Winterset Ski Chalets
House
10.0(40 Reviews)
4 Bedrooms
1 Bath
8 Guests
2000 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $320/Night
7 Nights - US $2,241
House
9.5(4 Reviews)
4 Bedrooms
2 Baths
8 Guests
2002.09 ft²
- Parking
- Balcony/Terrace
Internet
Child Friendly
US $137/Night
7 Nights - US $959
Hotel
9.2(763 Reviews)
1 Bath
Breakfast- Parking
- Kitchen
- Air Conditioner
US $137/Night
7 Nights - US $959
House
10.0(30 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $315/Night
7 Nights - US $2,206
Apartment
9.2(21 Reviews)
3 Bedrooms
1 Bath
6 Guests
1194.79 ft²
Oceanfront- Parking
Ocean View- Balcony/Terrace
US $87/Night
7 Nights - US $606
Hotel
9.2(171 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $162/Night
7 Nights - US $1,135
House
10.0(28 Reviews)
4 Bedrooms
2 Baths
8 Guests
3200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $422/Night
7 Nights - US $2,953
House
2 Bedrooms
3 Baths
10 Guests
1356.25 ft²
- Parking
View- Air Conditioner
- Internet
US $341/Night
7 Nights - US $2,390
Cottage
10.0(22 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $202/Night
7 Nights - US $1,411
Hotel
8.9(224 Reviews)
1 Bath
477.91 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $138/Night
7 Nights - US $964
House
10.0(21 Reviews)
5 Bedrooms
2 Baths
12 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $314/Night
7 Nights - US $2,200
Hotel
8.5(108 Reviews)
7 Baths
290.62 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $102/Night
7 Nights - US $711
Why Choose Rent By Owner for your Winterset 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 Winterset
How to Book Your Winterset 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 Winterset
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 Winterset, IA
Roseman Bridge
Patterson
Pammel Park
The Winterset Stage
Hogback Bridge
Cedar Bridge
Madison County
Madison County Courthouse
John Wayne Birthplace Museum
Clark Tower
Holliwell Bridge
Winterset Ski Chalets Frequently Asked Questions
1. What are the top Ski Chalets in Winterset?
There are a lot of options in Winterset. If you plan on staying in the Winterset area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Winterset:
2. How many Ski Chalets are available in Winterset?
Currently, the total number of properties listed by RBO in 2026 is over 25 in the Winterset area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Winterset.
More Rentals You May Like Near Winterset
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10.0(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Air Conditioner
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House
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House
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6 Guests
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Apartment
10.0(1 Review)
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New
Condo
2 Bedrooms
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6 Guests
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US $199/Night
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House
10.0(23 Reviews)
4 Bedrooms
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8 Guests
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- Internet
US $195/Night
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House
5.0(9 Reviews)
3 Bedrooms
2 Baths
10 Guests
2400 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $250/Night
7 Nights - US $1,750
House
5.0(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Air Conditioner
Bedding/Linens
US $175/Night
7 Nights - US $1,225
House
1 Bedroom
1 Bath
7 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $223/Night
7 Nights - US $1,563
Cabin
1 Bedroom
1 Bath
5 Guests
500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $183/Night
7 Nights - US $1,280
Apartment
2 Bedrooms
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5 Guests
- Child Friendly
US $105/Night
7 Nights - US $735
