Ski-in/out vacation rentals in The Berkshires
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Top-rated ski-in/out rentals in The Berkshires
Guests agree: these ski-in/out homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for The Berkshires ski-in/out rentals
Ski-in/out house rentals
Home in Phoenicia
4.94 out of 5 average rating, 144 reviewsHeart of Phoenicia: Serene. Cozy. Close To All!
Home in Winhall
4.94 out of 5 average rating, 109 reviewsBeautiful Stratton-Manchester VT Retreat w/hot tub
Home in New Hartford
4.92 out of 5 average rating, 12 reviewsMountain Serenity Lake View Pool & Hot Tub
Home in Ashfield
5.0 out of 5 average rating, 78 reviewsSunny Chalet Nestled in the Woods of Ashfield
Home in Hancock
5.0 out of 5 average rating, 5 reviewsBougie B's Mountainside Getaway
Home in Plymouth
5.0 out of 5 average rating, 16 reviewsLakefront Serenity Getaway: Your Blissful Escape
Home in Hancock
4.93 out of 5 average rating, 15 reviewsCondo on the mountain
Home in Tivoli
4.98 out of 5 average rating, 53 reviewsTivoli Modern Creekside House
Family-friendly, ski-in/out home rentals
Home in Colrain
4.94 out of 5 average rating, 156 reviewsSecluded Farmhouse Retreat - stunning views
Condo in Hunter
4.87 out of 5 average rating, 254 reviewsMountainside Haven - walk to Hunter Mtn!
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Home in hunter
4.82 out of 5 average rating, 179 reviewsCozy 3 bedroom summer winter home
Condo in West Kill
4.85 out of 5 average rating, 131 reviewsTrailside At Hunter-Phase II-Hunter NY
Guest suite in Lee
4.72 out of 5 average rating, 176 reviewsBerkshire Charm w/ Panoramic views
Condo in Stratton
4.92 out of 5 average rating, 48 reviewsSki On/Off Condo in the Heart of Stratton Village!
Home in Whitingham
4.93 out of 5 average rating, 68 reviewsThe Amos Brown House.
Ski-in/out cabin rentals
Cabin in Arietta
4.84 out of 5 average rating, 179 reviewsLog Cabin Adirondack Lodge on State Trail System
Cabin in Woodford
4.98 out of 5 average rating, 139 reviewsStone's Camp on Stamford Stream
Cabin in Hunter
4.92 out of 5 average rating, 12 reviewsMaple’s Cabin
Cabin in Londonderry
4.84 out of 5 average rating, 57 reviewsModern Magic Ski Chalet: Central to 4 Mountains
Cabin in Hunter
5.0 out of 5 average rating, 79 reviewsBest rated cabin in Hunter cozy 4 bedrms 3 baths
Cabin in Hunter
5.0 out of 5 average rating, 5 reviewsThe Riverside
Cabin in Hunter
4.89 out of 5 average rating, 56 reviews4BR ski on ski off Hunter Mountain Condo
Cabin in Johnstown
4.63 out of 5 average rating, 193 reviewsLazy Bear Chalet, base of Royal Mountain ski area
Destinations to explore
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