Vacation rentals in Pilot Knob

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 GooseNest • HOT TUB • Lake View

Enjoy a comfortable stay at this unique lakeside retreat. This home offers two bedrooms and one bathroom. Start your day with coffee and a view of the lake. You’ll stay a short drive from several surrounding conservation sites. Bring your fishing pole and kayak! End your day relaxing by the fire pit and watching the sunset on the lake. We now offer event rentals for elopements, small wedding receptions, and small family reunions up to 18 people for an additional fee (message for details).

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.

Coeur de la Crème Suite at Baetje Farms

Welcome to the Luxury Tiny Homes at Baetje Farms, where comfort meets countryside. These homes will awaken your senses and enlighten your soul with the cozy, yet spacious intimate feel beneath the stars. Nestled between rolling hills of the Forche du Clos Valley and a spring feed babbling creek the tiny homes are the newest addition to Baetje Farms. Just 3 miles off Interstate-55 at the entrance to wine country, in Bloomsdale, MO, Baetje Farms is the World Renowned Goat Cheese Creamery!

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

Private Treehouse Retreat | Hot tub

The TreeLoft is the first of two treehouses at BaseCamp—designed for cozy seclusion, romance, and rest. Nestled in a private forest just 1 hour from St. Louis, it blends upscale comfort with immersive nature, while still being 20–35 minutes from hiking, wineries, and dining. ✨Our NEW treehouse, The TreeRise, offers an even more elevated, spacious experience at BaseCamp. Perfect for romantic getaways, anniversaries, personal retreats, and intentional escapes to unplug and reconnect.

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!

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.

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.

4 units available, book 1 unit or whole lodge!

Outside burning pits with benches while you enjoy the magnificent views we have to offer. Free WiFi, free parking, keyless entry on all doors, Dollar General store next door. Close by Elephant Rock state park, Johnson’s Shut-Ins state park, Shepard Mountain bike park. May book one unit or book the entire lodge whatever your vacation needs are! Coming soon Outside showers, bar and grill. We are here to accommodate you ! Beautiful Mountain View’s.