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Charming Winterset Vacation Rental w/ Yard & Patio

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Winterset Vacation Rental | 4BR | 1.5BA | 2,000 Sq Ft | Stairs Required
Living Room | Central Air Conditioning & Heating | 1st Floor
Dining Room | Coffee Station | 1st Floor
Living Room | Smart TV | Electric Fireplace | 1st Floor
Living area

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area
4 bedrooms1+ bathroomSleeps 8185.8 sq m

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue
  • Deck or patio

Explore the area

View map
Winterset, IA
  • Place, Madison County Courthouse
    ‪5 min walk‬
  • Place, John Wayne Birthplace Museum
    ‪8 min walk‬
  • Place, Cutler-Donahoe Covered Bridge
    ‪16 min walk‬
  • Airport, Des Moines, IA (DSM-Des Moines Intl.)
    ‪37 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

1 bathroom, 1 half bathroom

Full Bathroom

Half Bathroom

Spaces

Deck or patio
Kitchen
Separate dining area
Garden

About this property

Charming Winterset Vacation Rental w/ Yard & Patio

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

OUTDOOR SPACE: Unfenced yard, outdoor dining, covered porch, porch swing, BBQ utensils
INDOOR LIVING: 49” Smart TV w/ premium cable, electric fireplace, 6-person dining table, books, board games, ceiling fans, walk-in shower, black-out shades, children’s books & toys
KITCHEN: Stove/oven, microwave, dishwasher, refrigerator w/ ice maker, dishware/flatware, Keurig single-serve coffee maker, French press, drip coffee maker, Crockpot, baking sheets, wine glasses
GENERAL: Free WiFi, washer/dryer, linens/towels, complimentary toiletries, central air conditioning/heating, hair dryer, iron/board, window guards, outlet covers
ACCESSIBILITY: 2-story home, stairs required
PARKING: Driveway (3 vehicles)

-- THE LOCATION --

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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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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 Pammel State Park and Southbridge Park, while John Wayne Birthplace Museum and Bob Feller Museum are cultural highlights.
View more Holiday homes in WintersetOpens in a new window
Map
Winterset, IA

What's nearby

  • Madison County Courthouse - 5 min walk - 0.4 km
  • 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 - ‬10 min walk
  • ‪McDonald’s - ‬15 min walk
  • ‪Casey's General Store - ‬17 min walk
  • ‪Petite Cafe - ‬5 min walk
  • ‪Urban Taproom & Grill - ‬16 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 May 2026, prices found for a 1-night stay for 2 adults at Charming Winterset Vacation Rental w/ Yard & Patio on 21 Aug 2026 start from AU$257, 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. Pammel State Park 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 35 out of 37 reviews
Rating 8 - Good. 2 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mikal P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay, highly recommend!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Travis H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great responsiveness from the host and it was a beautiful property
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Nancy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is beautiful, well stocked with what we needed and conveniently located.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Marilee N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Wray W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Get Away

Super easy to work with and great location!
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

Stacey N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming home close to town
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Heather B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Chris J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and perfect for a group stay

Our group stayed here while attending a local quilt retreat. We had plenty of room and enjoyed the central location.
Stayed 2 nights in Nov 2023
Verified

10/10 Excellent

Joyce B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

T S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family weekend

House with character, clean and great location
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

Angela H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice furnishings and home!
Stayed 2 nights in Sep 2025
From a partner site

10/10 Excellent

Rebecca

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.
Verified

10/10 Excellent

jeanine m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jun 2025
Verified

8/10 Good

Lavonne W.

Liked: Check-in, communication, location, listing accuracy

Location

Location and space was great we had a good time.with 8 adults it would have been nice to have 8 bath towels.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Robert G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming Bungalow

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
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Heather B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home!

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.
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Sara T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Halfway meeting place

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.
Stayed 2 nights in May 2023
Verified

10/10 Excellent

April S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location and very spacious

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
Stayed 6 nights in Dec 2023
Verified

10/10 Excellent

Ilene M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

BEAUTIFUL HOME

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.
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Marnie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great bungalow!

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!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Terry P.

Liked: Cleanliness, check-in, communication, listing accuracy

Our stay

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
Stayed 1 night in Jun 2023
Verified

10/10 Excellent

Joleen W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bungalow was perfect fit!

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❤️
Stayed 4 nights in Nov 2021
From a partner site

10/10 Excellent

Vicki

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.
Verified

10/10 Excellent

Rhonda W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely Perfect

We stayed for 3 days in this beautiful home. The host are great. It was immaculately clean. Beautiful high end updates, but still maintain the character of this great bungalow. Only thing I would add, would be some comfy cushions for the chairs on the front porch. We will definitely plan another trip for the spring.
Stayed 2 nights in Aug 2022
Verified

10/10 Excellent

Nick K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot in Winterset

We had an absolutely wonderful time staying at this property in Winterset, Iowa! The house was not only clean and comfortable but also full of charm and character that made us feel right at home. The location is perfect, close enough to explore the town’s historic landmarks, including the covered bridges and the John Wayne Birthplace Museum. The home had all the amenities we needed for a relaxing stay, including a fully equipped kitchen, cozy living space, and comfortable beds. We particularly loved spending time on the porch in the evenings, soaking in the quiet surroundings. The hosts were incredibly welcoming and responsive, ensuring that we had everything we needed during our stay.
Stayed 2 nights in Oct 2024

About the host

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