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The Olive House

Cute and quiet neighborhood located in the historic town of Jefferson, Iowa famous for its Bell Tower Festival and often a host town for Rag Brai! This 3 bed room home has the original hardwood floors. The decor is farmhouse and English Cottage Style. Relax as a couple or with the whole family at this peaceful abode located only 2 blocks from the east edge of town and also the River Raccon Trail, which bikers and walkers often enjoy! And oh, by the way, it leads all the way to Des Moines!

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.

Seely Creek Cabin Getaway and Hunting Lodge

Seeley Creek Cabin is a romantic getaway, a fabulous hunting destination, and a relaxing weekend spot! The cabin is nestled on 40 acres - 20 being wooded and another 20 open including a fully stocked pond and a walking trail! This beautifully unique property comes equipped with a fully stocked kitchen including all cooking necessities (except for food), a smart tv, wifi, games and cards in the entertainment center, as well as 3 comfy queen sized beds with all linens you would need!

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.

Sunset View Ranch 5-Bedroom House

This mind blowing Sunset View Ranch has just what any family would want for a weekend to relax! There are 5 bedrooms to sleep 10 people comfortably or 6 singles. Fully equipped kitchen. 2 acres of open space for the kids, including a small basketball court to play on. We have made it our mission to make sure our guests stay in a healthy environment. The interior of the house is cleaned and disinfected on each Monday or after our guests leave.

Relaxing galaxy bell tent getaway

Come sleep under the stars in this cozy galaxy bell tent. You can enjoy a good nights sleep in the comfortable King bed and stay comfortable with an air conditioner and heater. There is also a fridge for keeping your food fresh. Soak up nature while you hike the trails around Oak Haven Acres, a 32 acre farm in rural Iowa. For your security we have a trail camera at the beginning of the driveway that won’t intrude on your privacy.

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.

School Days Studio Stay

Revisit your school days in this kindergarten room at a renovated elementary school. Reminisce or make some new memories at this unique and family-friendly studio. We are a short walk away from the Riverside trail and are located in one of the cutest little towns in Iowa. This is a small town but we have everything needed for a great stay! Hiking, mountain biking, horse riding, kayaking, and shopping just a few miles away.