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The Little Brick House - Walkable to the Square Dining & Shopping

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A spacious living room with a ceiling fan, two sofas, a coffee table, and a fireplace. - The Little Brick House - Walkable to the Square Dining & Shopping (Winterset)
A two-story brick house with a front porch, a chimney, and a small garden. - The Little Brick House - Walkable to the Square Dining & Shopping (Winterset)
A dining room with a wooden table, six chairs, a chandelier, and a refrigerator. - The Little Brick House - Walkable to the Square Dining & Shopping (Winterset)
A kitchen with a built-in bench, white cabinets, and a window overlooking greenery. - The Little Brick House - Walkable to the Square Dining & Shopping (Winterset)
A large building with a prominent front porch and a chimney, surrounded by a grassy field with people seated in lawn chairs. - The Little Brick House - Walkable to the Square Dining & Shopping (Winterset)
The Little Brick House - Walkable to the Square Dining & Shopping provides laundry facilities and more. Guests can connect to in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Add dates for prices

About this property

The Little Brick House - Walkable to the Square Dining & Shopping

  • Welcome to this charming home near the downtown square of Winterset, Iowa. Known for The Bridges of Madison County, this town offers so much to do in a weekend. Our little town offers two wineries, two taprooms, a cidery, a brewery, a meadery and a Speakeasy. Many opportunities to enjoy the outdoors on the sweet little front porch of this home, shopping the square (just 4 blocks away), visiting bridges, hiking the Winterset City Park 2 mile loop or a picnic by the quiet Cedar Lake.

    This bungalow was just recently remodeled and provides a peaceful retreat! The primary bedroom has a king bed, tv and attached half bath. The 2nd bedroom features a "cloffice" for office use or cosmetic & hair purposes. It has a day bed with trundle (see photos). There is a full bathroom in between the bedrooms. The living room features a 65" TV. The kitchen has a Keurig with K-cups included or bring your own favorite flavor. Kitchen is stocked with dishes, utensils and pots/pans. Currently the yard is being reworked, however the front porch is a darling space to enjoy coffee or wine!

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About the area

Winterset is home to this holiday home. Jordan Creek Town Center and Bridgewood Plaza are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Aquatic Center Park and Westown Meadows Park. Visit our Winterset travel guide
View more Holiday homes in Winterset
Map
Winterset, IA

What's nearby

  • Madison County Courthouse
    5 min walk - 0.4 km
  • John Wayne Birthplace Museum
    6 min walk - 0.6 km
  • Cutler-Donahoe Covered Bridge
    17 min walk - 1.5 km
  • Rotary Hedge Maze
    17 min walk - 1.5 km
  • The Winterset Stage
    2 min drive - 1.8 km

Getting around

  • Des Moines International Airport (DSM)
    47 min drive

Restaurants

  • Casey's General Store
    8 min walk
  • McDonald's
    3 min drive
  • Casey's General Store
    18 min walk
  • Petite Cafe
    5 min walk
  • Hardee's
    19 min walk

Frequently asked questions

Is The Little Brick House - Walkable to the Square Dining & Shopping pet-friendly?

No, pets are not allowed at this property.

What time is check-in at The Little Brick House - Walkable to the Square Dining & Shopping?

Check-in begins at 3:00 PM.

What time is check-out at The Little Brick House - Walkable to the Square Dining & Shopping?

Checkout is at 11:00 AM.

Where is The Little Brick House - Walkable to the Square Dining & Shopping located?

Situated in Winterset, this holiday home is within a 10-minute walk of Madison County Courthouse and John Wayne Birthplace Museum. The Winterset Stage and Clark Tower are also within 3 miles (5 km).

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Reviews

The Little Brick House - Walkable to the Square Dining & Shopping Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 21 out of 22 reviews
Rating 8 - Good. 1 out of 22 reviews
Rating 6 - Okay. 0 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was perfect and cozy. We loved our weekend here. Will definitely be back in the future and highly recommend to anyone. The neighborhood is very nice and we enjoyed daily walks. The location near downtown made everything convenient.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Friendly host. Clean. Great location. Homey feel and wonderfully decorated. Great coffee corner. Front porch a great feature.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
From the ease of booking and checkin this quaint bungalow was a fantastic find. Perfectly located in such a walkable fun town and lots of things to do. The house is perfectly appointed with just the right amount of furniture and amenities…it has the most comfortable beds and a completely home like feel. I will definitely book this house again and again whenever I make the trip to Iowa! The host Rochelle goes above and beyond and provides so much information on the area. Top notch service!
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a very clean, recently updated house in an excellent location near downtown. The furnishings, decorations, and kitchen furnishings were perfect. The second bedroom only has a twin day bed with a lower twin bed that pulls out. This was disclosed and it was comfortable. Overall a great property and recommend for parties of 4 or less.
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Oh my goodness where do I begin?Very clean, beautifully updated bungalow with all the charm possible! All the basic things you need for a stay are available, one of the BEST stocked kitchen with not only utensils but cooking basics. Comfortable king bed (only 2 of us) but both bedrooms lovely! LOVED the 1/2 bath right off the King room!! And the kitchen nook? a sweet place to have coffee and watch all the birds, squirrels :0) Table also has a tray with all the local tour and eatery information for review.Location is perfect to the square and most attractions, easy walk from the neighborhood. We really enjoyed eating at The Drift (Meaghan was great!!) & the pastries from Petite.Last, but certainly not least, Rochelle is a very attentive, friendly, and kind host, a guest couldn't ask for better! We will be back...we came for a wedding but who knew Winterset was a find!! Thank you Rochelle!
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Rochelle is an excellent host! Had one minor glitch, and Rochelle was quick to respond and took care of the issue immediately!The property was just as described!So quaint, well furnished, great decor, excellent combination of modern amenities in a beautiful older home.Great walking accessibility to activities in the downtown area with good restaurants, great shopping and friendly people!Will definitely recommend to family and friends!
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Little Brick House was lovely. Our host thought of everything. It was clean, decorated beautifully, within walking distance to many things. The front porch is a plus and very nice for morning coffee and perfect for a quiet evening. The neighborhood was peaceful - no barking dog, light traffic. You won't be disappointed.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We so enjoyed our stay.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
An absolutely wonderful place to stay. Comfortable beds, great living room space to relax, and although we didn't really use the kitchen, it was one of the best stocked ones in all of our stays in VRBOs. Definitely will stay here again when in the area!
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was easy to communicate with. The cute house was very clean and had everything we needed. Nice walking distance to the square, restaurants, shopping etc. We had a wonderful stay here. Highly recommend! Sandy
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful. Reminded me of my great-grandparent's 1920s era home I used to visit, though with modern conveniences. Well-appointed. Pleasant, short walk to the town square. Enjoyable stay at reasonable cost. When back in Winterset will try to book again.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was nice and clean. Easily accessible and accommodating. Beds were comfortable and roomy, bathrooms were clean and nice. Coffee bar was well stocked. If I had to name something off, it was how hard it was to close the back door. Once we figured out to just use some muscle, it was better. We loved it and would come back again.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was an amazing house to rent. It was super cute and clean. It was walkable to the downtown. We stayed during the Bridges of Madison County festival and we were able to walk there. The host was great at communicating. I would stay here again and would recommend it to anyone visiting Winterset.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My friend and I both recently lost our husbands to cancer, we met at this lovely little house to grieve, share, and heal. The house made us both feel at home. We chose the following words to describe this spot: charming, warm, homey, whimsical, clean, comfortable, chic. Rochelle was an attentive host, leaving us a note about recommendations of things to do in the area and alerting us to what was open each day of our weekend. This little brick house is big in comfort and warmth and reflects the warmth of the host.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was everything it was described it to be. The host was friendly and helpful, even offered to buy coffee one morning! Not sure I'll be back to Madison County any time soon but, if I am I would certainly stay here again.
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a beautiful, comfortable home away from home. They have thought of everything which made it relaxing and pampered.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Stayed 5 nights in Jan 2026