Vacation rentals in Leadwood

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Top-rated vacation rentals in Leadwood

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Guest favorite

Home in Bloomsdale

4.92 out of 5 average rating, 151 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

Tipi in Park Hills

4.96 out of 5 average rating, 594 reviews

❤️ MAGIC TIPI RETREAT

Relax, rejuvenate & reconnect in FULLY-EQUIPPED TIPI in the WOODS, offering access to PRIVATE HOT TUB, SAUNA, MASSAGES, FINE DINING. FIRE PIT & FREE WOOD ON SITE. This affordable luxury retreat is your safe place for CELEBRATING SPECIAL OCCASIONS and life at large. Best suited for those with discerning taste & sense of adventure. Private hot shower in AC/heated bathhouse, indoor fireplace, heated beds. Romantic. Mystic. Calming. Bring yourself & we'll provide the rest. PET FRIENDLY (see rules).

Guest favorite

Cabin in Bourbon

4.92 out of 5 average rating, 406 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

Home in Farmington

4.99 out of 5 average rating, 104 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!

Guest favorite

Home in Cadet

4.98 out of 5 average rating, 118 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

Cabin in Bloomsdale

4.87 out of 5 average rating, 506 reviews

Postcard Cabins St. Francois - St. Louis

An easy drive from the city, Postcard Cabins, formerly Getaway, is the ultimate way to experience the great outdoors. Nestled across acres of private woodlands, our tiny cabins have everything you need (AC/Heat, en-suite bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you disconnect from the everyday. As part of your stay, you'll receive a complimentary allocation of provisions, like s’mores, coffee and more.*

Guest favorite

Cabin in Leadwood

4.79 out of 5 average rating, 116 reviews

Delightful Getaway Retreat With Hot Tub (cabin 3)

Enjoy the lovely setting of this romantic spot in nature. The cabin is located about a mile from one of the prettiest spots on big river with a public access. Coffee shops, restaurants and ice cream parlors are all within 5 miles of your stay. 30+ acres of land with an established trail system for exploring. Here you can do as much or as little as you wish. No roughing it in this modern cabin! From the granite countertops to the ductless heating and cooling unit our guest are comfortable.

Guest favorite

Treehouse in Perryville

5 out of 5 average rating, 583 reviews

TreeLoft at BaseCamp

Welcome to the TreeLoft experience! This is a custom built luxury treehouse for two. It is our hope that upon your stay you will be reconnected to nature and to the one you came with. We created the TreeLoft with an inspired state of mind, and we are hopeful that same inspiration will be experienced and reflected during your stay. Go to sleep counting stars and wake up with the trees! We can't wait to provide you with the TreeLoft experience! We rise by lifting others!

Guest favorite

Treehouse in Dittmer

4.79 out of 5 average rating, 113 reviews

The Den at Dittmer Hollow

Newly Updated** Enjoy the lovely setting of this romantic spot in nature, with a semi-primitive, modern cozy secluded treehouse in the woods! Explore 10 acres or wind down on the deck before relaxing in the *NEW* hot tub. The cabin inside has a very minimalistic design featuring on the first floor an electric fireplace, air conditioner, table, refrigerator, leather futon couch, kitchenette with a hand crank water pump sink, axe throwing and porta-potty bathroom.

Guest favorite

Home in Ironton

4.98 out of 5 average rating, 130 reviews

Spacious, Stylish, King Bed, Bon Fire

Enjoy a stylish experience at this centrally-located home in Ironton, just minutes from Johnson Shut-Ins State Park, Elephant Rocks State Park, Taum Sauk National Park, Black River Floating, Shepherd Mountain Bike Trails, and many local events like Pikin In the Square, Blue Grass Festival, and much more. Located within walking distance of the town square and local restaurants. Private home on a quiet street just newly remodeled and decorated!

Guest favorite

Cabin in Hillsboro

4.91 out of 5 average rating, 137 reviews

The Shagbark Hickory (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 or book a massage with our own licensed Massage therapist! Close to La Chance winery, Desoto town, Big River access points, valley view glades, & Washington state park.

Guest favorite

Farm stay in Potosi

4.96 out of 5 average rating, 135 reviews

The Stone Cottage at Edg-Clif Farms & Vineyard

The Stone Cottage at Edg-Clif Farms & Vineyard is truly a unique and special vacation spot. Almost a hundred years old, this has been used as a private Guest House since the 30's. It sits high on the bluff with sunset views and is surrounded by ancient oak trees. There are 3 other houses available on our farm. See also our Vineyard Cottage, Clover Cottage and Corner Cottage Listings.