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Pickleball Cafe-Courtyard Suite

The Courtyard Suite is designed to provide a boutique hotel experience with three thoughtfully curated rooms, each offering a blend of comfort and style. One of the highlights is the pink refrigerator that adds a pop of color and personality to the space. Whether you're looking for a peaceful retreat or a home base to explore the town, The Courtyard Suite is the perfect choice. Enjoy the bustling atmosphere of the coffee shop below, and experience the charm of small-town living during your stay

Main Street Retreat, walk to downtown Ironton

Welcome to Mainstreet Retreat, this two bedroom bungalow is nestled a few blocks from the town square of Ironton. There are several shops and restaurants in close proximity, the home features a covered front porch to enjoy mountain views, the bathroom has recently been updated! This home has a patio in the back, with a stainless steel firepit, off street parking, the property is only a short drive away from several of the state parks around the area, Elephant Rocks being about 5 minutes away!

Historic Goulding Castle circa 1846

***Please do not send any messages asking about weddings or events*** Amazingly restored Castle built by TR Goulding in the 1800’s. This unique and majestic property sits on 9 acres of Shepherd Mountain and connects to over 600 acres of hiking and biking trails on Shepherd Mountain. Enjoy beautiful views and a forest setting while still being minutes from restaurants and town. The property boasts priceless statuary, a rebuilt grotto, beautiful interior and the most peaceful grounds to enjoy.

The Olde Homestead

Take a break and unwind at this peaceful oasis. The Olde Homestead just newly remodeled offers many amenities and is perfectly located in the country just on the outskirts of city limits. A large deck in front, a patio in the back and a fire pit under the trees allow you to enjoy the great outdoors. The garage has a ping pong table, a bean bag toss game and a place to store your bicycles. Relax on the reclining sofa while watching the smart Roku TV or play one of the many games provided.

The Sutton House

Come enjoy this beautiful spacious Victorian built in 1915. The whole group, or just a couple, will enjoy easy access from this centrally located home. Sitting at the south base of Shepherd Mountain you will have easy access to hiking and Shepherd Mountain Bike Park. Elephant Rocks, Johnson Shut-ins and Taum Sauk state parks are minutes away. Only 2 blocks from Main St. you will be close to restaurants, shopping, coffee shops and special events happening at the courthouse square.

The Clementine Cottage-One Bedroom Secluded Home

Nestled in the heart of the Missouri Ozarks, this peaceful one-bedroom retreat offers the perfect mix of seclusion and adventure. Located between Fredericktown, Farmington, and Arcadia, you’ll feel tucked away in nature while staying close to top outdoor attractions. Explore Elephant Rocks, cool off at Johnson’s Shut-Ins, enjoy local whitewater events or ride the trails at Shepherd Mountain. Whether you’re here to hike, bike, float, or relax, this cozy getaway is the perfect home base.

248 Avalon Ranch Rd Cabin A

You’ll treasure your time at this beautiful, peaceful place. A cabin on a lake with beach access and acres of property to explore. Enjoy the use of the canoe and kayaks. The lake is stocked with catfish, bass, bluegill and crappie for catch and release fishing. Spend time relaxing in the hot tub or around the fire pit during your stay with us. There are many state parks nearby to visit, and we are central to historic destinations in the area such as Caledonia and Ste. Genevieve.

Cheerful Country Home with a Gorgeous View

Our spacious lower-level suite offers the perfect escape. Enjoy your own private entrance, parking, and a breathtaking view of the Missouri mountains. Spend your evenings by a cozy campfire, surrounded by the glow of fireflies and the serenade of peep frogs. Marvel at a sky filled with more stars than you can count. This tranquil space is yours to enjoy, with the Owner living upstairs to ensure your privacy and comfort. This serene space is the perfect spot for your getaway.

The Tiegen Rae: cozy mountain cabin w/ huge views

Take it easy at this unique and tranquil getaway. "The Tiegen" is a beautiful A-frame cabin sitting on 20 acres at the top of Anderson Mountain. Imagine drinking your morning coffee sitting in a rocking chair and enjoying the breathtaking view of the Mark Twain National Forest. Or picture lighting an evening fire to enjoy the sounds of the woods with your favorite drink. This cabin will not disappoint and boasts full amenities to go along with your glamping adventure.

Hidden Hollow Lodge

Stay at this beautiful private lake with hiking trails, amazing views, and anything you need for a relaxing vacation. This destination is close to many sights like Elephant Rocks, Johnson Shut-Ins, Taum Sauk Mountain, and other beautiful scenery. This is the perfect place to stay for small or large groups. We can keep up to 10 people. Pets are also welcome. Hunters can hunt during season. Fishing is catch and release only. NO FIREWORKS ALLOWED

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

Classic Craftsman meets modern comfort at the Ironton Bungalow. This charming 2 bed, 1 bath home blends timeless character with thoughtful updates in a quiet Arcadia Valley neighborhood. Enjoy cozy interiors, a fully equipped kitchen, fast Wi-Fi, and a highlight front porch perfect for morning coffee or evening unwinding. Just minutes from Shepherd Mountain Bike Park, hiking, and downtown Ironton—an ideal home base for adventure or relaxation.

Stylish Adventure Basecamp Near Parks

Enjoy a stylish experience at this newly remodeled home, centrally located in the heart of Ironton. From the moment you step through the bold red front door, you'll find a space designed for comfort and connection. The open-concept main floor features a full kitchen with beautiful wood countertops, perfect for preparing meals after a day of adventure.