Highwood Ski Chalets
New
House
4 Bedrooms
2 Baths
8 Guests
132 ft²
Pet Friendly
Kitchen
Air Conditioner
Internet
AU $685/Night
7 Nights - AU $4,798
Apartment
4 Bedrooms
2 Baths
11 Guests
2066.67 ft²
Fireplace/Heating- Pet Friendly
- Air Conditioner
- Internet
AU $765/Night
7 Nights - AU $5,358
House
4 Bedrooms
3 Baths
11 Guests
1206 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
Parking
AU $600/Night
7 Nights - AU $4,203
Apartment
1 Bedroom
1 Bath
11 Guests
2066.67 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
AU $759/Night
7 Nights - AU $5,312
New
Apartment
2 Bedrooms
1 Bath
4 Guests
667 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $258/Night
7 Nights - AU $1,806
Apartment
2 Bedrooms
1 Bath
7 Guests
753.47 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
AU $430/Night
7 Nights - AU $3,012
Cottage
10.0(28 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
Ocean View
Balcony/Terrace
View
AU $458/Night
7 Nights - AU $3,206
House
4 Bedrooms
2 Baths
8 Guests
129.17 ft²
- Pet Friendly
- Air Conditioner
- Internet
Child Friendly
AU $747/Night
7 Nights - AU $5,230
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1320 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $327/Night
7 Nights - AU $2,291
House
10.0(1 Review)
2 Bedrooms
2 Baths
2 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $467/Night
7 Nights - AU $3,272
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
AU $163/Night
7 Nights - AU $1,138
Apartment
9.4(3 Reviews)
2 Bedrooms
1 Bath
7 Guests
743 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $394/Night
7 Nights - AU $2,755
Why Choose Rent By Owner for your Highwood 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 Highwood
How to Book Your Highwood 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 Highwood
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
Frequently Asked Questions About Highwood Rental Ski Chalets
1. What are the top Ski Chalets in Highwood?
There are a lot of options in Highwood. If you plan on staying in the Highwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Highwood:
- Mid-century modern turned MODERN. Close to all the attractions that Chicago has.
- Modern 4BD 2BA Home Near Downtown/Metra
- Highwood Haven- 4 Bedrooms Steps to Train station!
- Comfort in Highwood- 4 BRs & steps to the train!
- Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits
- Serene Home! 6 Bed&4.5 Bath w/Kids den, Steam shower, Hot tub, Theatre, Bar..
- Entire home, close to Ravinia Festival, Lake, Town, and Train to the city.
- Picturesque! Mid Mod Home - 20min from Chicago!
- The Sunset Manor - Luxe Mansion for Serene retreat
- Chic Studio - In Downtown Highland Park, by Metra
2. How many Ski Chalets are available in Highwood?
Currently, the total number of properties listed by RBO in 2026 is over 40 in the Highwood area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Highwood.
More Rentals You May Like Near Highwood
Apartment
8.4(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
AU $268/Night
7 Nights - AU $1,876
Apartment
8.0(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $245/Night
7 Nights - AU $1,719
Apartment
2.0(1 Review)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
AU $229/Night
7 Nights - AU $1,602
Apartment
2 Bedrooms
1 Bath
7 Guests
700 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
AU $244/Night
7 Nights - AU $1,709
House
10.0(6 Reviews)
3 Bedrooms
4 Baths
7 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $768/Night
7 Nights - AU $5,375
House
10.0(5 Reviews)
5 Bedrooms
4 Baths
10 Guests
5000 ft²
- Air Conditioner
- Internet
- Child Friendly
Laundry
AU $1,350/Night
7 Nights - AU $9,447
House
10.0(1 Review)
4 Bedrooms
5 Baths
7 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
AU $1,118/Night
7 Nights - AU $7,823
Cottage
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
1650 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $904/Night
7 Nights - AU $6,327
Apartment
10.0(1 Review)
4 Bedrooms
2 Baths
11 Guests
2067 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $579/Night
7 Nights - AU $4,055
House
9.6(51 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $712/Night
7 Nights - AU $4,984
House
4 Bedrooms
4 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Air Conditioner
AU $4,533/Night
7 Nights - AU $31,731
Apartment
1 Bedroom
1 Bath
11 Guests
2067 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $659/Night
7 Nights - AU $4,611
