Winterset Villa Rentals

We compare villas and rental homes from owners across Booking.com, Vrbo and Expedia.

Destination
Dates
Guests
Search
  • Up-front pricing
  • No markup
  • Trusted partners

Compare Villas, Resorts, & Rentals in Winterset

54 villas and rentals
Sort by
See More Properties

Luxury Places to Stay in Winterset

Over 45+ Luxury Places to Stay in or Near Winterset
See More Properties

Top-Rated Villas with a Pool in Winterset

Over 5+ Top-Rated Private Villas with a Pool in or Near Winterset
See More Properties

Pet-Friendly Villas in Winterset

Over 4+ Pet-Friendly Private Villas in or Near Winterset
See More Properties

Large Private Villas in Winterset

Over 3+ Large Villas in or Near Winterset for Groups and Families
See More Properties

Winterset Villas, Airbnb and Holiday Homes Under $200

Over 19+ Winterset Private Villas, Airbnb and Holiday Homes Under $200
See More Properties

Instantly Bookable Villa Rentals in Winterset

Over 7+ Instantly Bookable Private Villas in or Near Winterset
See More Properties

Book a Last Minute Place to Stay in Winterset

About Winterset Vacation Rentals

There are more than 54 incredible getaway rentals that are available in Winterset. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Winterset.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Winterset, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Winterset. Places to stay near Winterset are 630.52 ft² on average, with prices averaging CA $345 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Winterset. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Winterset, IA


Madison County 91 Properties
Roseman Bridge 35 Properties
Patterson 35 Properties
Pammel Park 31 Properties
The Winterset Stage 26 Properties
Hogback Bridge 25 Properties
Cedar Bridge 25 Properties
Madison County Courthouse 24 Properties
John Wayne Birthplace Museum 24 Properties
Clark Tower 24 Properties
Holliwell Bridge 24 Properties

There are 15 hotels in Winterset and 32 rentals

Recently Booked Hotels, Resorts, or Rentals in Winterset

Frequently Asked Questions About Winterset?

What are the top hotels or resorts in Winterset?

We provide an array of great vacation destinations in Winterset. If you are looking to stay in or around the Winterset area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Winterset:

How many hotels, resorts, or rentals are available in Winterset?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 54 in the Winterset area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Winterset.