Find and Compare Chalets in Windsor County, VT
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top cities with Chalets to explore in Windsor County
Ludlow
Chalets
Top Chalets in Windsor County
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
Ludlow VT
This chalet features ski-in/ski-out access, laundry facilities, and barbecue grills.
Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults
ludlow VT
This chalet features ski-in/ski-out access, a garden, and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Ludlow VT
A hot tub is featured at this chalet, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
Woodstock VT
This chalet features a garden, laundry facilities, and barbecue grills.
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Chester VT
A hot tub is featured at this chalet, along with laundry facilities and barbecue grills.
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
Stockbridge VT
This chalet includes a garden and barbecue grills.
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Ludlow VT
This chalet features a garden, laundry facilities, and barbecue grills.
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
Woodstock VT
This chalet features a gym and a sauna. A garden, laundry facilities, and concierge services are also on offer.
Okemo Hideaway – Secluded Woodland Chalet 7 minutes to Slopes & Village
Ludlow VT
A hot tub is featured at this chalet, along with laundry facilities and barbecue grills.
Pet-friendly retreat in the Vermont woods near Ludlow
Plymouth VT
This chalet features a garden, laundry facilities, and barbecue grills.
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Plymouth VT
This chalet features a garden, laundry facilities, and barbecue grills.
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.
Top Chalets in Windsor County
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
Ludlow VT
This chalet features ski-in/ski-out access, laundry facilities, and barbecue grills.
Kitchen
Washer
Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults
ludlow VT
This chalet features ski-in/ski-out access, a garden, and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
Kitchen
Washer
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Ludlow VT
A hot tub is featured at this chalet, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Hot Tub
Kitchen
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
Woodstock VT
This chalet features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Chester VT
A hot tub is featured at this chalet, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
Stockbridge VT
This chalet includes a garden and barbecue grills.
Kitchen
Pet friendly
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Ludlow VT
This chalet features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
Woodstock VT
This chalet features a gym and a sauna. A garden, laundry facilities, and concierge services are also on offer.
Pool
Kitchen
Okemo Hideaway – Secluded Woodland Chalet 7 minutes to Slopes & Village
Ludlow VT
A hot tub is featured at this chalet, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Pet-friendly retreat in the Vermont woods near Ludlow
Plymouth VT
This chalet features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Plymouth VT
This chalet features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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.
Top hotels in Windsor County
Align Inn Vermont
5817 Woodstock Rd Quechee VT
$130 nightly
The price is $143 total per night from Jul 13 to Jul 14
$143 total
Jul 13 - Jul 14
Total with taxes and fees
9.4/10 Exceptional! (1,239 reviews)
Windsor County Chalets essential information
Accommodation | 24 Chalets |
|---|---|
Lowest Price | $134 |
Highest Price | $549 |
Popular accommodation | Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults, Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!, Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, Spacious 5-bedroom chalet with AC and WiFi in charming Chester, Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4, Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails, Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village, Okemo Hideaway – Secluded Woodland Chalet 7 minutes to Slopes & Village, Pet-friendly retreat in the Vermont woods near Ludlow, Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt. , Okemo Mountain Chalet W/ Hot Tub and Game Room |
Windsor County Chalets essential information
Accommodation | 24 Chalets |
|---|---|
Lowest Price | $134 |
Highest Price | $549 |
Popular accommodation | Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults, Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!, Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, Spacious 5-bedroom chalet with AC and WiFi in charming Chester, Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4, Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails, Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village, Okemo Hideaway – Secluded Woodland Chalet 7 minutes to Slopes & Village, Pet-friendly retreat in the Vermont woods near Ludlow, Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt. , Okemo Mountain Chalet W/ Hot Tub and Game Room |
Explore More Ways to Travel with Travelocity
- Hotels near Saskadena Six Ski Area
- Farmstay in Woodstock
- Apartments in Woodstock
- B&B in Woodstock
- Cabins in Woodstock
- Pod Hotels in Woodstock
- Castles in Woodstock
- Condos in Woodstock
- Country Houses in Woodstock
- Extended Stay Hotels in Woodstock
- Guest Houses in Woodstock
- Holiday Park Resorts in Woodstock
- Adults Only Resorts & in Woodstock
- All Inclusive Resorts & in Woodstock
- Casino Resorts & in Woodstock
- Cheap Hotels in Woodstock
- Kid Friendly Hotels in Woodstock
- Hotels with Balconies in Woodstock
- Hotels with Bar in Woodstock
- Hotels with Hot Tubs in Woodstock
- Hotels with an Indoor Pool in Woodstock
- Pet Friendly Hotels in Woodstock
- Romantic Getaways & Hotels in Woodstock
- Ski Resorts and in Woodstock
- Spa Resorts & in Woodstock
- Woodstock Hotels
- Inns in Woodstock
- Motels in Woodstock
- Pousadas in Woodstock
- Rv Parks in Woodstock
- Ranches in Woodstock
- Resorts in Woodstock
- Treehouses in Woodstock
- Hotels near Long Trail Brewing Company
- Hotels near Vermont Institiute of Natural Science
- Hotels near Green Mountain Rock Climbing Center
- Hotels with Pools in West Woodstock
- Hotels with Hot Tubs in West Woodstock
- West Woodstock Hotels
- Hotels near Sugarbush Farm
- Hotels near Simon Pearce Mill
- Apartments in Quechee
- B&B in Quechee
- Cabins in Quechee
- Chalets in Quechee
- Condos in Quechee
- Cottages in Quechee
- Extended Stay Hotels in Quechee
- Casino Resorts & in Quechee
- Cheap Hotels in Quechee
- Golf Resorts & in Quechee
- Hotels with an Indoor Pool in Quechee
- Luxury Hotels in Quechee
- Pet Friendly Hotels in Quechee
- Romantic Getaways & Hotels in Quechee
- Ski Resorts and in Quechee
- Spa Resorts & in Quechee
- Quechee Hotels
- Hotels near Quechee Gorge Bridge
- Hotels near Marsh-Billings-Rockefeller National Historical Park
- Hotels near Red Wagon Toy Company
- 5 Star Hotels in North Pomfret
- Hotels with Pools in Hartford
- Hotels with Free Breakfast in Hartford
- Hotels with Free Parking in Hartford
- Pet Friendly Hotels in Hartford
- Hartford Hotels
- Hotels near Route 4 Glassblowing Studio
- Farmstay in South Woodstock
- B&B in South Woodstock
- Pet Friendly Hotels in South Woodstock
- South Woodstock Hotels
- Resorts in South Woodstock
- Hotels near Quechee Gorge Village
- 4 Star Hotels in Taftsville
- B&B in Taftsville
- Cottages in Taftsville
- Hotels near Woodstock Town Hall Theatre
- Hotels near VINS Nature Center
- Hotels near Quechee State Park
- Hotels near Billings Farm and Museum
- Hotels near Saskadena Six Ski Area
- Farmstay in Woodstock
- Apartments in Woodstock
- B&B in Woodstock
- Cabins in Woodstock
- Pod Hotels in Woodstock
- Castles in Woodstock
- Condos in Woodstock
- Country Houses in Woodstock
- Extended Stay Hotels in Woodstock
- Guest Houses in Woodstock
- Holiday Park Resorts in Woodstock
- Adults Only Resorts & in Woodstock
- All Inclusive Resorts & in Woodstock
- Casino Resorts & in Woodstock
- Cheap Hotels in Woodstock
- Kid Friendly Hotels in Woodstock
- Hotels with Balconies in Woodstock
- Hotels with Bar in Woodstock
- Hotels with Hot Tubs in Woodstock
- Hotels with an Indoor Pool in Woodstock
- Pet Friendly Hotels in Woodstock
- Romantic Getaways & Hotels in Woodstock
- Ski Resorts and in Woodstock
- Spa Resorts & in Woodstock
- Woodstock Hotels
- Inns in Woodstock
- Motels in Woodstock
- Pousadas in Woodstock
- Rv Parks in Woodstock
- Ranches in Woodstock
- Resorts in Woodstock
- Treehouses in Woodstock
- Hotels near Long Trail Brewing Company
- Hotels near Vermont Institiute of Natural Science
- Hotels near Green Mountain Rock Climbing Center
- Hotels with Pools in West Woodstock
- Hotels with Hot Tubs in West Woodstock
- West Woodstock Hotels
- Hotels near Sugarbush Farm
- Hotels near Simon Pearce Mill
- Apartments in Quechee
- B&B in Quechee
- Cabins in Quechee
- Chalets in Quechee
- Condos in Quechee
- Cottages in Quechee
- Extended Stay Hotels in Quechee
- Casino Resorts & in Quechee
- Cheap Hotels in Quechee
- Golf Resorts & in Quechee
- Hotels with an Indoor Pool in Quechee
- Luxury Hotels in Quechee
- Pet Friendly Hotels in Quechee
- Romantic Getaways & Hotels in Quechee
- Ski Resorts and in Quechee
- Spa Resorts & in Quechee
- Quechee Hotels
- Hotels near Quechee Gorge Bridge
- Hotels near Marsh-Billings-Rockefeller National Historical Park
- Hotels near Red Wagon Toy Company
- 5 Star Hotels in North Pomfret
- Hotels with Pools in Hartford
- Hotels with Free Breakfast in Hartford
- Hotels with Free Parking in Hartford
- Pet Friendly Hotels in Hartford
- Hartford Hotels
- Hotels near Route 4 Glassblowing Studio
- Farmstay in South Woodstock
- B&B in South Woodstock
- Pet Friendly Hotels in South Woodstock
- South Woodstock Hotels
- Resorts in South Woodstock
- Hotels near Quechee Gorge Village
- 4 Star Hotels in Taftsville
- B&B in Taftsville
- Cottages in Taftsville
- Hotels near Woodstock Town Hall Theatre
- Hotels near VINS Nature Center
- Hotels near Quechee State Park
- Hotels near Billings Farm and Museum