Windsor County Ski Chalets
Ski Chalet
10.0(75 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
Parking
Pool
Spa
Ocean View
US $431/Night
7 Nights - US $3,018
Ski Chalet
5 Bedrooms
3 Baths
12 Guests
3595.15 ft²
Breakfast- Parking
- Spa
Skiing
US $538/Night
7 Nights - US $3,768
US $585/Night
7 Nights - US $4,095
Ski Chalet
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
1530 ft²
- Skiing
Balcony/Terrace
Kitchen
Internet
US $397/Night
7 Nights - US $2,782
Ski Chalet
2 Bedrooms
3 Baths
8 Guests
118.4 ft²
- Parking
- Balcony/Terrace
- Internet
Child Friendly
US $436/Night
7 Nights - US $3,051
Ski Chalet
9.6(54 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
US $269/Night
7 Nights - US $1,882
Ski Chalet
3 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Breakfast
- Parking
- Skiing
- Balcony/Terrace
US $390/Night
7 Nights - US $2,730
Ski Chalet
9.4(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $375/Night
7 Nights - US $2,628
Ski Chalet
4 Bedrooms
2 Baths
12 Guests
21527.82 ft²
Hot Tub- Parking
- Skiing
- Balcony/Terrace
US $696/Night
7 Nights - US $4,872
New
Ski Chalet
2 Bedrooms
2 Baths
7 Guests
1600 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $691/Night
7 Nights - US $4,837
Ski Chalet
1 Bedroom
3 Baths
8 Guests
1496.18 ft²
- Hot Tub
- Parking
- Skiing
- Balcony/Terrace
US $585/Night
7 Nights - US $4,095
Ski Chalet
10.0(51 Reviews)
5 Bedrooms
3 Baths
15 Guests
2450 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $1,368/Night
7 Nights - US $9,579
Why Choose Rent By Owner for your Windsor County Ski Chalets?
What makes our Ski Chalets special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Windsor County
How to Book Your Windsor County Ski Chalets
What's our booking process?
Our platform allows you to browse a curated selection of ski chalets. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windsor County
Common Ski Chalets Amenities
What amenities can you expect?
Our Ski Chalets are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Windsor County, VT
Ludlow
Bridgewater Corners
West Windsor
Woodstock
West Bridgewater
Quechee
Plymouth
Cavendish
Chester
Chester Depot
Weston
Proctorsville
Windsor County Ski Chalets Frequently Asked Questions
1. What are the top Ski Chalets in Windsor County?
There are a lot of options in Windsor County. If you plan on staying in the Windsor County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Windsor County:
- Cheerful chalet w/sauna & hot tub - amazing location near Okemo & Killington
- 5BR Chalet in Historic Town bet Killington & Okemo
- "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
- Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
- Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/$550per night,
- Okemo Hideaway – Secluded Woodland Chalet 7 minutes to Slopes & Village
- Mountain Views. Hot Tub. , 5 Wooded Acres. Private Pond
- 15 min to Killington & Okemo 4-bedroom Chalet w/Private Sauna & Hot Tub
- Cozy 3-bedroom chalet on beautiful Lake Rescue
- Cozy 3-bedroom chalet in enjoyable Rochester with WiFi
2. How many Ski Chalets are available in Windsor County?
Currently, the total number of properties listed by RBO in 2026 is over 59 in the Windsor County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Windsor County.
More Rentals You May Like Near Windsor County
Ski Chalet
4 Bedrooms
2 Baths
8 Guests
2195.84 ft²
- Parking
View- Air Conditioner
- Internet
US $433/Night
7 Nights - US $3,030
Ski Chalet
10.0(47 Reviews)
5 Bedrooms
4 Baths
14 Guests
3286 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $805/Night
7 Nights - US $5,632
Ski Chalet
10.0(40 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $1,200/Night
7 Nights - US $8,403
Ski Chalet
10.0(30 Reviews)
8 Bedrooms
4 Baths
22 Guests
4700 ft²
- Parking
- Skiing
- Balcony/Terrace
- Kitchen
US $1,612/Night
7 Nights - US $11,284
Ski Chalet
10.0(16 Reviews)
5 Bedrooms
2 Baths
8 Guests
2192 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $620/Night
7 Nights - US $4,343
Ski Chalet
10.0(16 Reviews)
3 Bedrooms
1 Bath
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $376/Night
7 Nights - US $2,630
Ski Chalet
10.0(12 Reviews)
7 Bedrooms
3 Baths
14 Guests
- Balcony/Terrace
- Internet
- Child Friendly
Laundry
US $1,419/Night
7 Nights - US $9,930
Ski Chalet
10.0(11 Reviews)
4 Bedrooms
1 Bath
8 Guests
1800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $503/Night
7 Nights - US $3,520
Ski Chalet
10.0(8 Reviews)
5 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $569/Night
7 Nights - US $3,985
Ski Chalet
10.0(5 Reviews)
3 Bedrooms
2 Baths
10 Guests
1900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $998/Night
7 Nights - US $6,985
Ski Chalet
10.0(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
2200 ft²
- Parking
- Spa
- Ocean View
- Balcony/Terrace
US $541/Night
7 Nights - US $3,790
Ski Chalet
10.0(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
US $419/Night
7 Nights - US $2,931
