Vacation rentals in Leadwood

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Top-rated vacation rentals in Leadwood

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Guest favorite

The loft bedroom features a king-sized bed dressed in dark bedding and a textured throw blanket. Bedside tables with lamps flank the bed, and a decorative wall sign above adds a personal touch. A woven area rug is placed underneath, enhancing the cozy atmosphere.

Barn in Caledonia

4.95 out of 5 average rating, 83 reviews

The Loft+Silo+Hallmark movie town+Cozy+State Parks

Plan a memorable stay in an unforgettable location at our creek side silo that was once used on a farm in Arkansas to store grains and crops. This quiet, peaceful country setting is all within a short driving distance of state parks, hiking/biking trails, and historic Caledonia which offers quaint shops and fun events. Sunset at the Silos lives up to its name with views of sunsets, pastures of cattle, and if you're lucky deer! The silo may be just 24 feet across, but everything you need is here!

Top guest favorite

A wooden staircase leads up to a cozy outdoor seating area, shaded by a large umbrella. Soft light from lanterns creates a warm ambiance. Nearby, a circular stone fire pit holds a glowing fire, surrounded by trees offering a serene outdoor setting.

Tiny home in Park Hills

4.96 out of 5 average rating, 657 reviews

🔝❤️ PEACEFUL TREETOP COTTAGE

Small place for big occasions. PERSONALIZE your stay at our cozy wooded retreat with optional private European style HOT TUB, SAUNA, MASSAGES, intimate world-class FINE DINING, fire pit with FREE firewood + s'mores, and much more. We provide a HOMEY stay, EXCLUSIVE services, ROMANTIC privacy and affordable LUXURY for relaxing, reconnecting & rejuvenating. We're best for guests valuing quality over quantity, and those CELEBRATING life. We GUARANTEE an enjoyable and stress-free stay. PET FRIENDLY.

Guest favorite

A cozy living area features a large sectional sofa and a comfortable armchair. A television is positioned in front of the seating arrangement, while a small side table is nearby. Natural light enters through a window adorned with floral curtains.

Cabin in Park Hills

4.89 out of 5 average rating, 44 reviews

Private getaway on 4 acres!

The Cedar House is perfect for family gatherings or a private getaway! Beautiful rustic home on 4 acres sits back off the road with privacy, a large open front yard, and lots of space in the back-including a fire pit!Take a walk outside or look out over the property from covered porches on the front and back. Visit local wineries, venture out to one of many hiking trails, like Missouri's highest point at Taum Sauk Mountain, go on a float trip nearby, or stay on the property and enjoy the quiet.

Guest favorite

The cabin's exterior features warm wooden logs with a green roof, complemented by a covered porch. A charcoal grill is situated on the porch, with steps leading down to a grassy area. Surrounding landscapes include open fields and distant trees.

Cabin in Bourbon

4.92 out of 5 average rating, 452 reviews

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.

Top guest favorite

An aerial view captures the carriage house with a spacious deck and an umbrella-covered table, complemented by decorative shrubs lining the property. The driveway accommodates multiple vehicles, while a flag adds a touch of charm to the inviting exterior.

Home in Farmington

4.97 out of 5 average rating, 100 reviews

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.

Top guest favorite

A spacious living area is filled with natural light, showcasing exposed wooden beams and a warm color palette. A large flat-screen television is mounted on the wall, while a cozy seating area features a light-colored sofa. A dining table is visible next to the kitchen, enhancing the welcoming ambiance.

Guesthouse in Farmington

5 out of 5 average rating, 72 reviews

The Dove's Nest established July 2023

Relax in our rustic cottage get away, located 4 miles outside of Farmington. This cozy guest house has a quaint patio with a fire-pit, gas grill, and outdoor dining for your enjoyment. Come check out our nearby 9 State parks, a short drive to Wine Country, Historic Downtown Farmington, hiking, swimming at the waterpark, golfing, whitewater kayaking and mountain biking, or ATV trails. We want you to make memories with family, have a romantic weekend, or time with friends at the Dove's Nest.

Guest favorite

A rustic cabin, constructed with logs, is set in a grassy area, surrounded by trees. The front porch features steps leading to the entrance. A large outbuilding is visible to the left, while a fenced area adds to the ranch's charm.

Cabin in Bonne Terre

4.85 out of 5 average rating, 120 reviews

Hand Built Log Cabin

This cabin was completed in 1940 by previous owner's grandmother with only the help of her horses. The wood was cut from the property. Originally it had no electric or plumbing, we updated it more in 2021 keeping as much original as possible. Rustic cabin has 2 bedrooms, 1 bathroom with walk-in shower only, washer and dryer, full eat in kitchen and living room. On site you can relax watching horses, mini horses, goats, chickens & ducks as well as wild life. You can feed and pet the 🐐 goats.

Top guest favorite

A charming cottage is presented with white siding and a welcoming front porch. A neatly arranged stone pathway is flanked by vibrant purple flowers, leading to the entrance. Lush green grass and decorative shrubs enhance the outdoor appeal.

Home in Farmington

4.99 out of 5 average rating, 136 reviews

Dewey Cottage: Hike, Pickleball, Shop, Wine & Dine

Make yourself at home in the Cottagecore-inspired indoor/outdoor living spaces. Located within walking distance of historical downtown. We are surrounded by nine of Missouri’s most scenic state parks, challenging golf courses, an extreme off-road recreation area, hiking trails, unique shops and boutiques, and fifteen award winning vineyards and wineries! We will be more than happy to accommodate you and any of your friends and family. Also, we are now within walking distance of PICKLEBALL!

Top guest favorite

A newly remodeled house is shown with a welcoming porch featuring a swing and comfortable seating. The exterior is surrounded by a grassy area and trees, creating a natural setting. A black grill is positioned on the patio, ready for outdoor gatherings.

Home in Cadet

4.98 out of 5 average rating, 165 reviews

2BR House with Hot Tub near Washington State Park!

This newly remodeled 2 bedroom house is an ideal choice for guests looking to explore the beauty of Bonne Terre, attend weddings and local events, or visit Fyre Lake Winery, which is only a mile away. You'll find two comfortable bedrooms - one with a king-size bed and the other with a full-size bed - providing a peaceful retreat after a day of adventure. Additionally, Bonne Terre Mines are conveniently located just 16 minutes away, making it a perfect spot to stay while exploring the area.

Superhost

A serene view of a micro cabin is presented against a vibrant sunset sky, displaying shades of orange and pink. The cabin is illuminated softly from within, surrounded by trees and a grassy area leading to a rustic fence.

Farm stay in Hillsboro

4.92 out of 5 average rating, 189 reviews

Shagbark Hickory Cottage (Hot tub & Sauna)

Take it easy at this unique and tranquil getaway. Enjoy a detox in our handcrafted sauna, or take a soak in the hot tub under the stars! Full kitchen, bathR w/claw foot, & screened in porch. It’s very private, with land to explore. Take a stroll to the pond or creek where you will see a little piece of history, or possibly enjoy a visit from our sweet cows. Close to La Chance winery, Desoto town, Big River access points, valley view glades, & Washington state park.

Guest favorite

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

4.98 out of 5 average rating, 299 reviews

Sunset View, King Bed, Bon Fire, Fish, Hike

The romantic tiny home is decorated in rustic charm to match the setting overlooking the historic farm. A magical setting that allows you to experience the serene surroundings with hiking, fishing on 40 acres. It has a stocked fishing pond, nearby hiking trails, and state parks just down the road. This Tiny Farmhouse is ready to be your perfect place of rest or your base camp for your next adventures! Or if you just need a quiet retreat and a great view!

Guest favorite

A swing hangs from a sturdy tree, gently swaying in the light breeze. The sun is setting in the background, casting a warm glow over the lush green grass and highlighting the rustic barn in the distance.

Home in Fults

4.95 out of 5 average rating, 216 reviews

Quiet country getaway w/ Hot tub

Welcome to the Homestead Hideaway! Unwind and take in the simplicity of country living. From watching the sunrise to sitting under the stars experience nature with all the amenities. This home comfortably fits 6 people with 3 bedrooms and 2 full bathrooms with plenty of room to enjoy the outdoors.