Holiday houses in Lesterville

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Top-rated holiday rentals in Lesterville

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Guest favourite
The exterior of Posey's Place features a charming log cabin with a red metal roof. A welcoming sign announces the property, surrounded by lush greenery and flowering plants. The cabin is set back from the road, offering a tranquil rural aesthetic.
Cabin in Annapolis
4.93 out of 5 average rating, 43 reviews

Posey's Place - Secluded Log Cabin

**Updated wood flooring has been put in and all carpet removed! Secluded Log Cabin on working farm. Located in rural Iron County just minutes from Black River, St. Francois River, Clearwater Lake, Elephant Rocks, Johnson Shut-Ins, & Shepherd Mt. Bike Park. Located just 11 miles from either K Bridge or Sam A. Baker Park, crystal clear water is waiting for you just minutes away. Take a relaxing float and return to the cabin for smores around the fire pit. Come and sit a spell at Posey's Place!

Top Guest favourite
A rustic home built of natural wood is framed by blooming pink trees and lush green grass. The structure features a spacious porch with seating, while large windows allow views into the inviting interior.
Farm stay in Steelville
4.98 out of 5 average rating, 169 reviews

Yeary Farms Milt's Place with Private Beach!

An Ozark Oasis in the middle of a working cattle ranch, this custom designed home offers deluxe comfort. With multiple decks, porches and views out every window, this home is the perfect getaway for romantic retreats, family and friends to relax and make memories, artists and writers to host workshops or retreats, or even the single person to just get away from it all. Good dogs welcome, $35 per dog per week, fee collected separately at time of check in. Look for Yeary Farms site for more info.

Guest favourite
A charming red cabin is nestled among vibrant green trees, with a small, clear creek flowing gently nearby. The natural setting is complemented by lush foliage, creating a peaceful retreat in a rural environment.
Tiny home in Annapolis
4.93 out of 5 average rating, 72 reviews

Cabin on the creek - Glamping & Black River floats

This is a great place to unwind and unplug. Enjoy the sights and sounds of the creek flowing right in front of the cabin. This is a small cabin with 4 beds (2 bunkbeds) and full bathroom. The front porch overlooks the creek. The outdoor area includes a gazebbo, propane grill, table and firepit. Enjoy exploring the creek. The area is close to multiple outdoor gems including the Black River, Taum Sauk Mountain, Sam Baker State Park. There is no kitchen, but there is a mini-fridge and microwave.

Top Guest favourite
A beautifully restored stone castle sits amidst a backdrop of autumn foliage. The structure features tall windows and a distinctive tower, with greenery surrounding the gently sloping lawn that leads to a set of stone steps.
Castle in Ironton
4.99 out of 5 average rating, 91 reviews

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.

Superhost
A 20-foot yurt is situated among bare trees, surrounded by nature. A spacious wrap-around deck enhances outdoor living. The structure features a circular design with a clear dome top and a single door visible. Nearby, a separate area can be seen, possibly for cooking or relaxation.
Yurt in Fredericktown
4.86 out of 5 average rating, 124 reviews

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.

Guest favourite
A historic home features a welcoming front porch with white railings and decorative planters. Green grass surrounds the property, and mature trees provide shade. The pathway leads up to the entrance, framed by a peaceful natural setting.
Home in Lesterville
4.85 out of 5 average rating, 152 reviews

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.

Superhost
An aerial view captures the cabin surrounded by lush greenery and trees, with the St. Francis River visible nearby. The large deck and hot tub are seen, inviting relaxation, while the rustic red roof of the cabin complements the natural setting.
Cabin in Fredericktown
4.89 out of 5 average rating, 332 reviews

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!

Guest favourite
The scenic view captures the winding Black River surrounded by lush greenery, with sandy banks visible along the water's edge. The landscape is characterized by rolling hills under a partly cloudy sky, highlighting the natural beauty of the Ozark Mountains.
Cabin in Redford
4.94 out of 5 average rating, 136 reviews

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.

Guest favourite
A fire pit surrounded by four teal chairs is nestled on a gravel surface. A wooden fence stands in the background, creating a private outdoor space ideal for gathering. The area is shaded by lush trees, adding to the serene environment.
Bungalow in Lesterville
4.83 out of 5 average rating, 65 reviews

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!

Guest favourite
A covered porch offers expansive views of rolling hills and a glistening pond. A swing chair is positioned to the side, inviting relaxation, while flower beds with vibrant blooms border the entrance. Sunlight illuminates the landscape, enhancing the natural beauty of the surroundings.
Cabin in Fredericktown
4.96 out of 5 average rating, 341 reviews

Cabin on the farm

The Space Rustic charm meets the serene beauty of the Ozarks in this magical setting overlooking our farm, offering a perfect retreat for rest or a base camp for your next adventure. Inside, you'll find a cozy living space decorated with modern farmhouse charm, complete with a warm electric fireplace. Relax in the comfortable king-size bedroom after a day of exploring. The cottage also includes a well-appointed bathroom and a functional kitchenette for your convenience.

Guest favourite
An A-frame cabin interior is showcased with a light, airy atmosphere. Large windows allow natural light to flood the space, illuminating a sectional sofa and a cozy area rug. A guitar hangs on the wall, while a dining table is positioned by the sliding glass door leading outside.
Cabin in Arcadia Township
4.97 out of 5 average rating, 39 reviews

The Charlotte: cozy mountain cabin with huge views

Take it easy at this unique and tranquil getaway. "The Charlotte" is a beautiful A-frame cabin sitting on 45 acres at the top of Anderson Mountain. Imagine drinking your morning coffee sitting in a rocking chair and enjoying the breathtaking view of the Arcadia Valley. 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.

Top Guest favourite
The cottage exterior showcases a charming one-story layout with a gray facade. A covered front porch features white rocking chairs and a decorative wreath. Lush green grass surrounds the home, complemented by neatly trimmed bushes and a flagpole displaying the American flag.
Cottage in Lesterville
4.98 out of 5 average rating, 127 reviews

Cottage in the Ville

The "Cottage in the Ville," a charming, home away from home cottage, comfortably sleeps seven and has two bedrooms. Just two hours south of St. Louis, MO, our beautifully decorated cottage, near the crystal clear Black River, is the perfect destination to get away from the hustle and bustle of city life. The “Cottage in the Ville” sits on two beautifully manicured flat acres of land with plenty of room to roam.

Popular amenities for Lesterville holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Reynolds County
  5. Lesterville