Hillside Ski Chalets
House
10.0(21 Reviews)
2 Bedrooms
1 Bath
5 Guests
Hot Tub
Parking
Internet
Child Friendly
US $267/Night
7 Nights - US $1,872
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
2002.09 ft²
Fireplace/Heating- Parking
- Internet
- Child Friendly
US $244/Night
7 Nights - US $1,708
Condo
3.6(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
Pet Friendly
Kitchen- Parking
US $419/Night
7 Nights - US $2,930
Condo
10.0(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
Balcony/Terrace- Kitchen
- Parking
US $212/Night
7 Nights - US $1,483
House
3 Bedrooms
2 Baths
6 Guests
1603.82 ft²
- Fireplace/Heating
View- Pet Friendly
- Parking
US $444/Night
7 Nights - US $3,108
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
746 ft²
- Fireplace/Heating
Pool- Pet Friendly
- Kitchen
US $158/Night
7 Nights - US $1,106
House
3 Bedrooms
2 Baths
10 Guests
1851.39 ft²
- Fireplace/Heating
- View
- Parking
Air Conditioner
US $591/Night
7 Nights - US $4,140
Condo
9.6(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $211/Night
7 Nights - US $1,475
House
4 Bedrooms
2 Baths
10 Guests
2249.66 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $471/Night
7 Nights - US $3,295
House
9.4(22 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $332/Night
7 Nights - US $2,321
House
1 Bedroom
3 Baths
10 Guests
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $222/Night
7 Nights - US $1,554
Apartment
8.0(6 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $136/Night
7 Nights - US $949
Why Choose Rent By Owner for your Hillside 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 Hillside
How to Book Your Hillside 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 Hillside
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 Hillside, IL
South shore hospital
Frequently Asked Questions About Hillside Rental Ski Chalets
1. What are the top Ski Chalets in Hillside?
There are a lot of options in Hillside. If you plan on staying in the Hillside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Hillside:
- Fully Remodeled Large Home Ready for You & YourFamily to Enjoy
- Luxury Duplex Living in Westchester
- Elmhurst Gem – Ideal Mid-Term Rental, Top Location
- Modern 3BR Home w/Huge Backyard | LCP Collection
- PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
- A beautiful home in quiet Westchester
- Stylish Buckingham Getaway/Game Room, Fire Pit & Outdoor Lounge
- Le Méridien Chicago - Oakbrook Center
- Hyatt House Chicago Oak Brook
- The Drake Oak Brook, Autograph Collection
2. How many Ski Chalets are available in Hillside?
Currently, the total number of properties listed by RBO in 2026 is over 134 in the Hillside area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Hillside.
More Rentals You May Like Near Hillside
House
2 Bedrooms
1 Bath
4 Guests
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $138/Night
7 Nights - US $966
Apartment
8.0(1 Review)
2 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $459/Night
7 Nights - US $3,214
Condo
3.6(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
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New
House
1 Bedroom
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $582/Night
7 Nights - US $4,073
New
Apartment
1 Bedroom
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $498/Night
7 Nights - US $3,485
New
Apartment
1 Bedroom
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $412/Night
7 Nights - US $2,882
New
Apartment
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $266/Night
7 Nights - US $1,865
Condo
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $211/Night
7 Nights - US $1,474
Apartment
1 Bedroom
1 Bath
2 Guests
650 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
US $193/Night
7 Nights - US $1,351
Apartment
1 Bedroom
1 Bath
2 Guests
714 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
US $178/Night
7 Nights - US $1,246
Apartment
1 Bedroom
1 Bath
2 Guests
842 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
US $174/Night
7 Nights - US $1,218
Apartment
1 Bedroom
1 Bath
2 Guests
827 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $170/Night
7 Nights - US $1,190
