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, 84 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, 660 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 single-story home is set on a green lawn, featuring a light brown exterior and a neatly maintained pathway leading to the front door. Windows with red and white accents provide a welcoming touch, while trees line the background, offering a sense of privacy.

Home in Bloomsdale

4.91 out of 5 average rating, 227 reviews

Hop off the highway, Relax!

Relax with the whole family at this peaceful place to stay. We are located only 4 miles off of highway 55! There are two bedrooms and two COMFY couches if you have more than 4 staying the night! This is located on a secluded road with two other homes occupied nearby by with quite, but very friendly, residents. This home is 25 minutes away from the historical town of Ste Genevieve, take a look! The host is will be able to assist you almost immediately, whether it be over the app or in person!

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.

Top 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

4.93 out of 5 average rating, 456 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.

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, 104 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.

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

4.86 out of 5 average rating, 125 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, 138 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

Treehouse in Perryville

5 out of 5 average rating, 656 reviews

Couples Retreat in the Trees + Hot tub

The TreeLoft is a custom built luxury treehouse for two nestled in the eastern part of the Ozark Mountains. Enjoy the gas fireplace for a cozy evening ambiance, a private hot tub under the stars, roasting s'mores over an evening fire or an early morning soak in the free standing tub. All of this is located within 20-45 minute scenic drive of hiking trails, wineries, and restaurants . It is our hope that upon your stay you will be reconnected to nature and to the one you came with.

Guest favorite

A serene lakeside view is presented, framed by tall trees casting shadows on the green grass. A flower planter adds a touch of color near the water's edge, with calm waters reflecting the surrounding nature and hills in the distance.

Cottage in Bonne Terre

5 out of 5 average rating, 99 reviews

2-bedroom cottage with a gorgeous lake view.

Come make memories at The Lake House. Whether it’s a getaway with the family, romantic weekend, or time with friends. You’ll be sure to enjoy this 2-bedroom, 1-bathroom cottage that accommodates up to 6 guests, a fully equipped Kitchen for all your cooking needs, coffee bar, and a Washer and dryer on site for guest use. Relax on the patio around the fire or enjoy the view of the lake while grilling. Located right next to Lakeview Park and not far from the Bonne Terre Mines.

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, 191 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.

Superhost

A primitive cabin is situated on a raised platform, surrounded by vibrant autumn foliage. A wooden deck with a railing offers outdoor seating. Steps lead up to the entrance, enhancing accessibility while blending with the natural landscape.

Cabin in Potosi

4.86 out of 5 average rating, 104 reviews

On The Rocks Primitive Cabin (3)@Spring Lake Ranch

This primitive cabin is a great way to connect with nature, while still being able to retreat indoors at night. Unique space - the loft has a skylight; primitive - has electricity but no running water. You will have amazing lake views and will be close to hiking trails, horseback riding, and wine tasting at Edg Clif Wineries which is next door to us. The newly remodeled shower house has restrooms and hot showers and it is within walking distance.