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Rosehaven

Enjoy the nostalgic small town charm of Winterset, Iowa while staying at Rosehaven, within walking distance to the town square. Between the historic Madison County covered bridges in the area, the John Wayne museum and his preserved birthplace, as well as the numerous wineries and local events - Winterset is full of reasons to visit and stay at Rosehaven - a short 30 min. drive to Des Moines. Rosehaven is easy to find, with plenty of room for up to 5 or 6 guests. We look forward to having you!

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Aerie Loft Apartment with view that sleeps 7

This elevated second story apartment has an incredible view of the historic downtown square and courthouse. Bring your group to be in a centralized location near dining/bars , shopping, museums, and a movie theatre. Accommodations for a group of seven is ideal for getaways or special occasions. The unique relief art sculpture of a tree and eagles will captivate you. A full kitchen with all the essentials. 6 beds and spacious 3/4 bath and a second 3/4 bath opened for 5 or more guests.

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House in Creston

I do not charge a cleaning fee…just enjoy your time while you are here! Relax with the whole family in this cute cozy house. The house sits on a large corner lot in a quiet neighborhood. 2 bedrooms, 1 queen and 2 single. Even a toy room for the little ones. Relax in one of the 4 recliners and watch a movie on the big screen tv. Evenings can be spent sitting on the front porch in comfortable rocking chairs with a gas fire pit. Also comes with an attached single car garage and washer and dryer.

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Clanton Creek ‘Cabin’

Clanton Creek ‘Cabin’ is a quiet and rustic stay. If you are looking for a way to get away from the city life and enjoy being out in nature, this cabin is for you! We are surrounded by beautiful timbered ridges, native grass fields, and the relaxing Clanton creek. Located in the heart of some of Iowa’s best deer hunting, this cabin is set up with the hunter in mind! Our cabin is in the center of nearly 3,000 acres of public hunting land. We are also a short drive from some great fishing lakes!

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Palmers Hunting Lodge located in big buck country!

Our hunting lodge is a large open space with room for six. We have styled this for the group of hunters that needs a place to crash after an exciting day out in the fields. The space is a large open room with 4 twin bunk beds and 1 double bunk bed. An open kitchen and breakfast bar area for late night stories. The unit has wifi and a TV. We provide some streaming or you can stream your own service provider. All bedding and comfort amenities are provided. There is a fire pit and grill.

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Scenic Country Getaway

Beautiful country setting located in Southern Iowa and only 5 miles from town. And minutes from Little River Lake if you enjoy fishing, boating or swimming. Hunting in Southern Iowa is a popular past time for many. We have a small cute 2 bedroom home available for you to relax and get out of the city. Leon has a grocery store, Dollar store, Caseys, and a Ice Cream Shop with sandwiches and other food available along with shopping in the back. Then right next door is another little cafe.

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The Legacy Stone House

The most unique stay in Winterset! Legacy Stone House AirBnB is a historic residence located one mile east of Winterset, Iowa. Built in 1856 during the Settlement Era of Madison County, it is one of nearly 100 stone houses built during that time in the area. Officially named the William Anzi Nichols House, it is listed on the National Register of Historic Places. Convenient centralized location if visiting Madison County’s six covered bridges and two minutes from grocery, gas and dining.

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≋ The Cottage at Sun Valley Lake ≋

Welcome to The Cottage at Sun Valley Lake, where unforgettable memories are waiting to be made! Our lake-front vacation rental in Southern Iowa offers the perfect retreat for your getaway. With 2 bedrooms plus a bunk room and 2 large bathrooms, we have the capacity to sleep 9 guests in this charming home that ensures a comfortable and relaxing stay. Come and create cherished memories at The Cottage at Sun Valley Lake. Book your stay now for an unforgettable vacation in Southern Iowa!

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The Country Oasis

There's no better place to relax and unwind than at “The Country Oasis,” a charming 3-bedroom, 2-bathroom vacation rental perfect for your next getaway! Nestled in the rolling hills of southwest Iowa, this private home built in the early 1900s features all the updates and amenities you will need for a relaxing stay! With a fireplace, hot tub, and several spaces to gather, both inside and out, this lovely home promises a memorable getaway with your friends and family!

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The Loft

The whole group will be comfortable in this spacious and unique space. This second story unit sits above The Roost Grace Grits & Gifts located on the square in Afton, Iowa, in a historical building constructed in the late 1800's. Afton is a small town with a lot to offer. Located within a very short walking distance to local shopping, restaurants, hair/nail salons. Also within a short drive to beautiful lakes, casino, winery and distilleries, shopping and more.

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Whimsical cabin nestled in the woods

Iris Aisle is a whimsical, intimate venue + hemp farm located in Madison County Iowa. Our Victorian conservatory is used for many different events and classes and of course, plants. * please contact us first before booking. There can be events happening during your stay and/or there may be photographers on the property. We will make sure to let you know in advance if something is scheduled + during what times. This does not mean you have to leave the property.

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Curtwood Escape

Unplug and unwind at this unique and tranquil getaway. This escape is newly remodeled and is located on 6 acres, which is mostly timber. You'll have place to get outside and enjoy the beauty of nature. Our property has it's own drive way and private parking. As well as a private deck. There is no TV in the house so you can maximize your relaxing escape in nature.

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Historic Stone Farm House & Venue

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Country peace

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Warren Cultural Center

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The Home Place

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Bison Ranch Cabin

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2 BR fully furnished private condo

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The Little Red House

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Hygge House in the ❤️ of historic Winterset

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