Vacation rentals in Lesterville

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

Location · Family · Getting around

The Black River Oasis on the Middle Fork

Freshly renovated house, with an added kids / game room that has a pac man arcade with 60 total games. Overall the house will sleep a total of 12. Perfect for 2 or 3 families to get away and enjoy the beautiful Black River. Private beach area to kick back and relax with no cares in the world. Only 7 miles from Johnson Shut Inns. Also near by is Elephant Rock and Mark Twain National Forest! We are pet friendly but do charge extra for pets. It’s is your responsibility when booking to list a pet.

Location · Family · Quiet

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 · Walkability

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 · Cleanliness

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 · Nearby

Family Fun -Fishing -Paddle Boat

The Black River Getaway was built in 2011 and will comfortably sleep six. There are two sleeping areas (private bedroom and a loft). Located less than two hours south of St. Louis, MO. Perfect for getting away from it all and spend some quality time in the outdoors. The cabin has breathtaking views and is located in a serene environment; a private pond steps from the front door, a fire pit for roasting marshmallows, and two docks. Ask about our firewood delivery options and book today!

Location · Family · Sleep quality

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.

Value · Location · Hiking

Black River Dobbins House & Pavilion, Lesterville

This one of a kind historic home is located in the heart of Lesterville within walking distance to the local stores and restaurants. Included with stay is a private pavilion located on the crystal clear Black River less than a mile away. If floating of any kind is on your agenda, free shuttle to the house is available from some of the local campgrounds when you use them to navigate the black river. This home is just minutes away from Johnson's Shut Ins State Park and Elephant Rocks.

Location · Value · Accuracy

The Cabin ❤️ at Black River View

Come experience total seclusion listening to the rapids of the Black River below 37 acres in the heart of the Ozark Mountains. If you like bonfires at night and having the place to yourself including plenty of side by side trails and a gun range to enjoy, you’ve found your place to get away. Overlooking the Black River and in site of the highest elevation point in Missouri this newly built in 2016 state of the art cabin has everything you need to entertain your family and friends.

Value · Family · Quiet

FLOATING! Black River Bungalow (Lesterville, MO)

FLOATING/ATV Riding!! Simple, functional, bungalow to meet all your Black River recreational needs. Four bedroom, two bath (separate toilet & showers), full kitchen with stove and fridge, and living room. Washer, dryer included! Large area for parking. Unload and ride ATV's/UTV's right from your front door step! Walking distance to local restaurants, ice cream shop, gas station, and Dollar General. Ideal location for floating, hiking and riding! Grill and fire pit!

Family · Value · Layout

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 · Hiking

*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.

Value · Location · Hospitality