Cabin
10.0(33 Reviews)
1 Bedroom
1 Bath
5 Guests
Kitchen
Air Conditioner
Internet
Pet Friendly
US $231/Night
7 Nights - US $1,614
Simpson Ski Chalets
10.0
House
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
527.43 ft²
Oceanfront
Hot Tub
Parking
Ocean View
US $439/Night
7 Nights - US $3,074
US $84/Night
7 Nights - US $585
House
10.0(30 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Parking
Balcony/Terrace- Kitchen
- Air Conditioner
US $168/Night
7 Nights - US $1,176
House
4 Bedrooms
1 Bath
12 Guests
1603.82 ft²
- Parking
View- Air Conditioner
- Internet
US $375/Night
7 Nights - US $2,625
Cabin
10.0(28 Reviews)
1 Bedroom
1 Bath
5 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $164/Night
7 Nights - US $1,150
House
4 Bedrooms
3 Baths
14 Guests
2400.35 ft²
- Parking
- Internet
- Pet Friendly
Security/Safety
US $277/Night
7 Nights - US $1,939
Apartment
10.0(25 Reviews)
1 Bedroom
1 Bath
2 Guests
530 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $318/Night
7 Nights - US $2,229
House
1 Bedroom
2 Baths
13 Guests
1862.16 ft²
- Parking
Pool- Air Conditioner
- Internet
US $216/Night
7 Nights - US $1,514
Cabin
10.0(9 Reviews)
2 Bedrooms
2 Baths
9 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $213/Night
7 Nights - US $1,491
New
House
1 Bedroom
1 Bath
2 Guests
796.53 ft²
- Hot Tub
- Parking
- Air Conditioner
- Internet
US $202/Night
7 Nights - US $1,411
Cabin
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $182/Night
7 Nights - US $1,272
Why Choose Rent By Owner for your Simpson 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 Simpson
How to Book Your Simpson 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 Simpson, IL
Hogg Hollow Winery
Glendale
Frequently Asked Questions About Simpson Rental Ski Chalets
1. What are the top Ski Chalets in Simpson?
There are a lot of options in Simpson. If you plan on staying in the Simpson area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Simpson:
- 3 bedroom 2 bathroom home on 14 acres in a peaceful, relaxing setting.
- Biking on Tunnel Hill State Trail - Solitude - Peaceful - Quiet
- Dickson Trails to Adventure, Charming 2-Bedroom House in Vienna
- Pet-Friendly Vienna Cabin w/Screened-In Porch!
- Family-Friendly 3BR Home w/Bunk Room & Yard
- Cozy 1-bedroom apartment in perfect Vienna close to shops and food
- Charming 2-bedroom barn-style home nestled on 6 acres in delightful Vienna
- 161 year old home full of history and charm
- Fireplace + Fire Pit + Shaded Deck
- Millstone Cottage, Southern Illinois.
2. How many Ski Chalets are available in Simpson?
Currently, the total number of properties listed by RBO in 2026 is over 59 in the Simpson area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Simpson.
More Rentals You May Like Near Simpson
Other
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Parking
- Air Conditioner
- Internet
- Security/Safety
US $219/Night
7 Nights - US $1,533
Cabin
9.6(8 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $267/Night
7 Nights - US $1,866
Cabin
9.4(16 Reviews)
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
Bedding/Linens
US $132/Night
7 Nights - US $927
House
10.0(98 Reviews)
3 Bedrooms
2 Baths
9 Guests
1300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $164/Night
7 Nights - US $1,150
House
10.0(21 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $605/Night
7 Nights - US $4,236
House
10.0(10 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $341/Night
7 Nights - US $2,386
Cabin
10.0(1 Review)
3 Bedrooms
1 Bath
11 Guests
1680 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $422/Night
7 Nights - US $2,954
House
9.8(81 Reviews)
4 Bedrooms
2 Baths
10 Guests
2500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $238/Night
7 Nights - US $1,669
Cabin
9.4(37 Reviews)
3 Bedrooms
1 Bath
4 Guests
Breakfast- Parking
- Balcony/Terrace
- Kitchen
US $161/Night
7 Nights - US $1,128
New
Cabin
9.2(17 Reviews)
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
Child Friendly
US $143/Night
7 Nights - US $1,002
Cottage
10.0(97 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $153/Night
7 Nights - US $1,073
House
10.0(60 Reviews)
3 Bedrooms
3 Baths
10 Guests
1800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $413/Night
7 Nights - US $2,891
