Windsor Chalets
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Chalets in Windsor
Killington Chalet - Great Space and Location!
Killington VT
With a stay at this chalet in Killington (The Woods), you'll be within a 10-minute drive of Killington Resort and Gifford Woods State Park.
Hot Tub
Kitchen
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Plymouth VT
Located in Plymouth, this chalet is in the mountains, within a 5-minute drive of Calvin Coolidge Historic Site and Calvin Coolidge Homestead.
Kitchen
Washer
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Ludlow VT
With a stay at this chalet in Ludlow, you'll be within a 10-minute drive of Okemo Mountain Resort and Fletcher Farm School for the Arts and Crafts.
Kitchen
Washer
Cozy Creekside Chalet centrally located near 4 ski resorts
Weston VT
Located in Weston, this chalet is in the mountains, within a 5-minute drive of West River and Mill Museum.
Kitchen
Washer
South View Chalet!
Killington VT
With a stay at this chalet in Killington, you'll be on the waterfront, within a 5-minute drive of Killington Resort and Gifford Woods State Park.
Hot Tub
Kitchen
Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road
Killington VT
With a stay at this chalet in Killington, you'll be within a 5-minute drive of Killington Resort and Gifford Woods State Park.
Kitchen
Washer
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni
Mount Holly VT
A stay at this chalet places you in the heart of Belmont, within a 5-minute drive of Green Mountain National Forest and Star Lake.
Kitchen
Washer
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Ludlow VT
With a stay at this chalet in Ludlow, you'll be in the mountains, within a 5-minute drive of Okemo Mountain Resort and Sunshine Ski Lift.
Hot Tub
Kitchen
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
Chester VT
With a stay at this chalet in Chester, you'll be in the mountains, within a 15-minute drive of Okemo Mountain Resort and Fletcher Farm School for the Arts and Crafts.
Kitchen
Pet friendly
Okemo 6 Bedroom Chalet.
Ludlow VT
With a stay at this chalet in Ludlow, you'll be on a river, within a 10-minute drive of Okemo Mountain Resort and Dorsey Park.
Hot Tub
Kitchen
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 Chalets essential information
Accommodation | 47 Chalets |
|---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | Killington Chalet - Great Space and Location!, Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt. , Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails, Cozy Creekside Chalet centrally located near 4 ski resorts, South View Chalet!, Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road, Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni, Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!, Cozy 4bd - Ski Okemo, Killington, Magic & Bromley, Okemo 6 Bedroom Chalet., Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults, Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski |