Vacation rentals in Ironton

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.

Mountain View at Pickle & Perk

Who says camping has to be all bug spray & soggy sleeping bags?Located above popular Pickle & Perk, Mountain View is unique stay in the heart of Arcadia Valley, offering the feel of luxury in the middle of camping country. This is perfect for those who want to skip the hassle of setting up a tent but still be surrounded by the great outdoors. Sip on gourmet coffee, listen to the birds, and the gentle bustle of the cafe environment. You can have your s'mores and eat them in the lap of luxury.

St Francis River: The Blue Yurt and Hot Tub

Let your adventure begin inside the tranquil experience of this 20 ft yurt. Don't let the space fool you, the uniquely curved walls give ample space for a romantic getaway or a relaxing time with friends. The clear dome top provides a magical viewing experience from the queen size bed. The yurt is nestled in the heart of the Ozark Mountains. The expansive, romantically lighted, wrap-around deck provides a panoramic view of the St. Francis River where you can immerse yourself in the hot tub.

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.

Hot tub/ Blissful Beaver River Cabin

Remodeled remote cabin with an antique modern feel, large deck overlooking the St.Francios River. Soak your cares away in the Hot Tub. The river is great for kayaking and fishing. Enjoy a peaceful nature get away. Bring your fishing poles, a book, kayaks and disconnect from the hustle and bustle of everyday life! We’re close to Silver Mines, Millstream Gardens, Taum Sauk Mountain, Amidon Conservation, Elephant Rocks, only 10 miles to Ironton or Fredericktown for food and drinks!

The Sawmill Cabin

Welcome to your cozy spring fed creekside cabin, nestled in the woods for those nature lovers seeking a peaceful getaway. A touch of nature with a modern design. Grab your lawn chair and head down to the creek on a hot summer day or lounge in a hammock listening to the running water. 10 min from Elephant Rocks State Park 20 min from Taum Sauk Mountain - Highest Natural Point in Missouri 20 min from Johnson’s Shut Ins Time to unplug. Phone service is limited on the property.

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.

*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.