Venture to historical Winterset, Iowa, and cherish the comforts of this 4-bedroom, 1.5-bath vacation rental house. ‘The Bungalow in Winterset’ offers a full kitchen, Smart TV, and a yard with a gas grill. You'll be at the heart of it all, with close proximity to must-visit spots like the John Wayne Birthplace Museum, the Covered Bridges Scenic Byway, and the Madison County Historical Society. After a day of exploration, let the kids play in the game room while you unwind by the fireplace.
-- THE PROPERTY --
Gas Grill (Propane Provided) | Electric Fireplace | 38 Mi to Des Moines
Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Beds
MUSEUMS: Iowa Quilt Museum (0.3 miles), John Wayne Birthplace Museum (0.3 miles), John Wayne Birth House (0.4 miles), Madison County Historical Society (0.9 miles), Des Moines Children's Museum (29 miles) FAMILY FUN: The Iowa Theatre (0.2 miles), English Hedge Maze (1 mile), Adel Family Fun Center (20 miles), Chuck E. Cheese (30 miles), Pump It Up Urbandale Kids Birthdays and More (31 miles), Family Fun Center (37 miles) PARKS & TRAILS: Winterset City Park (0.9 miles), Madison County Park (1 mile), Middle River Park (2 miles), Cedar Lake Nature Trail East Trailhead (3 miles), Guye Woods County Park (8 miles), Fellowship Forest (8 miles) BREWERIES/WINERIES: 1st Down Brewing Co. (0.3 miles), Covered Bridges Winery (5 miles), Winterset Cidery (5 miles), BIG RACK BREW HAUS (8 miles), Madison Country Winery (10 miles), Barn Town Brewing (26 miles), Peace Tree Brewing Co. - Des Moines Branch (36 miles) AIRPORT: Winterset Municipal Airport (3 miles), Des Moines International Airport (33 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The 2-story home requires interior stairs to access the 2nd floor
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Winterset
Winterset is home to this holiday home. The area's natural beauty can be seen at Badger Creek State Recreation Area and Island Park, while John Wayne Birthplace Museum and Bob Feller Museum are cultural highlights.
John Wayne Birthplace Museum - 8 min walk - 0.7 km
Cutler-Donahoe Covered Bridge - 16 min walk - 1.4 km
Rotary Hedge Maze - 16 min walk - 1.4 km
The Winterset Stage - 17 min walk - 1.5 km
Getting around
Des Moines International Airport (DSM) - 43 min drive
Restaurants
Casey's General Store - 17 min walk
Casey's General Store - 10 min walk
McDonald’s - 15 min walk
Petite Cafe - 5 min walk
The Sports Page - 11 min walk
Frequently asked questions
Is Charming Winterset Vacation Rental w/ Yard & Patio pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Charming Winterset Vacation Rental w/ Yard & Patio?
As of 1 Jun, 2026, prices found for a 1-night stay for 2 adults at Charming Winterset Vacation Rental w/ Yard & Patio on 13 Sept, 2026 start from S$245, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Charming Winterset Vacation Rental w/ Yard & Patio?
On-site parking is available at the property.
What time is check-in at Charming Winterset Vacation Rental w/ Yard & Patio?
Check-in begins at 4:00 PM.
What time is check-out at Charming Winterset Vacation Rental w/ Yard & Patio?
Checkout is at 11:00 AM.
Where is Charming Winterset Vacation Rental w/ Yard & Patio located?
Situated in Winterset, this holiday home is within a 10-minute walk of Madison County Courthouse and John Wayne Birthplace Museum. Hogback Bridge and Roseman Bridge are also within 12 miles (20 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The Bungalow was great!! Had everything we needed and felt homey and welcoming! The weather was not great, but it didn’t keep us from taking in the historic downtown area that was filled with great little shops and restaurants! It was our favorite girls trip despite the unusual cold, wet weather!
Marilee N.
Stayed 2 nights in Nov 2025
Response from VrboOwner on 24 Nov, 2025
I'm so glad you came to stay at The Bungalow! Thank you for the 5-star review. We hope you'll come back to Winterset when the weather is better and have even more fun!
House was great for our stay, plenty of space. Kitchen was well outfitted, both rooms were nice. Hosts were super helpful and responsive, highly recommend
This charming bungalow has become a special tradition for our family. We’ve stayed here three years in a row, and it truly feels like a home away from home. The house is beautifully decorated for Christmas, filled with lovely antiques, and has such a cozy, welcoming feel. Every detail is thoughtful, and the space is both comfortable and inviting.Our stay was absolutely perfect, and we look forward to returning again in the future. Highly recommend to anyone visiting Winterset — this place is a gem.
Heather B.
Stayed 2 nights in Dec 2025
Response from VrboOwner on 22 Dec, 2025
Thank you for the 5-star review, Heather! We love it that you come back to the Bungalow and enjoy the holidays! Hope you'll return again next year, too! ~ Heather
This was a great house for 4 of us. We've stayed in many VRBO's, and this was one of the best. It was clean and well equipped. It had a wonderful coffee bar set up and ready to go. We sat out on the porch and watched it rain.
Comfortable and a great place for friends to be together
This was our fourth stay at the Bungalow and we really enjoyed it. It was a great place for our group to eat together after a day of working on quilts and other creative endeavors. It was very clean and had most everything we needed. The beds were comfortable and the location was quiet. Our hosts are always responsive to our suggestions and questions.
Rebecca
Response from VrboOwner on 4 Aug, 2025
Thanks for coming back, Rebecca! We're so glad you feel at home in the Bungalow and return! Appreciate the feedback for adding a lamp - we'll get one in there! ~ Heather
My two friends and I had the best time here. We didn’t want to leave! The property is beautiful and well maintained! Our favorite activity on the trip was sitting on the front porch! We would highly recommend booking your trip here.
Clean, Great location, wonderfully furnished and very comfortable. Would highly recommend this location to anyone staying in the Winterset Iowa area.
We all Loved Loved Loved it
My family stayed at this beautiful home while visiting Winterset. The home is gorgeous and has great antique details. Easy walk to the square. Great communication with owners.
This home was perfect for meeting a friend that I had not seen for a long time. It is in a perfect location and Winterset has so much to offer. Thank you for your hospitality.
House is exactly as shown in the pics. Hosts were very responsive and easy to work with. Heather was great host. We have stayed in Heathers home multiple times and will definitely use again
What a beautiful home. It was even better than we could have hoped for. We immediately felt at home. Two grandsons, 7 & 4, loved the play area and toys for all ages.
We were in town for my nephews wedding. We all love fairly close to Winterset but staying in this house in Winterset made it so much to get done what we needed to get done for the weekend. Great house with lots of charm and a great front porch! My family and I enjoyed it very much. Highly recommend!
Great old home with really nice ambiance.Overall very good but ice in freezer would have been great and perhaps a few seat cushions on front porch chairs. thanks terry pruett
What amazing experience staying at the bungalow was. It was great for our family. We were attending a funeral at the veterans cemetery and it was convenient for us. It was my mom myself and husband and my sister and her husband. All the rooms were beautifully decorated and felt like a home away from home❤️
Joleen W.
Stayed 4 nights in Nov 2021
From a partner site
10/10 Excellent
Vicki
16 May, 2025
Perfect Trip
The Bungalow is a quaint, authentic little home which sits just a few blocks from downtown Winterset -- central to everything. Our host, Heather, was very responsive and helpful. House was very clean and uncluttered. Loved the books about the area as well as the Covered Bridges. I was able to finish the sequel book to Covered Bridges called "A Thousand Country Roads" -- didn't even know it existed -- while I was there for 3 nights and 4 days. If for some reason, we would be in the Winterset area again, I would absolutely try to book the Bugalow.
Vicki
Response from VrboOwner on 21 Jun, 2025
Thank you for staying at The Bungalow, Vicki, and thank you for your thoughts on what we can do, additionally. It's very helpful to get that feedback from guests and we appreciate it.