Holiday rentals in Leslie

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Top-rated holiday rentals in Leslie

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

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Top guest favourite
A charming white cottage is set against a backdrop of greenery, featuring dark shutters and a welcoming front porch. A flowering bush with soft pink blooms is situated in the foreground, adding a touch of natural beauty to the scene.
Home in Saint James
5 out of 5 average rating, 111 reviews

Get Cozy in the Country - The Cottage on Luca Hill

A rural stay just 4 miles from the increasingly popular town of St. James. On the farm, you’ll enjoy gorgeous sunsets by the firepit, view the cattle grazing just feet away, and get cozy inside the newly furnished Cottage. Well known for its award winning wineries and dining, STJ also offers various specialty shops and lets not forget the gorgeous Meramec Springs and surrounding rivers. MO S&T and Fort Leonard Wood are just a short drive along I-44 as well. It would be our pleasure to host you!

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Top guest favourite
The kitchen features a blend of modern and industrial design, highlighted by exposed brick walls and wooden shelving. A double basin sink is situated under a window with black curtains. Kitchen appliances, including a coffee maker and microwave, are visible on the counter.
Home in Owensville
4.97 out of 5 average rating, 119 reviews

The Brick Cottage in Owensville

Enjoy a small town stay in The Brick Cottage! This home is located in the heart of a Owensville right along the highway. The home has been updated with an industrial farmhouse vibe while maintaining its original character & charm. It is the perfect place to stay when in town for weddings, family visits, work travel, or just a getaway. Close to wedding venues & wineries. Visit our small town & stay The Brick Cottage. 30 minutes from Hermann & St. James. 1.5 hours from St. Louis & Columbia.

ValueLocationIndoor spaces

Top guest favourite
A modern cabin exterior is shown, featuring warm outdoor lighting and a combination of wood and metal materials. A spacious deck is accessible via steps, while a covered area with a grill and outdoor movie projector is visible on the side. Lush greenery surrounds the property.
Cabin in Leasburg
4.99 out of 5 average rating, 168 reviews

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

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Top guest favourite
A spacious green lawn spreads across the foreground, bordered by trees. A two-story farmhouse, renovated and modernized, stands to the left, while a red barn is visible to the right, creating a harmonious rural scene under a clear blue sky.
Farm stay in Owensville
4.99 out of 5 average rating, 115 reviews

Modern Country Farm House with beautiful views

Relax with the whole family or friends at this peaceful place to stay. Located just 6 miles south of Owensville, Mo this newly renovated farm house will provide you the countryside escape you have been looking for with no shortage of amenities. This 2 story farm house was originally constructed in 1888 as a multi family boarding house before the Kreter family purchased it in the 1930’s. In 2021 we made the decision to completely restore the house and bring it to its modern day glory.

ValueLocationOutdoor spaces

Top guest favourite
The exterior of a round mini house is illuminated by warm light as evening falls. A gentle pink and orange sky serves as a backdrop, highlighting the soft texture of the stucco walls. Nearby, two wooden chairs relax on a grassy area, complementing the serene landscape.
Farm stay in New Haven
4.96 out of 5 average rating, 112 reviews

The Round Room Tower at Moy Mell Farm

Reconnect with nature at this unforgettable escape. Unique, round mini house attached to main house. You will feel like you are far away from the world! We are at the end of a long drive, and in the middle of a small, sustainable farm. We have vegetable market gardens on the premises as well as a variety of farm animals, honeybees, and lots of nature! Even though you will feel isolated and secluded here, we are only minutes away from wineries, a distillery, brewery and art galleries.

ValueFamilyKitchen

Top guest favourite
Home in Dittmer
4.96 out of 5 average rating, 634 reviews

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

LocationFamilyWalkability

Top guest favourite
The treehouse is illuminated at night, highlighting its modern architecture nestled among trees. Warm lights glow from the windows, contrasting with the dark sky. Surrounding foliage displays vibrant orange hues, adding a serene ambiance to the outdoor setting.
Treehouse in Hermann
4.99 out of 5 average rating, 170 reviews

Out On A Limb Treehouse

A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

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Guest favourite
A hot tub is positioned on a wooden deck, offering a panoramic view of the landscape at sunset. Bubbles rise in the warm water as an individual enjoys the serene environment. Surrounding greenery adds to the tranquil setting.
Cottage in Saint Clair
4.74 out of 5 average rating, 245 reviews

River View Cottage- hot tub, sauna, arcade

Stunning getaway with AMAZING Meramec River and valley view! Updated cabin directly on the Meramec River with 3 acres and less than 1 hour from St. Louis. Perfect getaway for large families or small groups. Relax on the upper or lower deck and enjoy the gorgeous sunset. Close to fishing, floating, hiking and Meramec Caverns. The house has everything you need for a fantastic getaway. Please bring your own food, drinks and firewood for those sunset campfires.

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Top guest favourite
Loft in Washington
5 out of 5 average rating, 454 reviews

2nd Street Loft - Riverview

Complete Rehab, this historic 1883 storefront building hosts a well known artist and his gallery on the 1st floor. Above is your "loft space" close to wineries, Amtrak, featuring great views of the Missouri River. You’ll love this Downtown Washington location because of the walkable shops, bars, and restaurants many in historic buildings. The loft is great for couples, solo adventurers, and business travelers who can walk a flight of stairs.

ValueFamilyAccess

Superhost
A charming brick house is seen from the street, featuring a welcoming front porch with white railings and a bistro seating area. Lush greenery and decorative shrubs enhance the outdoor space, while the surrounding neighborhood displays well-maintained homes and a clear blue sky.
Home in Washington
4.87 out of 5 average rating, 126 reviews

Fenced Yard-near riverfront, wineries, PurinaFarms

Soak in the charm of this cozy brick charmer in downtown WashMO! The home is updated and ready for you to unwind and relax. It's just a few minutes from the riverfront, walking distance to all downtown shops & restaurants, and a short drive to Augusta wine country or Purina Farms. Bring your family & friends and enjoy beautiful Washington at the Rand house!

ValueLocationCheck-in

Guest favourite
A spacious hot tub is illuminated by soft blue lighting, surrounded by a wooden gazebo. Two wine glasses are placed on the edge, inviting relaxation. A grill is visible in the background, and strands of light fill the area, creating a serene evening ambiance.
Cabin in Owensville
4.94 out of 5 average rating, 120 reviews

Guest Cabin at R & J Ranch

Enjoy a relaxing getaway at R & J Ranch! Pour yourself a glass of wine as you soak in the spacious six person hot tub. Gaze at the stars while roasting marshmallows around the campfire. Share laughs during a few rounds of shuffleboard or pool. Whatever you choose to do, this cozy rustic cabin offers a unique combination of relaxation and fun!

FamilyLocationIndoor spaces

Top guest favourite
The open kitchen features wooden cabinets and a black granite countertop, complemented by stainless steel appliances. Two pendant lights hang above the bar area, which consists of barrel-style seating and a dining table. The ceiling showcases exposed wooden beams, adding to the space's rustic charm.
Serviced apartment in Bourbon
4.92 out of 5 average rating, 130 reviews

Cozy 2-bedroom apartment Downtown Bourbon.

Conveniently located off Rt. 66 and hwy 44 and 5 1/2 miles from the Meramec River. 2 bedrooms 1 Queen and 1 Full sized beds. 1 bathroom. Relax on the sofa and watch your favorite shows. Wifi is available so you are able to work from home if needed. Washer and Dryer Complimentary coffee bar, granite counters and island

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Popular amenities for Leslie holiday rentals