Compare Windsor County Chalets

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Featured Chalets in Windsor County

Okemo Mountain Chalet W/ Hot Tub and Game Room

Guests of this chalet enjoy a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly chalet include a garden and barbecue grills.

At this chalet, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly chalet include barbecue grills and a garden.

Hot Tub

Kitchen

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

Guests of this chalet enjoy a hot tub, an arcade/game room, and laundry facilities. Other amenities at this golf chalet include a garden and barbecue grills.

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

At this chalet, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly chalet also has a garden.

Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.

Guests staying at this chalet have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Guests staying at this chalet have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

Features of this chalet include ski-in/ski-out access, a water park, and an arcade/game room. Other amenities at this ski chalet include laundry facilities and barbecue grills.

Kitchen

Washer

Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village

Guests of this chalet enjoy features like a gym, a sauna, and laundry facilities. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this family-friendly chalet include a garden and barbecue grills.

Pool

Kitchen

Guests of this chalet enjoy a hot tub, an arcade/game room, and laundry facilities. This smoke-free chalet also has barbecue grills.

Hot Tub

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chalets

Book the best chalets in Windsor County
Take a break from reality and kick back in a Windsor County chalet on your next vacation. Stay right in the middle of all the action, but feel like you’re miles away. Be as active or as relaxed as you want. Your chalet is truly yours. No one can tell you what to do on your chalet stay—and it’s the best way to enjoy a getaway.

Get the most from your chalet stay
You’ll make incredible new memories at chalets in Windsor County. They look great in your photos, with sunning backdrops and cozy touches like fireplaces and exposed beam ceilings. Wake up to light streaming through your big picture window and admire your incredible view. Don’t just look at the great outdoors, though. Get out there and experience all that Windsor County has to offer.

Bring the whole group, because you’ll find plenty of space to spread out at Windsor County chalet houses. Whether you use all those bedrooms for the kids or for your crazy crew, you can settle in quickly thanks to chalets’ convenient amenities. Whip up a meal in no time in the kitchen or kitchenette, or whip out your phone to call for delivery. Cozy up to the fire, or fire up the blender for some drinks. When you’ve got a chalet, it’s going to be good day.

Windsor County Chalets essential information

Accommodation	29 Chalets
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Highest Price
Popular accommodation	Okemo Mountain Chalet W/ Hot Tub and Game Room, Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!, "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo, Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails, Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt. , Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults, Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village, Okemo 6 Bedroom Chalet.