Ski-in/Ski-out holiday rentals in Bennington County
Find and book unique ski-in/out homes on Airbnb
Top-rated ski-in/out rentals in Bennington County
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Bennington County ski-in/out rentals
Ski-in/out house rentals
Home in Wilmington
4.86 out of 5 average rating, 79 reviewsMtSnow&Stratton*HotTub*Pool* *PingPong*Darts*16ppl
Home in Dover
4.92 out of 5 average rating, 13 reviewsSeasons-walk to lifts, amenities clubhouse,hot tub
Home in Dover
5.0 out of 5 average rating, 21 reviewsWarm inviting spectacular home
Home in Stratton
5.0 out of 5 average rating, 10 reviewsSki-In/Ski-Out Treetops Home w/ Outdoor Spa
Home in Winhall
4.96 out of 5 average rating, 23 reviewsMulti-Level Ski Retreat at Stratton Mountain
Home in Jamaica
4.89 out of 5 average rating, 9 reviewsThe Mountain Escape
Home in Stratton
New place to stayStunning 4/4, hot tub, shuttle, walk to trails!
Home in Dover
Mount Snow Ski House, Loft Game Rm Hot Tub & Sauna
Family-friendly, ski-in/out home rentals
Home in Whitingham
4.93 out of 5 average rating, 68 reviewsThe Amos Brown House.
Apartment in Stratton
4.92 out of 5 average rating, 48 reviewsSki On/Off Condo in the Heart of Stratton Village!
Apartment in Dover
4.59 out of 5 average rating, 32 reviewsSummer Living On Hillside Condo on Mount Snow
Apartment in Peru
4.9 out of 5 average rating, 20 reviewsSummer or Winter Slope side on Bromley Mountain!
Townhouse in Mt. Snow, West Dover
4.74 out of 5 average rating, 34 reviewsComfy Cozy Ski Townhome - Free Shuttle, Ski Home!
Apartment in Dover
4.94 out of 5 average rating, 17 reviewsSlopeside at MT Snow VT
Chalet in Winhall
4.96 out of 5 average rating, 26 reviewsTrudi's Ski Chalet at Stratton Mountain, Vermont
Apartment in Stratton
4.93 out of 5 average rating, 30 reviewsSki On Ski Off
Ski-in/out apartment rentals
Apartment in Dover
4.77 out of 5 average rating, 91 reviewsCozy Mount Snow 1 Bed : Hot tub, Sauna, Deck
Apartment in Dover
4.86 out of 5 average rating, 74 reviewsCute, Cozy Condo at the base of Mount Snow
Apartment in Peru
4.96 out of 5 average rating, 77 reviewsPeaceful Summer Getaway Cozy Mountain Condo
Apartment in Dover
4.91 out of 5 average rating, 23 reviewsCozy and Comfy Condo
Apartment in Dover
4.9 out of 5 average rating, 73 reviewsSki in/Out - Seasons on Mt Snow (renovated)
Apartment in Stratton
4.94 out of 5 average rating, 16 reviewsPerfect 3 Br. Getaway Condo in Stratton, Vermont!
Apartment in Stratton
4.99 out of 5 average rating, 88 reviewsLuxury Stratton condo just steps to the lift!
Apartment in Dover
5.0 out of 5 average rating, 6 reviewsCozy Slopeside Condo - Sleeps 10
Destinations to explore
- Ski-in/ski-out rentals United States
- Ski-in/ski-out rentals Vermont
- Ski-in/ski-out rentals New York
- Ski-in/ski-out rentals New Hampshire
- Ski-in/ski-out rentals Massachusetts
- Rentals with a sauna Bennington County
- Rentals with a kayak Bennington County
- Rentals with a firepit Bennington County
- Bed and breakfasts Bennington County
- Flat rentals Bennington County
- Pet-friendly rentals Bennington County
- Rentals with an accessible-height toilet Bennington County
- Rentals with a fireplace Bennington County
- Rentals with a hot tub Bennington County
- Monthly Rentals Bennington County
- House rentals Bennington County
- Family-friendly rentals Bennington County
- Hotel rentals Bennington County
- Family-friendly rentals Bennington County
- Apartment rentals Bennington County
- Rentals with beach access Bennington County
- Rentals with lake access Bennington County
- Rentals with an EV charger Bennington County
- Rentals with a washing machine and dryer Bennington County
- Townhouse rentals Bennington County
- Waterfront rentals Bennington County
- Fitness-friendly rentals Bennington County
- Private suite rentals Bennington County
- Rentals with breakfast Bennington County
- Farm stay rentals Bennington County
- Rentals with outdoor seating Bennington County
- Cabin rentals Bennington County
- Chalet rentals Bennington County
- Rentals with a patio Bennington County
- Rentals with pools Bennington County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom