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RARE Spacious Treehouse & Sauna Near Des Moines

Come home to luxury in nature in this spacious, double king-bed treehouse and sleep among the stars. Expansive views of rolling hills greet you as you sip your pour-over coffee on the wrap around balcony twenty feet above ground. Rain? No problem. Tuck away on the three-season screened-in porch to watch the iconic Iowa pink sunsets. Built with special touches including stained glass and intricate woodwork, this treehouse boasts warmth throughout and is sure to be a once-in-a-lifetime get-away.

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.

Private lake, lodge & 23 acres south of Des Moines

Amazing, secluded 23 acres of property highlighted with a 6 BR lodge and your own PRIVATE lake. For the bike enthusiast, the famous 17 mile Great Western bike trail is located right at the driveway. For the kids or kid-at-heart, enjoy numerous activities & games: - basketball court - sand VB court - 6 kayaks - 2 ping pong tables - billiards table - air hockey - 2 foosball tables - numerous board & card games - ladder ball, bag toss Located <15 miles south of Des Moines/Jordan Creek Mall.

Raccoon River Retreats

Come & experience the magic of this unique getaway,where the warmth of a renovated 1900's home meets the natural wonders of the Raccoon River. 30min from DSM,Ia.Whether you enjoy an adventure on the river of kayaking, paddle boarding, fishing,a peaceful moment along the biking trails,cozy up with a cup of coffee by the fireplace or a fire in the outdoor fire pit,our retreat has an idyllic setting to create lasting memories.A scenic landmark, local restaurant,Dairy shop & Dollar General are near

The Hen House

The wonderfully remodeled home based on 55 acres overlooking mature trees and a large pond. The house has 3 bedrooms and 1 1/2 baths. Laundry is available to use as well. Kitchen is fully stocked for your cooking enjoyment and a gas grill is offered as well to use. This house is perfect for families, small groups, or business trips. Situated just 20 minutes from Des Moines airport, and 25 minutes from downtown Des Moines, you will be able to experience the quiet and beautiful scenery to enjoy.

Autumn Oasis Cabin with Firepit Near Des Moines

Welcome to Timberlandia! Just south of the Metro, at the border of Madison & Warren counties in the Middle River Valley, the cabin is on 2 acres of shaded lawns with plenty of exploring options on 18 acres of wooded paths & walking trails. Timberlandia is a secluded tranquil getaway, but only 15 minutes from the Airport, 20 minutes from West Des Moines Jordan Creek, and 25 minutes from downtown. Our cabin is great for romantic getaways, family gatherings, festivals, retreats & wedding stays.

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.

The Little Brick House - Walkable to the Square

Welcome to this charming home near the downtown square of Winterset, Iowa. Known for The Bridges of Madison County, this town offers so much to do in a weekend. Our little town offers two wineries, two taprooms, a cidery, a brewery, a meadery and a Speakeasy. Many opportunities to enjoy the outdoors on the sweet little front porch of this home, shopping the square (just 4 blocks away), visiting bridges, hiking the Winterset City Park 2 mile loop or a picnic by the quiet Cedar Lake.

Luxury 2 Bed/2 Bath Condo-1 Block to Downtown

Experience luxury in this 2-bedroom, 2-bath condo on Airbnb, designed for relaxation and comfortably sleeping four guests. Highlights include an elegant fireplace for cozy evenings and a fully equipped kitchen for gourmet meals. Nestled in a prime location, this condo promises both comfort and convenience, making it an ideal choice for travelers seeking a blend of luxury and practicality. Enjoy unwinding by the fire or exploring nearby attractions for an unforgettable stay.

The Roost at Speckled Hen Farms.

Explore the Iowa countryside with this 70's ranch as your relaxing base camp. Situated on 5 acres of rolling hills in rural Madison County, Iowa, this centrally located homestead has something for every kind of traveler. The charming town of Winterset is just minutes away, as well the historic Covered Bridges, wineries, breweries, parks and more. Located next to Speckled Hen Farms farm store and Lone Oaks Farm, you can take in an occasional music event or class!

Friendly Quarters

This charming location is a farmhouse style home built in 1914. Easily found on the main street through town, a one block walk in any given direction will put you at the center of the city. A grocery story, eating establishments, gift shops and community center are conveniently located in the downtown area. Friendly Quarters operates as a non-profit organization to support the missions and ministries of Earlham Friends (Quaker) Church located right next door.

​Cottage on Court: Historic Gem | 3 Blks to Square

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, IA