Holiday rentals in Pilot Knob

Columbia Street Carriage House

Located in historic downtown Farmington, minutes away from restaurants, wineries, shops, and parks. Our newly renovated carriage house has much to offer! Our 2+ acre yard is fully fenced with a gated entrance offering privacy, a fire pit, covered patio, and large deck. The city park is located next door with a private acces gate offering basketball courts, pickle ball, tennis, swing sets, pavilions and playgrounds. Come enjoy a relaxing weekend or stay a week exploring the area attractions.

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!

The Scout: a cozy cabin with a million dollar view

Welcome home to "The Scout". A cozy A-frame is nestled on 45 acres at the top of Anderson Mt., offering a peaceful escape. Unwind on the deck and take in the breathtaking views. Explore all of the areas outdoor adventures. At night, curl up by the fire pit and gaze at the stars. Inside, you'll find all the comforts of home while still glamping in the woods. Whether you're seeking a romantic retreat or a fun-filled family vacation, "The Scout" has everything you need to create lasting memories.

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.

Black River Cozy Cabin

This quaint cozy cabin offers a retreat from life's hustle and bustle with breathtaking views and a serene environment. The Black River Cozy Cabin is perfect for family vacations or a romantic get-away. With a secluded lake out the back door and two fire pits for roasting marshmallows and hot dogs, there are plenty of outdoor activities without even leaving the property. Of course, there is always more to explore in the area as well; including the Black River, which is just a short hike away.

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 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.

Harmony Hills Cabin on The Little St Francis River

Rustic Cabin overlooking the Ozark Mountains. The Little St. Francis River is only a short walk from the scenic porch. Enjoy the serenity of nature or sit by the bonfire and enjoy a peaceful gaze at the stars. Cozy and well stocked, you'll find this place a home away from home. Bring your fishing poles, hiking boots, swim gear, kayak, a book or just kick back and relax. Please note, *** THERE IS NO WIFI or LIVE TV *** it isn't available in the area. We offer DVDs, books and games.

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!

*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.

Hillside Cottage @Spring Lake Ranch

Cabin style house adjacent to the Mark Twain National Forest. This 5-guest cottage is newly updated with all modern amenities. Take a 3-minute walk to reach the beautiful Spring Lake. The lake is accessible to all guests and offers great fishing, swimming, and kayaking. Love horses? We now offer horseback riding; over 20 miles of trails for you to explore! If you forgot something at home stop by our little country store, we might have it!