Vacation rentals in Lesterville

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Top-rated vacation rentals in Lesterville

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Guest favorite
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!

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Top guest favorite
Cabin in Ironton
5 out of 5 average rating, 29 reviews

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

LocationFamilyHiking

Guest favorite
An A-frame cabin surrounded by trees is illuminated under a starry night sky. Soft lighting from the stairs and pathway creates a welcoming ambiance. The structure features a triangular roof and a spacious deck, inviting guests to enjoy the tranquil surroundings.
Cabin in Arcadia Township
5 out of 5 average rating, 39 reviews

The Linkin: a cozy mountain cabin w/ King Bed

This cozy A-frame cabin is nestled on 45 acres at the top of Anderson Mountain, offering a peaceful escape from the chaos of life. Explore the nearby parks and discover the hidden beauty of nature. At night, curl up by the fire pit and admire the dazzling stars above. Inside, you'll find all the comforts of home with a stocked, comfortable beds, and a warm atmosphere. Whether you're seeking a romantic retreat or a family vacation, "The Linkin" has everything you need to create lasting memories.

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Top guest favorite
A single-story house is situated on a green lawn, with mature trees providing shade. Light blue chairs are arranged on the porch, creating a welcoming outdoor space. An American flag is gently waving in the breeze, complementing the peaceful surroundings.
Home in Lesterville
4.95 out of 5 average rating, 111 reviews

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.

LocationFamilySleep quality

Guest favorite
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, 73 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.

ValueFamilyOutdoor spaces

Top guest favorite
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, 93 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.

ValueFamilyIndoor spaces

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
4.87 out of 5 average rating, 126 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.

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Guest favorite
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, 155 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.

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Guest favorite
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, 137 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.

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Superhost
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!

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Top guest favorite
A modern tiny home is set amidst a natural landscape, featuring a sleek black exterior with wooden accents. A stone pathway leads to the entrance, while a fire pit area with Adirondack chairs is visible in the foreground, surrounded by gravel and trees.
Tiny home in Ste. Genevieve
4.95 out of 5 average rating, 104 reviews

The Caamp

The Caamp located directly across the road from The Barn at Lone Eagle Landing and Pebble Creek provides a close and convenient place to stay along with a breath taking view of the upper Coffman valley. The Caamp is also very close to Chaumette and Charleville. If outdoor adventure is what you seek The Caamp serves as a great landing zone to explore nearby attractions like Pickle Springs and Hawn State Park. Sit back and enjoy the view from this gorgeous and cozy tiny home.

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Top guest favorite
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, 128 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.

LocationFamilyParks

Popular amenities for Lesterville vacation rentals