Holiday houses in Lesterville

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Lesterville

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A single-story cabin is shown with a covered porch supported by wooden beams. Tables and chairs are arranged for outdoor seating, providing a space for relaxation. The sun rises in the background, casting a warm light over the surrounding greenery.
Tiny home in Black
4.86 out of 5 average rating, 7 reviews

The Lily Pad

The Lily Pad is a peaceful riverfront escape. 24 acres tucked between the gentle flow of the Black river and a serene private pond. This one-of-a-kind getaway is perfect for couples, solo travelers, or nature-loving families looking to unplug and unwind. What Makes It Special     •    Direct private access to both river and pond     •    Use of a kayak and small boat     •    Outdoor fire pit     •    Morning coffee overlooking the pond     •   Secluded but only 15 minutes from Lesterville

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, 90 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, 122 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 bright blue camper is set amidst lush greenery, accompanied by a patio featuring four adirondack chairs in vibrant colors. A covered outdoor kitchen area is visible nearby, alongside a propane grill, emphasizing a functional outdoor space for gatherings.
Campervan/RV in Annapolis
4.98 out of 5 average rating, 53 reviews

The Happy Camper - Glamping & Black River floating

A great place to unplug and get away from it all! The Happy Camper includes a covered outdoor kitchen area, a firepit and additional beds in the adjacent cabin. The location is located nearby numerous outdoor gems including the Black River, Taum Sauk, Mountain , Sam Baker State Park, the Ozark Trail and mountain biking areas. The property has a year-round creek flowing through it to enjoy and explore. The adjacent "Cabin on the Creek" is also available to rent if you need more space.

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, 150 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, 330 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.

Top Guest favourite
A moonlit pool is surrounded by a well-maintained area, showcasing a spacious gazebo adorned with string lights. The inviting blue water reflects the warm glow, while lounge seating is provided within the gazebo, creating a cozy outdoor retreat.
Apartment in Ellington
5 out of 5 average rating, 36 reviews

Riverway Rentals E5

This unique place has a style all its own. Centrally located between Current River, Black River, and Clearwater Lake. This small, yet cozy apartment is the perfect getaway during the summer when you’re ready to enjoy the water or even during the colder months. One bedroom with a queen sized bed and a pull out futon in the living room. The on-site pool is a perfect addition for when you’re wanting to cool down after a hot day! NO SMOKING. NO PETS. Check out one of our other units!

Guest favourite
Cabin in Ironton
4.97 out of 5 average rating, 36 reviews

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.

Top Guest favourite
A warm living area is furnished with a brown leather couch and a patterned area rug. A vintage bicycle is displayed on the wall, enhancing the space. Natural light filters through the window, reflecting off the polished wooden floors.
Bungalow in Ironton
4.97 out of 5 average rating, 152 reviews

*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.

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, 126 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.

Top Guest favourite
The exterior of the house features a well-maintained front porch with a stylish door and wooden steps leading to a spacious entrance. Surrounding the house, lush green grass provides a peaceful setting, with trees in the background adding to the serene ambiance.
Home in Annapolis
5 out of 5 average rating, 19 reviews

Ford Country - 3 bedroom 2.5 bath

Relax with the whole family at this peaceful place to stay. This house is in the country, tucked away on a quiet road. If you are looking to get away, unplug, and enjoy nature, this is the place for you. It is 5 minutes from Annapolis, and 10 minutes from K-Bridge. 3 bedrooms, sleeper sofa, 2.5 baths, full kitchen, washer and dryer. We are dog friendly with a Whole house generator for backup electricity.

Popular amenities for Lesterville holiday rentals

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