North Side Ski Chalets
Apartment
10.0(172 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
CA $590/Night
7 Nights - CA $4,127
Apartment
10.0(14 Reviews)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
Internet
Child Friendly
CA $362/Night
7 Nights - CA $2,533
Bed & Breakfast
10.0(527 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Parking
Air Conditioner
CA $262/Night
7 Nights - CA $1,835
New
House
10.0(15 Reviews)
6 Bedrooms
6 Baths
32 Guests
4000 ft²
Hot Tub- Fireplace/Heating
Ocean View- Balcony/Terrace
CA $1,896/Night
7 Nights - CA $13,274
Apartment
10.0(4 Reviews)
6 Bedrooms
2 Baths
20 Guests
3498.27 ft²
Private Beach- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,304/Night
7 Nights - CA $9,127
New
Apartment
10.0(2 Reviews)
3 Bedrooms
1 Bath
8 Guests
1250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $639/Night
7 Nights - CA $4,475
Apartment
10.0(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
1205.56 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
CA $584/Night
7 Nights - CA $4,090
Condo
9.6(135 Reviews)
3 Bedrooms
1 Bath
5 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $266/Night
7 Nights - CA $1,861
Apartment
10.0(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
1001.04 ft²
- Air Conditioner
- Internet
- Child Friendly
CA $731/Night
7 Nights - CA $5,116
New
Apartment
9.6(8 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
Laundry
CA $324/Night
7 Nights - CA $2,272
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1001.04 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
CA $1,177/Night
7 Nights - CA $8,238
Apartment
8.8(70 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $324/Night
7 Nights - CA $2,272
Why Choose Rent By Owner for your North 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 North Side
How to Book Your North 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 North 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 North Side, IL
Sheffield and DePaul
Park West
West Bucktown
North Center
Avondale
Lakeview
Lincoln Park
Old Town
Old Town Triangle
Logan Square
Lake View East
Wrigleyville
Frequently Asked Questions About North Side Rental Ski Chalets
1. What are the top Ski Chalets in North Side?
There are a lot of options in North Side. If you plan on staying in the North 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 North Side:
- Single Family Home! Sleeps 8 Lincoln Park/Lakeview
- Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
- Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
- Stunning Lincoln Park Single-Family House with Fantastic Game Room
- Large 4BR/3BA Safe Old Town Location Walk Everywhere
- Family-friendly, stylish Chicago Apartment in Logan Square
- 5 Bedroom Wrigleyville experience right by stadium
- PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES!
- Luxurious Four-Level Home with Personal Touches Everywhere
- Luxury House in the heart of Old Town with Parking
2. How many Ski Chalets are available in North Side?
Currently, the total number of properties listed by RBO in 2026 is over 1199 in the North Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in North Side.
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10.0(2 Reviews)
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10 Guests
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- Parking
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House
10.0(38 Reviews)
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10.0(22 Reviews)
2 Bedrooms
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- Fireplace/Heating
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Apartment
10.0(10 Reviews)
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