Vacation rentals in Pilot Knob

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.

Dewey Cottage: Comfort & Serenity In Town

Make yourself at home in the Cottagecore-inspired indoor/outdoor living spaces. Located within walking distance of historical downtown. We are surrounded by nine of Missouri’s most scenic state parks, challenging golf courses, an extreme off-road recreation area, hiking trails, unique shops and boutiques, and fifteen award winning vineyards and wineries! We will be more than happy to accommodate you and any of your friends and family. Also, we are now within walking distance of PICKLEBALL!

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.

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!

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.

Arcadia Valley Bungalows #5 with outdoor pool

This bungalow is one of a total of 9 bungalows nestled on 2 acres in rural Arcadia. They are conveniently located just 2 blocks North of a restaurant, Thee Abbey Kitchen, an ice cream shop, shopping and some of Missouri's most popular state parks; Elephant Rocks (5 miles away) and Johnson Shut In's State Park (16 miles away). Also, visit the highest point in Missouri at Taum Sauk Mountain State Park! If you like history there is a Civil War battle field just 3 miles away.

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.