Holiday rentals in Caledonia

The Loft+Silo+Hallmark movie town+Cozy+State Parks

Plan a memorable stay in an unforgettable location at our creek side silo that was once used on a farm in Arkansas to store grains and crops. This quiet, peaceful country setting is all within a short driving distance of state parks, hiking/biking trails, and historic Caledonia which offers quaint shops and fun events. Sunset at the Silos lives up to its name with views of sunsets, pastures of cattle, and if you're lucky deer! The silo may be just 24 feet across, but everything you need is here!

Family · Value · Sleep quality

Hidden Hollow Cabin

Nature and adventure is awaiting you at this 2 bedroom cabin. Nestled in a tranquil setting, this beautiful retreat features 1 king bed and 2 full beds. We offer AC, electric and wood heating, as well as a jetted bathtub. The cabin is near popular sights such as Taum Sauk Mountain, Elephant Rocks, and Johnson Shut-Ins. This venue is perfect for nature lovers. We offer hiking trails, a 9 acre lake, hunting, kayaking, swimming, fishing, and relaxing at this beautiful property. NO FIREWORKS ALLOWED

Family · Location · View

Lone Pine Cabin ~ rustic, modern, luxury, private

Nature surrounds at this new modern rustic cabin situated in the woods just outside Bonne Terre, Missouri. WiFi is Starlink Residential Max plan. Featuring a king bed on main floor & queen bed in the loft, both with luxury bedding & all the comforts. Full kitchen. Relax in the soaking tub or step in shower. Gas fireplace adds romantic ambiance. Sit on the porch & admire the views, especially sunrises, overlooking the pond with water fountain. Fire pit & walking trails. Catch & release fishing.

Family · Value · View

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!

Family · Location · Parks

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.

Family · Value · Parks

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.

Family · Location · Biking

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.

Family · Value · Walkability

248 Avalon Ranch Rd Treehouse C

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.

Family · Value · Indoor spaces

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.

Location · Family · Grill

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.

Location · Value · Laundry

2-bedroom cottage with a gorgeous lake view.

Come make memories at The Lake House. Whether it’s a getaway with the family, romantic weekend, or time with friends. You’ll be sure to enjoy this 2-bedroom, 1-bathroom cottage that accommodates up to 6 guests, a fully equipped Kitchen for all your cooking needs, coffee bar, and a Washer and dryer on site for guest use. Relax on the patio around the fire or enjoy the view of the lake while grilling. Located right next to Lakeview Park and not far from the Bonne Terre Mines.

Value · Location · Indoor spaces

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.

Location · Family · Amenities