Holiday rentals in Pilot Knob

Elephant Rocks cabin at The Maples

Spacious cabin for 2 with hottub near Elephant Rocks, Johnson's Shut Ins & Taum Sauk State Parks. One mile from Arcadia Valley Amtrak. Shepherd Mtn Bike Park and nearby Conservation Areas offer opportunities for outdoor enthusiasts. The Arcadia Valley Country Club is next door. Golf or swim! The hosts and their horses as your only nearby neighbors in this private setting Choose to simply relax on the patio or in the hottub and enjoy views of the St. Francois mountains and excellent stargazing.

Log Cabin at Meramec Farm

A warm, pine honeymoon cabin surrounded by pastoral Ozark countryside. The Meramec River flows through this seventh generation family farm. Cozy interior includes a kitchenette, dining area, and double bed on main level. All your cooking intensils are provided with coffee, tea, and paper products. DVDs and books available await you up the spiral staircase in the loft. Full bed on main level and two singles bed upstairs. Expansive view from your front porch of the highest bluffs on the Meramec.

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!

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.

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

The Ironton Bungalow is on quiet neighborhood street in the heart of downtown. A block off Main St. you can walk to town square restaurants and coffee shops thru our backyard gate. Enjoy the front porch for relaxing with coffee. Centrally-located home in in the Arcadia Valley , just minutes from Johnson Shut-Ins, Elephant Rocks and Taum Sauk State Parks, Black River Floating, Shepherd Mountain Bike Park, Pilot Knob battlefield and Millstream Gardens. Take a look at our insta #irontonbungalow

Couples Retreat in the Trees + Hot tub

The TreeLoft is a custom built luxury treehouse for two nestled in the eastern part of the Ozark Mountains. Enjoy the gas fireplace for a cozy evening ambiance, a private hot tub under the stars, roasting s'mores over an evening fire or an early morning soak in the free standing tub. All of this is located within 20-45 minute scenic drive of hiking trails, wineries, and restaurants . It is our hope that upon your stay you will be reconnected to nature and to the one you came with.

Quaint Little Porch Cottage

This wonderful little cabin is perfect for the couple that wants to get away. With its amazing screened in porch, it's the perfect place to have your morning coffee and watch the wildlife or a nice glass of wine at night. Sitting on 38 gated acres, this cabin shares the property with 6 other rentable cabins. This property adjoins our 700-acre property where we have a stocked pond for your fishing enjoyment and 6 miles of hiking/horse riding trails through our rolling woods.

On The Rocks Primitive Cabin (3)@Spring Lake Ranch

This primitive cabin is a great way to connect with nature, while still being able to retreat indoors at night. Unique space - the loft has a skylight; primitive - has electricity but no running water. You will have amazing lake views and will be close to hiking trails, horseback riding, and wine tasting at Edg Clif Wineries which is next door to us. The newly remodeled shower house has restrooms and hot showers and it is within walking distance.