Holiday houses in Osceola

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Top-rated holiday rentals in Osceola

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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, 387 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
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, 127 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 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
4.93 out of 5 average rating, 164 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
A gravel driveway leads through a lush green field, bordered by grassy areas on either side. In the distance, a farmhouse is visible, surrounded by trees under a partly cloudy sky. The natural landscape conveys a sense of open space and tranquility.
Farm stay in Deepwater
4.96 out of 5 average rating, 72 reviews

"Private" House -30 acres {Bucksaw Marina-Truman}

Have a peaceful stay in a Farm house ! 7 minutes away from Bucksaw Marina 18 minutes to Long Shoals ! Huge Deck to enjoy !15 minutes from Clinton to get groceries or to dine out. 1 bedroom with 2 king size beds and a bunk room with 2 full size beds and 2 twins on top. Plenty of parking . 1 bathroom with a shower. Laundry room with a washer and dryer. 75 inch tv ! Pets are welcome. Small pond to let kids fish! Trails on property to walk or enjoy wildlife! (No hunting on the property allowed)

Top Guest favourite
Home in El Dorado Springs
5.0 out of 5 average rating, 39 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.

Superhost
The Fireside Cabin, painted in deep blue, is nestled among tall trees offering shade and privacy. A gravel path leads to the entrance, with a small porch visible. Lawn space surrounds the cabin, providing an area for outdoor activities.
Cabin in Deepwater
4.75 out of 5 average rating, 16 reviews

Fireside Cabin on Truman Lake

Fireside Cabin invites you to slow down and reconnect with the simple joys of life. Whether you're off for a peaceful day of boating, hunting, exploring hiking trails, or unwinding by the fire with a beverage in hand, this is where rustic comfort meets outdoors. -Less than 1 mile from two Corp of Engineers boat ramps -Large fire pit & brand new covered deck -Wood swing set with sandbox for the kids -Deck slide -10 miles from Bartle Boy Scout Camp & Iconium with the legendary peach float

Top Guest favourite
Cabin in Stockton
5.0 out of 5 average rating, 15 reviews

Sac River Cabin *Walk-In Cooler for Hunters*

Welcome to the perfect mix of relaxation and outdoor activities along Sac River. This charming cabin has something to offer for everyone: peaceful secluded acres for those wishing to escape, amenities centered around family fun, and close proximity to countless hunting and fishing experiences. - 4 miles to Blackjack Access boat ramp - 7 miles to Caplinger Mills Kayak/Canoe Rental - 16 miles to Osage River - Truman Tributary - Walking distance to 415 ac of Public Hunting in Moresi Unit

Guest favourite
An A-frame house is nestled among lush greenery, featuring a striking blue exterior. The front has large triangular windows that allow natural light to fill the interior. A spacious wooden deck with railings provides outdoor seating, inviting relaxation in a serene environment.
Home in Clinton
4.89 out of 5 average rating, 107 reviews

A-Frame Escape

Escape the weekly grind and relax at our peaceful A-Frame. Nestled in nature but close to the essentials, you'll love it here so much you won't want to leave. This is our family lake house. Surrounded by tranquil nature, you will be at peace. The home is centrally located near several marinas for great fishing and boating, with plenty of parking for boats and trailers. Relax on the large deck or unwind in the hot tub. Come stay at our lake house and become part of our lake family!

Top Guest favourite
A modern kitchen features granite countertops and stainless steel appliances, including an oven and coffee maker. A large island with seating enhances functionality. Double glass doors open to a view of the outdoor area, while a ceiling fan and wall-mounted television add comfort and convenience.
Home in Stockton
5.0 out of 5 average rating, 54 reviews

The Navigator at LakeTown Estates *HOT TUB*

Welcome to Lake Town Estates! Located only minutes away from the beloved lake town of Stockton, MO, this home offers everything you need for your lake vacation or quiet getaway! Nearby, you will find a local grocery store, a small-town coffee shop/cafe, and a variety of things to do, such as kayaking, hiking, boating, and more! Whether you're bringing the whole family or travelling alone, The Navigator at Lake Town Estates will be the perfect home away from home!

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
4.98 out of 5 average rating, 444 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 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, 167 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
Cabin in Osceola
4.94 out of 5 average rating, 84 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