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Charming Winterset Vacation Rental w/ Yard & Patio

Winterset vacation home with kitchen

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Photo gallery for Charming Winterset Vacation Rental w/ Yard & Patio

Dining
Exterior
Outdoor dining
Interior
Fridge, microwave, stovetop, dishwasher

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 82000 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Winterset, IA
  • Place, Madison County Courthouse
    ‪5 min walk‬
  • Place, John Wayne Birthplace Museum
    ‪8 min walk‬
  • Place, The Winterset Stage
    ‪17 min walk‬
  • Airport, Des Moines, IA (DSM-Des Moines Intl.)
    ‪37 min drive‬

Room options

About the neighborhood

Winterset

In Winterset .Your stay at this Winterset vacation home places you within a 10-minute walk of Madison County Courthouse and John Wayne Birthplace Museum. Hogback Bridge is within 6 miles (10 km) and Roseman Bridge is within 12 miles (20 km).
View more Vacation Homes in WintersetOpens in a new window

What's nearby

  • Madison County Courthouse - 5 min walk - 0.3 miles
  • John Wayne Birthplace Museum - 8 min walk - 0.5 miles
  • Cutler-Donahoe Covered Bridge - 16 min walk - 0.9 miles
  • Rotary Hedge Maze - 16 min walk - 0.9 miles
  • The Winterset Stage - 17 min walk - 0.9 miles

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Similar properties

Exterior
Cobblestone Inn & Suites - Winterset, IA
Winterset
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
4.6 out of 5, Wonderful, 745 reviews
$126 nightly
The price is $141
Jun 14 - Jun 15
Total with taxes and fees
Cobblestone Inn & Suites - Winterset, IA

Property amenities

Internet

  • Available in the house: Internet access

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Books
  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

515321

Frequently asked questions

How close is Charming Winterset Vacation Rental w/ Yard & Patio to the airport?

This vacation home is 33 mi (43-min drive) away from the Des Moines International Airport (DSM) airport, the closest popular airport to the property.

Does Charming Winterset Vacation Rental w/ Yard & Patio have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Charming Winterset Vacation Rental w/ Yard & Patio offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Charming Winterset Vacation Rental w/ Yard & Patio?

No, there is no casino at this vacation home.

What time is check-in at Charming Winterset Vacation Rental w/ Yard & Patio?

Check-in begins at 4:00 PM.

Is there free parking at Charming Winterset Vacation Rental w/ Yard & Patio?

Free parking is not available at this vacation home.

Does Charming Winterset Vacation Rental w/ Yard & Patio have a pool?

This vacation home does not have a pool.

Does Charming Winterset Vacation Rental w/ Yard & Patio have a spa?

There are no spa services available at this vacation home.

How close is Charming Winterset Vacation Rental w/ Yard & Patio to downtown Winterset?

This vacation home is 0.5 mi away from Winterset.

Charming Winterset Vacation Rental w/ Yard & Patio Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 37 out of 39 reviews
Rating 8 - Good. 2 out of 39 reviews
Rating 6 - Okay. 0 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

10/10

Cleanliness

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

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

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

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

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

jeanine m.

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

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

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

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