Holiday houses in Osceola

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Top-rated holiday rentals in Osceola

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An open living area showcases high wooden ceilings and log cabin walls. A spacious sectional sofa is positioned on a patterned rug in front of a wooden coffee table. The kitchen, partially visible, features modern appliances and a central island with bar seating.
Home in Deepwater
4.82 out of 5 average rating, 50 reviews

Cedar Ridge is a beautiful three bedroom 2 Bath

Cedar Ridge is a beautiful three bedroom and two bath house on Truman Lake, and is the perfect place to enjoy the lake. The cabin is two minutes from a boat ramp and has a two car garage to keep your boating and fishing equipment secure. The cabin is sparkling clean and has a fully equipped kitchen, living room, master bedroom and an attached bathroom downstair. Upstairs you'll find two more bedrooms and an additional bathroom. You'll love the porches with their beautiful views and the hikin

Guest favourite
A spacious bed is positioned near large windows, offering a scenic view of serene woodlands blanketed in snow. Soft gray bedding contrasts with the vibrant greenery outside, which is visible through the clear glass panes, creating a tranquil atmosphere.
Home in Warsaw
4.94 out of 5 average rating, 364 reviews

The Overlook

Adventure awaits! Enjoy the best sunsets and night skies from high above the shores of Truman Lake. An unforgettable way to unwind! Perfect for romantic getaways, thrill seekers, and tourists alike. Protected forests surround the neighborhood and the historic "Hallmark town" of Warsaw is minutes away. A modern marina is just down the road. Great opportunities for relaxation and recreation abound with memorable times sure to be had! Ask about our romance/birthday packages and pet friendly stays!

Top Guest favourite
A screened-in porch features wooden walls and a rustic wooden ceiling, providing a cozy gathering space. Comfortable seating is arranged around a central table, while a standing heater adds warmth. Potted flowers and decorative cushions contribute to a welcoming environment amidst views of lush greenery.
Treehouse in Stockton
4.95 out of 5 average rating, 150 reviews

Rustic Elegance Treehouse Cabin Stockton Lake, MO

Rustic Elegance tops this Treehouse cabin just a mile from Stockton Lake Dam and 2.5 miles to Stockton Town Center. Enjoy total privacy in this wooded scene looking out over the neighbors cattle as well deer and turkey. Sitting on Bear Creek which is spring fed and a kayak is available to explore the creek for a small fee. Fire pit and Weber grill help round out your evenings pleasures. Grocery store, gas station, restaurants, and shopping are all within 10 minutes. Outside electric included.

Top Guest favourite
The entrance to the home features a wooden deck with steps leading up to the front door, framed by two windows with green shutters. A metal sculpture of a child fishing stands beside the steps, with a decorative rocky landscape and lush plants below.
Home in Deepwater
4.96 out of 5 average rating, 118 reviews

A Cozy Getaway

Minutes away from Harry S. Truman Dam & Reservoir & the upper end of the Lake of the Ozarks. The lake is a popular fishing destination for crappie, largemouth bass, hybrid stripers, catfish, as well as some of the Nation's finest snagging for spoonbill paddlefish. The surrounding area (110,000 acres) provides plentiful & diverse opportunities, including hiking, horseback riding, golfing, biking, bonfires, bird watching, off-road vehicle adventures, & some of the best hunting in the country.

Guest favourite
A cabin with a light wooden exterior is positioned within a grove of cedar trees. It features a front porch with chairs and a small fire pit, complemented by a grassy area. The dwelling is framed by natural greenery, creating a serene outdoor setting.
Cabin in Wheatland
4.89 out of 5 average rating, 65 reviews

Little Cedar Lodge

Welcome to our charming cabin nestled in a grove of cedar trees. This cozy retreat offers an idyllic escape from the hustle and bustle of everyday life. Wake up to the soothing sounds of nature, and enjoy your morning coffee on the front porch. It is located just minutes from Pomme de Terre Lake, several swimming beaches, boat docks, a state park with fishing access, a walking path, playgrounds, tennis and basketball courts, and volleyball. You will also have walking distance to Dollar General.

Guest favourite
A spacious log cabin is set among lush green trees, featuring a large wraparound deck supported by sturdy wooden posts. The exterior showcases a well-maintained wooden façade, allowing natural light to accentuate the windows, which provide views of the surrounding woodland.
Cabin in Warsaw
4.78 out of 5 average rating, 80 reviews

Luxury Log Cabin - Truman Lake

Tir Na Nog – “Forever Young” A Rustic Retreat Near Truman Lake Welcome to our cozy log cabin, tucked away in the peaceful woods—where time slows down, screens fade away, and you reconnect with life. Named after the Irish legend meaning "Forever Young," it restores & lifts spirits. Whether you’re a hunter, angler, nature lover, or just need a break from everyday life, this is where memories are made—around the campfire, under starry skies, or curled up inside as the wood stove crackles :)

Top Guest favourite
Home in El Dorado Springs
5 out of 5 average rating, 24 reviews

Country Paradise

Surrounded by farmland, grazing cattle, blue skies & green grass, enjoy this little piece of country paradise. Looking for a clean place to stay while in the area or while you hunt, this is it. DIRECTLY across the road you can enter over 2400 acres of Missouri Conservation Land, known as Linscomb Wildlife Area! Also nearby are the Sac and Osage Rivers, that are great for fishing with the latter being known for snagging Spoonbill/Paddlefish. Located between El Dorado Springs and Osceola.

Top Guest favourite
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 166 reviews

The Highland GrainBin, Highland Cows, Firepit

Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Top Guest favourite
The exterior of the farmhouse is visible, showcasing a white structure with a dark green roof and large windows. A gravel driveway leads to the entrance, bordered by small shrubs and gathered stones. A wooden sign is positioned near the door, indicating the entrance.
Farm stay in Butler
5 out of 5 average rating, 130 reviews

The Lone Oak

Reconnect with nature at The Lone Oak, part of our working cattle ranch. Enjoy the quiet of the country while you go fishing in the pond, spotting the wildlife, and stargazing at night while enjoying the hot tub. Just five miles from town, right off the blacktop, and three miles from Interstate 49. The top level is a 1900 farmhouse that is being renovated to enlarge the bnb. The walk-out basement is all new and ready for you to have a relaxing, memorable get-away.

Top Guest favourite
The cottage is nestled among dense trees, featuring a welcoming front porch with white railings. Large windows allow natural light to enter, while a set of stairs leads up to the entrance. The surrounding greenery creates a serene, secluded atmosphere.
Cottage in Wheatland
4.97 out of 5 average rating, 430 reviews

Cozy Woodland Cottage

This cozy cottage in the woods (completed in June 2017) is perfect for a couple seeking a romantic getaway, enjoying a honeymoon, or celebrating an anniversary. (The sofa is a full convertible bed, if others plan to share the 400+ sq. ft. space.) Located in the Lake Hill (formerly Shadow Lake) Golf Course neighborhood (course is currently closed) about a mile from the NW shores of beautiful Pomme de Terre Lake, and about 6 miles south of Lucas Oil Speedway.

Guest favourite
A serene gravel path winds through a wooded area, flanked by tall trees adorned with golden and orange autumn leaves. Soft sunlight filters through the branches, casting gentle shadows on the ground, creating a peaceful setting for a nature walk.
Cabin in Blairstown
4.82 out of 5 average rating, 267 reviews

Honey Creek Hideaway at Back Country Camp

Escape to this quiet, seemingly remote country getaway nestled down a peaceful, tree-canopied lane. Relax and unwind amid big woods, creeks, woodland trails, complete with a very large strip pit lake, and smaller lake just mere feet from your private cabin. Use our large covered dock, kayaks, paddle boat, canoe and explore all this huge waterscape and land have to offer. All manner of Missouri wildlife reside here.

Top Guest favourite
A functional kitchen is equipped with white cabinetry and modern appliances, including a microwave and coffee maker. A black and white checkered mat is positioned in front of the sink, enhancing the space's practicality. Natural light fills the area, creating a welcoming cooking environment.
Cottage in Wheatland
4.97 out of 5 average rating, 248 reviews

Galmey Grove Cottage

* Starlink Wi-Fi Now Available! 100mpbs *Self Check-In (smart lock) Relax and unwind at our cozy little spot we call Galmey Grove Cottage. Located in Galmey, MO on County Road 273 just off 254 Hwy . We are close to several Pomme de Terre Lake swimming and boat access areas. Another attraction is 8 miles away at Lucas Oil Speedway host to Boat Racing, Off-Road Racing, and Dirt Track Races most weekends April-Oct.

Popular amenities for Osceola holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. St. Clair County
  5. Osceola