
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

Golf, Fish, Hike or Bike!

Killington Condo Near Mountain Biking Trails

Ski-In/Ski-Out Hike Okemo Mountain Condo

Modern Farmhouse on 25 Acres - Superb Views

Okemo Condo – Ski In/Out

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

Trailside Vacation

Killington Vistas: Luxury 4BR Ski On/Off. Hot Tub.
Family-friendly, ski-in/ski-out home rentals

Come to Killington this summer!

Right at Killington !

Beautiful 2 Bedrooms in Mountains w/ full kitchen

Sunny Studio Apartment in Hartland

Killington Chalet - Hot Tub, Sauna, Boot Dryer

*Killington Summer Rental: 3 Bdrm, 2 Bth*

Yurt In The Woods - Private Refuge
Ski-in/ski-out cabin rentals

‘Owls Nest’ nature retreat In the trees

Beautiful Art Studio with hot tub/sauna #1 Airbnb

THE CABIN....a Vermont log home

The Cozy Little Red Cabin

Rustic charming camp cabin

The Gourmet Cabin at Stitchdown Farm

Cozy 4-season Cabin on Pond - "East Cabin"

The Grateful Barn
Destinations to explore
- Rentals with an accessible height bed Windsor County
- Rentals with an EV charger Windsor County
- Beachfront rentals Windsor County
- Rentals with outdoor seating Windsor County
- Rentals with a sauna Windsor County
- Rentals with a washer and dryer Windsor County
- Cottage rentals Windsor County
- Bed and breakfasts Windsor County
- Family-friendly rentals Windsor County
- Pet-friendly rentals Windsor County
- Rentals with a hot tub Windsor County
- Condo rentals Windsor County
- Rentals with lake access Windsor County
- Kid-friendly rentals Windsor County
- Farmstay rentals Windsor County
- Rentals with an accessible height toilet Windsor County
- Rentals with a fireplace Windsor County
- Rentals with pools Windsor County
- Rentals with beach access Windsor County
- Rentals with breakfast Windsor County
- Townhouse rentals Windsor County
- Villa rentals Windsor County
- Waterfront rentals Windsor County
- Fitness-friendly rentals Windsor County
- Apartment rentals Windsor County
- Rentals with a kayak Windsor County
- Rentals with a fire pit Windsor County
- Tiny house rentals Windsor County
- Guesthouse rentals Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Cabin rentals Windsor County
- Chalet rentals Windsor County
- Rentals with a patio Windsor County
- Ski-in/ski-out rentals Vermont
- Ski-in/ski-out rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Stratton Mountain
- Okemo Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Pats Peak Ski Area
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Northeast Slopes Ski Tow
- Dartmouth Skiway
- Dorset Field Club
- Ekwanok Country Club
- Hooper Golf Course
- Fort Ticonderoga
- Autumn Mountain Winery
- Fox Run Golf Club
- Veterans Memorial Recreation Area Ski Hill
- Baker Hill Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Bretwood Golf Course
- Santa's Land USA
- Things to do Windsor County
- Food and drink Windsor County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States
- Nature and outdoors United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes