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Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups!

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Private kitchen
Interior
Bathroom
Private kitchen
Exterior

Reviews

10 out of 10
Exceptional
5 bedrooms2+ bathroomsSleeps 12223.0 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Double Bed

Bedroom 5

2 Double Bunk Beds

Living Room 1

1 Queen Bed and 1 Single Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Towels provided · Bathtub or shower · Bathtub · Toilet

Bathroom 2

Towels provided · Toilet

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden

About this property

Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups!

Escape to this fully renovated 2,400 sq. ft. modern farmhouse, nestled on a large private acreage just 2 miles from town. Enjoy the perfect blend of seclusion and convenience, with nature at your doorstep and downtown Winterset just minutes away.

Key Features:
- Newly Renovated – Fresh paint, flooring, windows, furnishings, and all-new kitchen & bathrooms!

- Chef’s Dream Kitchen – Oversized and fully equipped, featuring a gas stove, gas fireplace, and wine fridge—perfect for cooking, entertaining, and gathering.

- Spacious Open Layout – Ideal for families and groups, with ample seating, dining space, and cozy lounging areas.

- Private & Peaceful – Tucked away on a .66-mile private lane, surrounded by nature and wildlife.

- Outdoor Fun & Relaxation – A large 1-acre yard with yard games, a firepit (firewood provided!), and a propane grill.

- Plenty of Room for Everyone – 5 bedrooms, multiple beds, unlimited parking, and a washer/dryer.

Sleeping Arrangements:

Primary Suite (Main Level) – King Bed + En Suite Bathroom

Upstairs Bedrooms (4):

1 Queen Bed

3 Full Beds

1 Twin Bed

Additional Sleeping: 2 large sofas + Queen Air Mattress

Modern Comforts & Extras:
✔ Smart TVs in every room
✔ High-speed WiFi
✔ Board games & cornhole set
✔ Dedicated AC & furnace upstairs
✔ Propane grill provided

Bonus: Walking distance to Holliwell Covered Bridge (a must-see!), just 5 minutes from Winterset Square, and surrounded by the breathtaking Madison County countryside.

Book your stay and enjoy the perfect balance of modern comfort and country charm!

This is a pet free property. This home is exempt from all esa and service animals and has been filed due to health and safety concerns.

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House Rules

Check in after 3:00 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

Events allowed: family gatherings and birthday parties
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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
Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 25
Long-term renters welcome
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

About the area

Winterset

Located in Winterset, this holiday home is in a rural area. Imes Bridge and Roseman Bridge are local landmarks, and some of the area's activities can be experienced at West Grand Golf and Topgolf. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in WintersetOpens in a new window
Map
Winterset, IA

What's nearby

  • Holliwell Bridge - 8 min drive - 2.3 km
  • John Wayne Birthplace Museum - 12 min drive - 5.8 km
  • Jordan Creek Town Center - 41 min drive - 56.0 km
  • Casey's Center - 51 min drive - 74.0 km
  • Iowa State Fairgrounds - 57 min drive - 80.9 km

Getting around

  • Des Moines International Airport (DSM) - 39 min drive

Restaurants

  • ‪Casey's General Store - ‬11 min drive
  • ‪McDonald’s - ‬12 min drive
  • ‪Casey's General Store - ‬12 min drive
  • ‪Urban Taproom & Grill - ‬11 min drive
  • ‪The Sports Page - ‬11 min drive

Frequently asked questions

Is Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups!?

As of 28 Mar 2026, prices found for a 1-night stay for 2 adults at Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups! on 29 Apr 2026 start from AU$397, 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 Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups!?

On-site parking is available at the property.

What time is check-in at Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups!?

Check-in begins at 3:00 PM.

What time is check-out at Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups!?

Checkout is at 11:00 AM.

Where is Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups! located?

Situated in a rural location, this holiday home is 3.5 mi (5.7 km) from John Wayne Birthplace Museum and within 12 miles (20 km) of Madison County Courthouse and Imes Bridge. Roseman Bridge and Warren County Fair are also within 25 miles (40 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. 18 out of 19 reviews
Rating 8 - Good. 1 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Joshua L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place! Thx again.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Sean S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for our annual gravel cycling trip. Close to town, but remote enough to feel nice and secluded.
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

Marcia N.

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

Family weekend

Very peaceful setting. Very nice house with plenty of bedrooms and space to relax.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Claudia J.

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

Great stay in the country

We had a great time. There was plenty of space for our large group. The house was clean and well appointed. We will definitely stay again.
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Isabel S.

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

Stay

Nice property and home!
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

Bridget L.

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

Amazing Christmas get away

This property was exactly as advertised. Plenty of room to sleep our family of 11. Wonderful open concept kitchen, dining, and living room which allowed meals and activities to flow smoothly!!! Would definitely stay there again!
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Deborah V.

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

Friends Getaway

Wonderful secluded rural setting!
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Joann P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
There was only 2 of us so did not take advantage of the upstairs at all. The rest of the house was awesome! Bed was super comfortable, and we enjoyed a fire in the firepit. visited some of the bridges during the day and sat on the back deck and watched the farmers harvest! so Peaceful. Thanks for the hospitality!!
Stayed 2 nights in Nov 2025
Verified

8/10 Good

Chris J.

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

Spacious country house, minutes from Winterset

Our group stayed here while we had a quilting retreat in town. It was a short drive and house had plenty of room. Host was very responsive to any questions we had.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Mary M.

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

Wonderful country home

This was a wonderful place to stay. Extremely clean. Very open floor plan. Very comfortable for the group of 8 we had. Highly recommended for groups of 9 or less.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Amanda L.

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

Beautiful home

This property was STUNNING and located in a secluded rural area just outside of Winterset. It was within walking distance to one of the covered bridges, and just a quick drive into town. We have zero complaints and would absolutely stay in this property again!
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Nancy J.

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

Loved our short stay in the country

This is a beautifully remodeled farm home in the country. It's quiet and peaceful.The large kitchen was a nice place to gather. It will accommodate a large group easily. Thanks so much!
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Ren S.

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

Spacious Property

We were in town for a wedding just down the road at Iris Aisle. There were six of us and we all had plenty of room, with plenty of more space. We absolutely loved the huge kitchen area. The updated features were great, but we also loved how the upstairs had the original wood features.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Shawn S.

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

Farm House Stay

Very nice house. Liked being in the country, but not very far from the things we wanted to do and see. It was nice watching the deer on the property. The host was very responsive when we contacted her. Would definitely recommend that property. We had 6 adults and there was plenty of room.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Beth L.

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

Exceeded Expectations

We stayed at this place for two nights with some extended family. The house its self is beautifully updated and exceeded expectations. The location has beautiful views and a peaceful atmosphere. We had plenty of room in the house and several football games were played in the yard. We would highly recommend this property!
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Troy S.

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

Fully renovated farmhouse in beautiful Madison County

Tastefully remodeled with all the modern amenities you could ask for. Beautiful setting next to wooded areas and corn fields with plenty of wildlife to observe. Private and remote but close to nearby Winterset and only a 45 minute drive to Des Moines. Huge kitchen and dining area, great layout for a large group. We will be back!
Stayed 5 nights in Dec 2023
Verified

10/10 Excellent

Elizabeth M.

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

Amazing

This house was gorgeous. There was more than enough room for all ten of us! The property manger was so kind and helpful. She let us check in early has we got stuck in the rain at the fairgrounds. We will continue to book this house every time we stay in Winterset.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Margaret T.

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

Excellent Experience

We were in the area for a wedding. The house is an immaculately updated original home with solid wooden doors and glass doorknobs. If you like antique homes, this one's for you. If you like modern design, this one's also for you. The green tub upstairs
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Suzy L.

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

Excellent girls weekend retreat!

Stayed 2 nights with a group of 8 ladies for a weekend retreat. Enough space for all of us, lots of room for sitting around sipping coffee and wine, playing games, doing crafts. Close to the town square for an afternoon of exploring little shops, and near the bridges of Madison county for sight seeing. House was immaculately clean, and decorated in a modern yet cozy and airy way. Bedrooms upstairs were great, love the way the original features of the home (like the glass doorknobs, green bathtub and built in dresser) were preserved through the home updates. Kitchen was spacious, updated, had one of everything we needed, loved the wine bar/fridge and seating options around the house. Communication with host was easy and always got prompt replies. Would recommend and would stay here again!
Stayed 2 nights in Apr 2025

About the host

Hosted by Lindsy Baker

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Premier Host

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