Winterset, Iowa holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Winterset to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, such as parking and air conditioning. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find the best place to stay - Winterset

Peaceful farmhouse/private acreage with GIANT kitchen next to Holliwell Bridge

Sleeps 11 · 5 bedrooms · 2+ bathrooms

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Winterset

Roseman Bridge

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Travel to friendly Winterset

Learn about the unique charm of Winterset with a stay in a holiday home rental. This welcoming and trendy city is well known for its shopping, restaurants and bars. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Winterset

Do you want to find things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Winterset a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

West Grand Golf (18.2 mi / 29.2 km)
Willow Creek Golf Club (21 mi / 33.8 km)
Lake Ahquabi State Park (22.2 mi / 35.8 km)
Pump It Up (24.2 mi / 38.9 km)
Pammel State Park (4 mi / 6.4 km)
Penoach Winery (21.9 mi / 35.2 km)

Exploring the natural landscape of Winterset

Whether you're looking for fun outdoor activities or just want to take in the scenery, Winterset is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

Raccoon River Park (21.3 mi / 34.3 km)
Raccoon River Valley Trail (20.1 mi / 32.3 km)
Walnut Woods State Park (20.2 mi / 32.6 km)
Lake Ahquabi State Park (22.2 mi / 35.8 km)
Brenton Arboretum (22.7 mi / 36.5 km)
Pammel State Park (4 mi / 6.4 km)

Transport options to and around Winterset

The nearest airport is in Des Moines International Airport (DSM), located 23.5 mi (37.9 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Winterset?

The most popular types of holiday homes in Winterset are bungalows. After something a little different? Stayz has many options to match our guests' needs, so you'll see holiday homes in all sizes and shapes. The perfect fit is ready and waiting for you — grab yours today.

How much does it cost to rent a holiday home in Winterset?

A number of factors determine what you'll pay for a holiday home in Winterset, including the season, type of property and length of stay. However, all Stayz homes have one thing in common — exceptional value. Just add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Winterset?

Prices for beach houses in Winterset can differ depending on the size and style of the property and time of year you're travelling. Just enter your travel dates into Stayz and the number of guests to view your options and prices. From there you can use our filter tool to narrow your search by nearby activities, ratings, amenities and more.

What are popular home amenities in Winterset?

Nearby museums, a barbecue grill and a garden are the most popular home amenities in Winterset. Whether you plan to go by yourself, with a partner or a group of family members, Stayz will help you find a holiday home that fits your style with all the features you'll enjoy.

What are the top attractions for families in Winterset?

Keep the kids busy at these popular family-friendly attractions in Winterset:

Pammel State Park
Roseman Bridge
The Winterset Stage

How old do you have to be to rent a holiday home in Winterset?

The minimum age requirements can differ between properties on Stayz, so check the rules of the holiday home in Winterset you want to book. But normally, it's 16, 18 or 21.

How long can I rent a holiday home in Winterset for?

It's really down to the Winterset property. To browse a list of options offering extended stays, just type your dates and number of guests into Stayz. Enjoy having the whole property to yourself, along with the comforts of home like air conditioning, a fully-equipped kitchen and a yard to run around in. Be on the lookout for any long-term stays that offer weekly or monthly discounts.