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Simpson Ski Chalets

10.0
Exceptional
(21 Reviews)
530 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
ZA R7,385/Night For 7 Nights ZA R51,703
New
1603.82 ft² 12 Guests 4 Bedrooms 1 Bathroom
Free Cancellation House
  • Fireplace/Heating
  • View
  • Air Conditioner
ZA R8,243/Night For 7 Nights ZA R57,700
7.2
Very Good
(358 Reviews)
1 Bedroom 1 Bathroom
Couples Retreat Hotel
  • Pool
  • Breakfast
  • Parking
ZA R1,436/Night For 7 Nights ZA R10,046
10.0
Exceptional
(21 Reviews)
5 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
ZA R1,824/Night For 7 Nights ZA R12,766
New
527.43 ft² 2 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
ZA R7,197/Night For 7 Nights ZA R50,375
10.0
Exceptional
(19 Reviews)
1200 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R3,039/Night For 7 Nights ZA R21,271
New
2400.35 ft² 14 Guests 4 Bedrooms 3 Bathrooms
House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
ZA R4,539/Night For 7 Nights ZA R31,775
10.0
Exceptional
(14 Reviews)
5 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
ZA R3,126/Night For 7 Nights ZA R21,877
New
355.21 ft² 2 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Hot Tub
  • Fireplace/Heating
  • View
ZA R8,834/Night For 7 Nights ZA R61,830
10.0
Exceptional
(12 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly RV Rental
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R3,566/Night For 7 Nights ZA R24,958
New
753.47 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Parking
  • Air Conditioner
ZA R2,180/Night For 7 Nights ZA R15,257
10.0
Exceptional
(1 Review)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R2,613/Night For 7 Nights ZA R18,288

Why Choose Rent By Owner for your Simpson Ski Chalets?

What makes our Ski Chalets special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Simpson

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.

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

Frequently Asked Questions About Simpson Rental Ski Chalets

2. How many Ski Chalets are available in Simpson?

Currently, the total number of properties listed by RBO in 2026 is over 53 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

6.0
Good
(101 Reviews)
190.16 ft² 16 Guests 41 Bedrooms 6 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
ZA R1,314/Night For 7 Nights ZA R9,193
10.0
Exceptional
(1 Review)
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
ZA R2,171/Night For 7 Nights ZA R15,191
9.6
Exceptional
(5 Reviews)
8 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
ZA R3,355/Night For 7 Nights ZA R23,483
4.0
Average
(1 Review)
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
ZA R2,015/Night For 7 Nights ZA R14,110
10.0
Exceptional
(93 Reviews)
1300 ft² 9 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R2,316/Night For 7 Nights ZA R16,207
10.0
Exceptional
(34 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R4,524/Night For 7 Nights ZA R31,661
9.6
Exceptional
(23 Reviews)
5 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
ZA R2,191/Night For 7 Nights ZA R15,339
New
1680 ft² 11 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Pool
ZA R5,233/Night For 7 Nights ZA R36,626
New
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
ZA R4,637/Night For 7 Nights ZA R32,464
10.0
Exceptional
(75 Reviews)
2500 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R3,121/Night For 7 Nights ZA R21,845
10.0
Exceptional
(18 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Other
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
ZA R6,947/Night For 7 Nights ZA R48,622
10.0
Exceptional
(7 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R3,605/Night For 7 Nights ZA R25,237