Renovated Cottage on Court: 3 blocks to historic downtown square

Top rated by guests
Welcome to Cottage on Court - street parking available in front
completely renovated kitchen featuring custom cabinets and butcherblock counters
Keuring and tea kettle.   Coffee, teas, hot cocoa - creamer and sugars
Full washer and dryer with laundry soap included
Perfect morning gathering place - additional dining option
review stars
10Outstanding
(24 Ratings)
"It is a wonderful place to stay. It was extremely clean. The decor and atmosphere was very calm and relaxing. The host keep us informed and reached out to see if we had any needs. It is a perfect pla..."
Karen E.
Don't miss out! Price and availability may change
10 / 10
Outstanding(24 Ratings)

Cottage in Iowa

6 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this cottage rental

Our renovated 1910 "Cottage on Court" is more than just a place to stay; it’s a home where memories are made. This charming 2-bedroom, 1.5-bath cottage blends historic charm with modern amenities for a perfect stay. Nestled just 3 blocks from the downtown square, you’re close to shops, cafes, and attractions like the John Wayne Birthplace and Quilt Museum. Book your stay today and discover the allure of our charming cottage in the heart of historic Winterset.

Our cottage offers several cozy spots for you to unwind. Sip your morning coffee on the sun porch, unwind with a glass of wine on the back deck, or curl up with a book and people watch from the front porch. Each space is designed to help you feel at home and make the most of your stay.
The fully equipped kitchen invites you to prepare a delicious meal - or just order pizza - we won't judge.

Key Features:

*Charming 1910 cottage with original hardwood floors and woodwork.
*Two bedrooms and main bath located upstairs, Sofa sleeper and half bath on main level.
*Comfortably sleeping up to six guests.
*Updated kitchen with new fixtures and modern appliances.
*Nostalgic sun porch and inviting back deck for relaxation.
*Front porch perfect for enjoying your morning coffee.
*Walking distance to courthouse square, shops, cafes, and restaurants.
*Close to John Wayne Birthplace, Madison County Historical Museum, and Winterset City Park with 1 of 6 Madison Co. Covered Bridges. Embrace the spirit of Robert and Francesca with a picnic in the park, a scene straight out of "The Bridges of Madison County."
*Take a short drive to our renowned local wineries.
*Multiple parks with access to hiking trails, fishing, and kayaking.

Whether you're here for a romantic getaway, a family vacation, or simply to explore the historic charm of Winterset, our cottage offers a welcoming and comfortable retreat. Book your stay today and create lasting memories in our charming 1910 cottage. We look forward to hosting you!

Notes - no smoking or vaping on premises. We don't allow pets.

Stairs are required to enter the cottage and to access both bedrooms and the main bath.

Entire home is available to guests except the garage and basement that houses the owner's closet. Basement is available as emergency shelter.

We are local residents of Madison County and can give you tips for best shopping, restaurants and cafes.
We can direct you to multiple locations within the area. Just ask!

As co-owners of White Cottage Market, an occasional vintage shop, we offer you an exclusive private shopping experience. Text or call to schedule a time!

35 min. to Jordan Creek Mall in West Des Moines
40 min to Des Moines Airport.


Amenities at Renovated Cottage on Court: 3 blocks to historic downtown square

Non-smoking
No pets allowed
Family friendly

Map of Iowa


Ratings and reviews

10 / 10
Outstanding(24 Ratings)
10 / 10Outstanding·May 2026
It is a wonderful place to stay. It was extremely clean. The decor and atmosphere was very calm and relaxing. The host keep us informed and reached out to see if we had any needs. It is a perfect place to stay.
10 / 10Outstanding·Sep 2025
Wonderful house. Great location , quiet beautiful neighborhood. Love the porch/sunroom for morning coffee. Meticulously maintained and decorated. Have already booked another stay here.Thanks!
10 / 10Outstanding·Sep 2025
Such a lovely property! Everything you need and want in a beautiful setting and neighborhood! Just a little walk to the square. Would absolutely stay again if ever in this area!
10 / 10Outstanding·Aug 2025
This home was beautifully redone. It keeps the charm of the original home yet had all the modern conveniences. The kitchen is fully stocked with a full set of pans and bake ware which is terrific. It also has full service for plate ware. I think eight but I didn’t count that. We were three blocks from the town square and the neighborhood is beautiful so we walked just about everywhere. We use Vrbo listings almost exclusively and this home is the best we have seen. Book eatly for your event because you won’t find better and it books out quite far.

$$$$
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FAQs

Is parking included with this cottage?

Parking is not specified as an available amenity at Renovated Cottage on Court: 3 blocks to historic downtown square. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.

Is Renovated Cottage on Court: 3 blocks to historic downtown square pet friendly?

Unfortunately, this cottage is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Renovated Cottage on Court: 3 blocks to historic downtown square?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.