Find and Compare Chalets in Windsor County, VT
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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.
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
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
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.
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Plymouth 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.
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
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
Woodstock VT
A hot tub is featured at this chalet, along with a garden and laundry facilities. Families will appreciate the arcade/game room 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.
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
Stockbridge VT
This chalet includes a garden and barbecue grills.
Charming pet-friendly retreat in the Vermont woods
Plymouth VT
This chalet features a garden, laundry facilities, and barbecue grills.
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
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
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
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
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
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Plymouth 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
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
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
Woodstock VT
A hot tub is featured at this chalet, along with a garden and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
Hot Tub
Kitchen
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
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
Charming pet-friendly retreat in the Vermont woods
Plymouth VT
This chalet features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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
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
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$449 nightly
The price is $494 total per night from Sep 7 to Sep 8
$494 total
Sep 7 - Sep 8
Total with taxes and fees
9.4/10 Exceptional! (598 reviews)
Windsor County Chalets essential information
Accommodation | 24 Chalets |
|---|---|
Lowest Price | $145 |
Highest Price | $494 |
Popular accommodation | Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Spacious 5-bedroom chalet with AC and WiFi in charming Chester, Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!, Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults, "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo, Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village, Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails, Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4, Charming pet-friendly retreat in the Vermont woods, Okemo Hideaway – Secluded Woodland Chalet 7 minutes to Slopes & Village, Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo |
Windsor County Chalets essential information
Accommodation | 24 Chalets |
|---|---|
Lowest Price | $145 |
Highest Price | $494 |
Popular accommodation | Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Spacious 5-bedroom chalet with AC and WiFi in charming Chester, Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!, Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults, "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo, Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village, Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails, Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4, Charming pet-friendly retreat in the Vermont woods, Okemo Hideaway – Secluded Woodland Chalet 7 minutes to Slopes & Village, Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo |
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- Jackson Gore Village A Vail Resorts Property
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- Hotels in Killington
- The Mountain Inn at Killington
- Ski in Killington
- North Star Lodge and Resort
- Mountain Sports Inn
- Mountain Meadows Lodge
- Killington Grand Hotel
- Condos in Killington
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- Hotels near Stratton Mountain Resort
- Agritourism in South Woodstock
- Hotels near Simon Pearce Mill
- Hotels near Saskadena Six Ski Area
- Hotels in Rutland
- Hotels in Randolph
- Treehouses in Quechee
- Motels in Quechee
- Hotels in Quechee
- The Quechee Inn at Marshland Farm
- Pet Friendly in Quechee
- Hotels near Quechee Gorge Bridge
- Aparthotels in Quechee
- Cabins in Quechee
- The Equinox Golf Resort & Spa
- Hotels in Bethel
- Cabins in Bridgewater
- Bedandbreakfast in Bridgewater Corners
- Treehouses in Woodstock
- Hotels near Woodstock Town Hall Theatre
- Motels in Woodstock
- Inns in Woodstock
- Hotels in Woodstock
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- The Shire Woodstock
- The Jackson
- Sleep Woodstock Motel
- Romantic in Woodstock
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- Hot Tub in Woodstock
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