Condo in Hancock
Ski-in/Ski-Out on Jiminy Peak
Condo in Hancock
Condo Resort at Jiminy Peak Ski Mountain's Base
Condo in Hancock
Bentley Brook Presidents Week & Christmas
Condo in Hancock
SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1
Condo in Hancock
SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2
Condo in Hancock
Large one bedroom, two full bath, full kitchen
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