Winterset Vacation Rentals, Hotels, & Places to Stay
About Winterset Vacation Rentals
There are more than 54 places to stay that are available in Winterset. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Winterset.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. 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 Varoom's places in Winterset, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Winterset. Places to stay near Winterset are 667.59 ft² on average, with prices averaging US $240 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in Winterset. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Rental Accommodation Types in Winterset
| Type | Count |
|---|---|
| Vacation Homes | 26 |
| Holiday Apartments | 3 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Winterset
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Winterset today.
Weather in Winterset, IA
View the weather forecast for Winterset before booking your Winterset Vacation Rentals to confirm your best time to go.
Top Attractions Around Winterset, IA
Varoom offers a large selection of top attractions around Winterset . Research things to do on your vacation before you visit Winterset.
Other Places to Stay in Winterset, IA
Frequently Asked Questions About Winterset?
What are the top vacation rentals in Winterset?
We have scoured the web to find you options in Winterset. If you plan on staying near or in the Winterset area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Winterset:
- The Roost at Speckled Hen Farms.
- Entire farmhouse in the country
- Renovated Cottage on Court: 3 blocks to historic downtown square
- Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups!
- New Build with Fab Design! Theater/Game Room Great for groups! Sleeps 12!
- The Little Brick House - Walkable to the Square Dining & Shopping
- Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
- Pickleball Barn Hot Tub Firepit Sleeps 14 Family Retreat
- Modern home on acreage with pond, trails, rolling hills, and sunset views
- Designer 4BR-New Build! Giant TV, Great for Groups/Families
Which vacation homes in Winterset are best for families?
If you are looking for a place to stay that is family-friendly in Winterset, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Winterset:
- Renovated Cottage on Court: 3 blocks to historic downtown square
- Covered Bridge Inn
- ToyHauler 5th Wheel in the country
How many Varoom vacation rentals are available in Winterset?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 54 in the Winterset area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Winterset.