Chester Ski Chalets
Apartment
10.0(286 Reviews)
1 Bedroom
1 Bath
4 Guests
630 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $193/Night
7 Nights - US $1,351
Apartment
10.0(14 Reviews)
9 Bedrooms
3 Baths
13 Guests
- Parking
- Air Conditioner
Internet
Pet Friendly
US $177/Night
7 Nights - US $1,239
Bed & Breakfast
10.0(21 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Balcony/Terrace
- Air Conditioner
US $173/Night
7 Nights - US $1,214
House
10.0(71 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $179/Night
7 Nights - US $1,253
House
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
613.54 ft²
- Parking
- Balcony/Terrace
- Internet
Child Friendly
US $138/Night
7 Nights - US $966
House
10.0(58 Reviews)
2 Bedrooms
3 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $235/Night
7 Nights - US $1,647
House
10.0(1 Review)
7 Bedrooms
4 Baths
18 Guests
6802.79 ft²
Private Pool
Private Beach- Parking
Pool
US $1,413/Night
7 Nights - US $9,891
Cottage
10.0(43 Reviews)
2 Bedrooms
1 Bath
4 Guests
784 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $218/Night
7 Nights - US $1,526
Apartment
9.7(8 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $213/Night
7 Nights - US $1,493
Cottage
10.0(39 Reviews)
1 Bedroom
1 Bath
4 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $184/Night
7 Nights - US $1,290
Apartment
9.7(3 Reviews)
7 Bedrooms
1 Bath
4 Guests
904.17 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $204/Night
7 Nights - US $1,428
House
10.0(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
610 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $144/Night
7 Nights - US $1,005
Why Choose Rent By Owner for your Chester 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 Chester
How to Book Your Chester 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.
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 Chester, IL
Memorial Hospital
Elzie C. Segar Memorial Park
Popeye Museum
Chester Skating Rink
Kaskaskia Bell
Mary's River Covered Bridge
Saint Mary
Bremen
Prairie du Rocher
Sparta
Misselhorn Art Gallery
Baldwin
Chester Ski Chalets Frequently Asked Questions
1. What are the top Ski Chalets in Chester?
There are a lot of options in Chester. If you plan on staying in the Chester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Chester:
- Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist
- The 1801 House: A beautiful historic home in the Ste Genevieve Historic District
- Secluded Cabin with Heated Pool, hot tub, fireplace & so much more
- Gorgeous Historic Victorian - 4 bedrooms 2 bathrooms - 4 Blocks Walk to Town
- Elegant 3BR in the Heart of Historic Ste Genevieve
- Missouri Castle w/Private Lake, Pool & 100 Acres!
- Charming modern farmhouse - four miles from WSRC
- The Atrium - A Boutique Hotel - Suite 11
- Entire Private Home in Perryville, MO
- Gorgeous, downtown house!
2. How many Ski Chalets are available in Chester?
Currently, the total number of properties listed by RBO in 2026 is over 117 in the Chester area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Chester.
More Rentals You May Like Near Chester
House
9.5(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1797.57 ft²
Hot Tub- Parking
- Balcony/Terrace
- Internet
US $268/Night
7 Nights - US $1,876
Cottage
10.0(9 Reviews)
1 Bedroom
1 Bath
4 Guests
- Child Friendly
Security/Safety
US $138/Night
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Apartment
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
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- Internet
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Apartment
10.0(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
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US $317/Night
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House
10.0(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $190/Night
7 Nights - US $1,331
Cabin
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Laundry
US $529/Night
7 Nights - US $3,706
Cabin
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
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- Kitchen
US $529/Night
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House
9.8(63 Reviews)
2 Bedrooms
1 Bath
6 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $214/Night
7 Nights - US $1,495
Apartment
1 Bedroom
1 Bath
4 Guests
538 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $319/Night
7 Nights - US $2,232
Apartment
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $261/Night
7 Nights - US $1,830
Hotel
10.0(4 Reviews)
1 Bath
344 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $165/Night
7 Nights - US $1,154
Hotel
9.6(4 Reviews)
1 Bath
344 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $177/Night
7 Nights - US $1,242
