Holiday rentals in Osceola

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Top-rated holiday rentals in Osceola

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

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Superhost
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
4.8 out of 5 average rating, 51 reviews

Secluded Lake Cabin w/ Hiking Trails & Firepit

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

Top guest favourite
A spacious master bedroom is shown, featuring a bed positioned near large windows that provide expansive views of the surrounding landscape. Soft carpeting covers the floor, and natural light fills the room. A small area is visible to the left, suggesting additional amenities.
Home in Warsaw
4.94 out of 5 average rating, 372 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!

Guest favourite
A spacious living area is visible, featuring a cozy sofa and a patterned area rug. Natural light enters through several windows, illuminating the open layout, which includes a dining table and kitchen area in the background.
Home in Clinton
4.96 out of 5 average rating, 157 reviews

The Orchard House by Katy Trail

Dubbed the Orchard house since being on Orchard street. This newly renovated stand alone home on a quiet dead end road is just what the doctor ordered. Located just 2 miles to the start of the historic Katy Trail makes this a great spot. Also, we are only minutes away from Truman Lake which boasts some of the best crappie and spoonbill fishing around. A dedicated shed with lock is provided at the back of the home for bike storage. A short walk to the historic square with shopping + eateries!

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, 157 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, 124 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.

Top guest favourite
The exterior of a two-story house is depicted, featuring a gabled roof and a unique cupola. A spacious porch is visible at the front, with a bench and large triangular windows on either side. Surrounding greenery, including blooming trees, enhances the setting.
Home in Warsaw
4.98 out of 5 average rating, 216 reviews

The Citadel - Close to the Water and Warsaw

The Citadel is a pretty little place, modern with vintage cottage appeal right off Hwy 7 by the mile-long bridge leading into Warsaw. This 2 story, 2 bedroom, 2 full bath home (showers only) offers a well equipped kitchen, dining, living & sitting room w/Roku tv and tv w/dvd player, wifi, room to work, and outdoor seating. Large parking area. Close to swim beaches, the park at Drake Harbor for walking/boating/fishing, flea markets, antique shops, restaurants and the Overlook. No washer/dryer

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
4.87 out of 5 average rating, 68 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.

Top guest favourite
Home in El Dorado Springs
5 out of 5 average rating, 31 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 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, 439 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.

Superhost
A modern cabin is positioned on a gravel driveway, surrounded by lush green trees. The exterior features a combination of wood and stone elements, with a covered porch and four sturdy columns enhancing the entrance. Natural light illuminates the windows on both sides.
Cabin in Deepwater
4.9 out of 5 average rating, 162 reviews

Truman Lake Cabin Super Clean "Private" Getaway!

Quiet serene location! Our personal cabin is located just 400 yards from Truman Lake. Short walk to the cove for wildlife viewing or Higgins' Landing boat launch is just across the highway, and has plenty of parking for vehicle/s, boat trailer, and great bank fishing. Clinton and Warsaw are a 30 min drive, and Iconium is a 12 min drive. Don't forget to look around in the lake feeder creeks, lot's of arrowheads in the area. We now have super fast WI-FI!

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, 280 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.

Guest favourite
A secluded cabin is surrounded by autumn foliage, with leaves in shades of orange and yellow. The cabin features a wide deck with a wooden railing and large screened windows. A gravel path leads to the cabin, enhancing the tranquil setting among the trees.
Cabin in Osceola
4.96 out of 5 average rating, 78 reviews

secluded cabin in the Woods - Osceola, MO

This cozy cabin is located 1/2 mile from Weaubleau Creek where there is boat launch access that feeds the Osage River & Truman lake. This is the perfect place for any hunting/fishing trip, or to go do nothing that all! The cabin is secluded, completely unplugged from the outside world. A peaceful retreat for any outdoor or front porch coffee lover. A true gem in any season to recharge free of distractions.

Popular amenities for Osceola holiday rentals

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