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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.

Gray Manor

Your family will be close to everything when you stay at this centrally-located home in West Des Moines, just off I-35. A bike trail leading to parks and local businesses runs through the backyard. With comfortable furnishings, and spacious rooms it's perfect for gathering with friends and family. Mere minutes from West Glen Town Center or Jordan Creek Mall! During your stay you'll have access to 4 bedrooms and 4 baths, a fully equipped kitchen, spacious living rooms, and large deck with grill.

Tranquil Cabin Retreat 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.

Family Retreat | Heated Pickleball Barn | Hot Tub

🏓 PRIVATE PICKLEBALL BARN Indoor pickleball court 9' kid-approved slide (kids LOVE it) Climate-controlled for year-round fun 🔥 OUTDOOR OASIS 6+ person hot tub Large fire pit 12-person outdoor dining table Private 3 acres Gorgeous sunrise/set 🎬 INDOOR ENTERTAINMENT 98" TV in basement living room Foosball, ping-pong, pool table & Pacman 2nd living room upstairs for quiet escapes 🏡 PERFECT FOR GROUPS Sleeps 14 comfortably Multiple hangout zones Great for multiple families + teams

Iconic Iowa - A 1920 Built Country Cabin

This 1920 Log Cabin sits at the beginning of the Madison County covered bridges Scenic Byway and features 2 rural country acres of space and a wonderfully remodeled home with loads of character and style. Situated just 10 minutes south of the West Glen area of West Des Moines and 25 minutes from downtown Des Moines, you'll experience the quiet and beauty of rural Iowa while being close enough for shopping or to go out for a nice dinner or evening show. This is a great getaway.

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!

Charming Home in Indianola

Discover comfort in our newly remodeled 3-bedroom home in the heart of Indianola, Iowa. This charming space boasts modern amenities and stylish decor, providing a cozy retreat for your stay. Enjoy a fully equipped kitchen, spacious living areas, and a modern bathroom. Perfect for families or groups, our home offers a blend of convenience and warmth. Explore nearby attractions or simply relax in our inviting space. Your home away from home awaits in Indianola!

Entire farmhouse in the country

Just 10 minutes north of Winterset, stay in a Covered Bridge House. You’ll love visiting the historic bridges & John Wayne Birthplace Museum. Perfect for families and groups, enjoy relaxing at our newly renovated “modern farmhouse style” home. A quiet retreat, nestled in beautiful rolling hills. Built by Eli Cox family, renowned covered bridge builders. It’s a short 5 minute drive to local attractions: Winterset Cidery, Covered Bridges Winery & Guye Woods.

1 Acre Wooded A-Frame Retreat Near Downtown DSM

Escape to a private wooded A-frame just minutes from downtown Des Moines, Valley Junction, and the airport. Tucked among mature trees and backing directly to Water Works Park, this one-of-a-kind Mid Century retreat offers the perfect combination of nature, privacy, and convenience. Watch deer wander through the yard, explore miles of trails, enjoy coffee on the deck, and experience one of Des Moines' most unique homes.

Farmhouse Oasis

Take it easy at this unique and tranquil getaway. There are bike paths close by with city life within 10 minutes. Enjoy the peace and quiet and comfort of your own farm life with your own private deck with a 4 person hot tub and fenced in yard for your pets. Get the full farm experience with ducks, chickens, sweet farm kitties and a Turkey who thinks she’s a chicken!

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.