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.
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
Non-smoking
No pets allowed
Family friendly
Map of Iowa
Ratings and reviews
10 / 10Outstanding·Jul 2026
This cottage is perfectly located near the square in Winterset. As you enter the home you are met with so many nods to the history of the area and you can honestly feel the love that has been preserved in these walls! The host has thought of everything you might need providing an abundance of amenities and making you feel welcome! The home is clean, very well cared for and perfect for a trip to enjoy Winterset and the surrounding areas!
10 / 10Outstanding·Jul 2026
nice house
10 / 10Outstanding·Jul 2026
This 1910 home was beautiful. The renovation was perfect. We loved the town. Beautiful & peaceful. Nice drive from home. The John Wayne museum was awesome. Nice drive to Omaha to the zoo & casino. Loved eating at Frosties. Thank you for a wonderful 40th anniversary get away.
10 / 10Outstanding·Jun 2026
Great place to stay. Great location, mere minutes from downtown with all its wonders. It is very open on the ground floor, and a big enclosed porch area. Front deck and back deck.very accommodating. I slept great!. Definitely would book again.
$$$$
Top rated by guests
10Outstanding
(28 Ratings)
"This cottage is perfectly located near the square in Winterset. As you enter the home you are met with so many nods to the history of the area and you can honestly feel the love that has been preserve..."
K S.Don't miss out! Price and availability may change
