Holiday rentals in Leadington

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Top-rated holiday rentals in Leadington

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Guest favourite
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, 267 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!

Top guest favourite
Home in Farmington
4.98 out of 5 average rating, 102 reviews

King Bed | Game Room | Firepit | Pirate Ship

Welcome to Eva’s Retreat—perfect for families, groups, for that unforgettable getaway! This newly renovated 3-bedroom, 1-bath home comfortably sleeps 8 and offers the perfect mix of relaxation, entertainment, and modern comfort. Inside, enjoy a cozy living space with Smart TVs, a fireplace, and a fully equipped kitchen stocked for everything from quick meals to family. Blues, Brews, and BBQ festival farmington mo Sep 18-19 St. Francois county rodeo may 22-23 just 2.8 miles from property

Top guest favourite
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, 156 reviews

Dewey Cottage: Comfort & Serenity In Town

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 favourite
The exterior of the tiny home is highlighted by a stone façade and a modern roof. A wooden deck features two classic Adirondack chairs, positioned against large glass doors that provide natural light and views of the surrounding grassy area.
Tiny home in Bloomsdale
4.93 out of 5 average rating, 230 reviews

Coeur de la Crème Suite at Baetje Farms

Welcome to the Luxury Tiny Homes at Baetje Farms, where comfort meets countryside. These homes will awaken your senses and enlighten your soul with the cozy, yet spacious intimate feel beneath the stars. Nestled between rolling hills of the Forche du Clos Valley and a spring feed babbling creek the tiny homes are the newest addition to Baetje Farms. Just 3 miles off Interstate-55 at the entrance to wine country, in Bloomsdale, MO, Baetje Farms is the World Renowned Goat Cheese Creamery!

Top guest favourite
A spacious sleeping area is showcased with a textured blanket draping over the bed. In the background, cozy seating includes two armchairs positioned near a small table, with a decorative shelving unit filled with books. Large windows enhance natural light throughout the space.
Treehouse in Perryville
4.95 out of 5 average rating, 190 reviews

Rustic reTREEt Treehouse Getaway

This treehouse features a gorgeous floor-to-ceiling stone indoor/outdoor fireplace, vaulted ceiling, and many large windows which provide natural light and beautiful views. The interior design fuses natural elements of wood and stone, with a more refined and polished urban country look. A partition wall creates intimate spaces w/in this large (950 sq.ft.) open floor plan. Highlights: king size bed, corner claw tub, rainfall shower, reading area, 65" TV, large deck,BBQ grill and WIFI.

Guest favourite
An outdoor fire pit area is surrounded by a grassy lawn, framed by lush greenery. Two red Adirondack chairs are positioned on a natural stone surface, offering a cozy spot to relax. The sky is bright with fluffy clouds, adding a serene ambiance to the scene.
Cabin in Fredericktown
4.98 out of 5 average rating, 103 reviews

Harmony Hills Cabin on The Little St Francis River

Rustic Cabin overlooking the Ozark Mountains. The Little St. Francis River is only a short walk from the scenic porch. Enjoy the serenity of nature or sit by the bonfire and enjoy a peaceful gaze at the stars. Cozy and well stocked, you'll find this place a home away from home. Bring your fishing poles, hiking boots, swim gear, kayak, a book or just kick back and relax. Please note, *** THERE IS NO WIFI or LIVE TV *** it isn't available in the area. We offer DVDs, books and games.

Top guest favourite
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, 115 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.

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
4.97 out of 5 average rating, 332 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
The front view of the guesthouse showcases a single-story structure with a light-colored exterior and brown shutters. A welcoming front door is framed by two windows, while a simple dark chair sits outside. Lush green grass surrounds the pathway leading to the entrance.
Guest house in Farmington
4.93 out of 5 average rating, 103 reviews

Micayah’s House

Cozy one room guesthouse with 3/4 bath, small fridge, microwave and coffee pot. King size bed, twin cot, and space for a pack and play creates a sweet little space for your sweet little family. Pets welcome. Outdoor seating area boasts of a well-lighted area with a fire pit and a hot tub to enjoy. Free parking available. Located near multiple state parks, quaint downtown areas, antique shops, restaurants, many wineries, golf courses, and more!

Top guest favourite
Treehouse in Perryville
4.99 out of 5 average rating, 119 reviews

Modern Treehouse • Hot Tub • Private Escape

The TreeRise is a secluded luxury treehouse created for quiet moments and meaningful connection. Just 1 hour from St. Louis in Southeast Missouri and 20–35 minutes from hiking trails, wineries, and dining, this private forest retreat blends upscale comfort with nature. Thoughtfully equipped for rest, romance, and renewal, the TreeRise welcomes you to unplug, slow down, and reconnect—wrapped in trees, stillness, and intentional privacy.

Superhost
Cabin in Leadwood
4.92 out of 5 average rating, 163 reviews

The Pallet Factory (Cabin 1)

Come and have some fun at our semi- private cabin that sits on a stocked pond. We are dog friendly only. This property has 2 additional cabins and 2 houses available if needed. Each space has 5 acres creating a semi private experience to relax and enjoy the outdoors. ***please note due to drought, pond levels are extremely low.****

Top guest favourite
The exterior of a renovated silo is presented, showcasing a rustic metal facade with a weathered finish. A simple entry door is framed by soft landscape lighting, and a serene pond reflects the warm hues of sunset in the background.
Home in Bonne Terre
4.97 out of 5 average rating, 493 reviews

THE SILO: water front, outdoor bath, hammock.

Beautiful farm Silo with original exterior TOTALLY NEW boho, industrial, farmhouse, luxury, chic interior design style! Perfect for ANYONE!! The Silo is located on 5 private acres with a double decker deck overlooking the water! This house makes the ultimate escape! SO many close off property activities as well!

Popular amenities for Leadington holiday rentals