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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!

Maple Street Hideaway

Large 2-bedroom main level living, fenced backyard, and deck. We are pet friendly with no additional fees (although we do expect guest to pick up after them). Plenty of parking on property. Small town Iowa, easy access to WDSM/Waukee/Grimes/Johnston/Adel. Less than a 20 min. drive to an abundance of restaurants, shops, and attractions - not including the great places to eat/visit in town. Beautiful, quiet, tree lined street. Google Dallas Center to see all this Quietly Progressive town offers.

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.

Relaxing Cabin Getaway

Meet Olive: a cozy 750 sq. ft. cabin, nestled on 12 acres of peaceful forest just 30 minutes from West Des Moines and 90 minutes from Omaha. This two-bedroom, 1.5-bath retreat invites you to slow down and enjoy simple pleasures, with a spacious deck for fresh air, a hot tub to unwind, and a fully equipped kitchen for home-cooked meals. Perfect for couples, small groups or families, it’s a tranquil space to reconnect with nature and embrace a sense of hygge.

The Rookery Cottage - Access scenic hiking trails

This rustic cottage is a quiet retreat in the heart of the Middle Raccoon River Valley. Situated on a private acreage within Whiterock Conservancy, guests can easily access 40mi+ of scenic hiking and mountain biking trails, float the nearby river, or enjoy dark sky viewing. A "rookery" is a nesting site for herons, a bird that prefers quiet, undisturbed habitat near water. And so the Rookery Cottage seeks to provide a natural escape from the daily grind.

Kim's Kottage on the RRVT, in Minburn, IA.

This home is perfect for the Cycling Enthusiast, a couple, family or small group of friends. This fully furnished cozy 2 bedroom home is sure to please. Located 1 block from the Raccoon River Valley Bike Trail (75 mile paved loop), 15 minutes from I-80 and 30/40 minutes from the State's Capital City of Des Moines, Minburn is the "Small Town with a Big Heart". There are two City Parks, an outdoor historical roller skating rink & 2 Rest/Bars.

Bridge Street Bungalow

Our Bungalow is furnished with everything you might need and more! Beautiful hardwood floors support a 'home away from home'. Nestled in the middle of Coon Rapids, Iowa you will be minutes from everything you need - grocery, shopping, golf, aquatic center, local restaurants and all that Whiterock Conservancy has to offer including trails of all kinds - running, biking, horseback riding and more. Pets are not allowed on property.

The 1894 by Doe A Deer | 2 br, 1 bath apartment

Welcome to The 1894 by Doe A Deer - a newly renovated 2 bedroom spacious apartment located in historic downtown Stuart! Enjoy restaurants, boutiques and coffee just steps from the front door. Relax and enjoy the view from your new favorite small town spot. Perfect for getting ready with your wedding party, families, girls trips, anniversaries & more! We can’t wait to host you!

Debbie’s Komfy Diggs Winterset

Whole home, two bedroom, full kitchen, pet friendly and close to beautiful downtown historic Winterset. Home of John Wayne and the Bridges of Madison County. My name is Debbie, I have lived in Winterset for over fifty years. Can keep you informed of coming events and maps of the area. Located 13 miles from Interstate 35 and Interstate 80.