Compare Windsor Chalets

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Featured Windsor Chalets

Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities

At this chalet, guests have access to an arcade/game room, laundry facilities, and barbecue grills.
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

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.
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Guests of this chalet enjoy access to ski-in/ski-out access, laundry facilities, and barbecue grills.
Kitchen
Washer
BearHaus- HUGE Hot Tub, FirePit

BearHaus- HUGE Hot Tub, FirePit

The price is $867 per night
$867
includes taxes & fees
$768 per night
May 5 - May 6
Guests staying at this chalet enjoy a hot tub, laundry facilities, and barbecue grills. This family-friendly chalet also has a garden.
Hot Tub
Kitchen
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

"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.
Hot Tub
Kitchen
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Guests staying at this chalet have access to a garden and barbecue grills.
Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking

At this chalet, guests have access to features like laundry facilities.
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

2 out of 5
The price is $1,169 per night
$1,169
includes taxes & fees
$1,034 per night
May 4 - May 5
Guests staying at this chalet enjoy a hot tub, laundry facilities, and barbecue grills.
Cozy Creekside Chalet centrally located near 4 ski resorts

Cozy Creekside Chalet centrally located near 4 ski resorts

The price is $557 per night
$557
includes taxes & fees
$497 per night
May 5 - May 6
Guests staying at this chalet have access to laundry facilities, a garden, and barbecue grills.
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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.

Windsor Ski Accommodation

    Windsor Mansion Inn

    Windsor Mansion Inn

    153 Pembroke Road, Windsor, VT
    9.2/10 Wonderful! (289 reviews)

Hotel Options in Windsor

    Fat Sheep Farm & Cabins

    Fat Sheep Farm & Cabins

    122 Best Rd, Windsor, VT
    The price is $222 per night from May 4 to May 5
    $222
    includes taxes & fees
    $204 per night
    May 4 - May 5
    9.6/10 Exceptional! (9 reviews)
    Killington Mountain Lodge, Tapestry Collection by Hilton

    Killington Mountain Lodge, Tapestry Collection by Hilton

    2617 Killington Rd, Killington, VT
    The price is $134 per night from May 5 to May 6
    $134
    includes taxes & fees
    $122 per night
    May 5 - May 6
    7.2/10 Good! (1,000 reviews)
    Align Inn Vermont

    Align Inn Vermont

    5817 Woodstock Rd, Quechee, VT
    The price is $132 per night from May 2 to May 3
    $132
    includes taxes & fees
    $120 per night
    May 2 - May 3
    9/10 Wonderful! (1,000 reviews)

Chalets

Book the best chalets in Windsor
Take a break from reality and kick back in a Windsor 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. 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 has to offer.

Bring the whole group, because you’ll find plenty of space to spread out at Windsor 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 Chalets essential information

Accommodation
48 Chalets
Lowest Price
$132
Highest Price
$1,169
Popular accommodation
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities, Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults, Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, BearHaus- HUGE Hot Tub, FirePit, "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo, Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4, Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking, West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals., Cozy Creekside Chalet centrally located near 4 ski resorts

Chalets in Windsor

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