South Side Ski Chalets
New
Hotel
2 Baths
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
Unlock the Best Price
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
8611.13 ft²
- Fireplace/Heating
Pet Friendly- Parking
Air Conditioner
US $443/Night
7 Nights - US $3,103
Hotel
9.6(1004 Reviews)
1 Bath
Breakfast- Kitchen
- Parking
- Air Conditioner
US $284/Night
7 Nights - US $1,989
New
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,318/Night
7 Nights - US $9,224
Apartment
10.0(3 Reviews)
6 Bedrooms
4 Baths
12 Guests
1851.39 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $1,136/Night
7 Nights - US $7,951
New
Hotel
4 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $985/Night
7 Nights - US $6,895
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $434/Night
7 Nights - US $3,041
New
Hotel
3 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $985/Night
7 Nights - US $6,893
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $817/Night
7 Nights - US $5,722
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $691/Night
7 Nights - US $4,839
Apartment
10.0(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
1937.5 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $772/Night
7 Nights - US $5,404
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $654/Night
7 Nights - US $4,578
Why Choose Rent By Owner for your South Side 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 South Side
How to Book Your South Side 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 South Side
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 South Side, IL
Dearborn Park
Film Row Cinema
Gen. John Logan Memorial
Ping Tom Memorial Park
Field Museum of Natural History
Olmec Head No 8
John G. Shedd Aquarium
National Vietnam Veterans Art Museum
Chinatown
South Loop
Near South Side
Prairie District
Frequently Asked Questions About South Side Rental Ski Chalets
1. What are the top Ski Chalets in South Side?
There are a lot of options in South Side. If you plan on staying in the South Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in South Side:
- 1 #33 - 4 Bedroom/2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
- McCormick South Loop 2BR Suite Near Soldier Field & Museum Campus
- Comfy 3BR Chicago Retreat 420 Friendly Unit Near McCormick Place & Soldier Field
- Spacious 3BR Corner Family Oasis Near McCormick Place & Soldier Field
- McCormick 6B/4Ba Luxury Suite for groups/12 guests
- McCormick Apt 3BR Corner Oasis Near Soldier Field & Museum Campus
- Spacious 5BR Luxury Suite Near McCormick Place, Soldier Field & Grant Park
- Spacious 3BR · Bronzeville/South Loop · Sleeps 8
- McCormick 3B/2Ba Family Oasis up to 8 guests with Parking-Optional/Gym/Patio
- McCormick Place Patio skyline 2b/2b with optional Parking for up to 6 people
2. How many Ski Chalets are available in South Side?
Currently, the total number of properties listed by RBO in 2026 is over 588 in the South Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in South Side.
More Rentals You May Like Near South Side
Apartment
10.0(1 Review)
6 Bedrooms
3 Baths
12 Guests
2723.27 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $1,181/Night
7 Nights - US $8,267
New
Hotel
2 Baths
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
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Hotel
1 Bath
- Fireplace/Heating
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New
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $458/Night
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New
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $389/Night
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New
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $373/Night
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New
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
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US $349/Night
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Condo
10.0(13 Reviews)
2 Bedrooms
2 Baths
5 Guests
689 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $604/Night
7 Nights - US $4,230
House
10.0(12 Reviews)
2 Bedrooms
2 Baths
5 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $699/Night
7 Nights - US $4,893
Condo
10.0(12 Reviews)
2 Bedrooms
3 Baths
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $618/Night
7 Nights - US $4,323
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $408/Night
7 Nights - US $2,853
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $405/Night
7 Nights - US $2,832
