Holiday houses 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

4.82 out of 5 average rating, 50 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

FamilyValueView

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, 371 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!

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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, 155 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.

LocationFamilyIndoor spaces

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, 122 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.

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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, 66 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.

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Top Guest favourite

A rustic cabin is nestled among tall trees, surrounded by nature. A firepit with seating is positioned to the front, while a wooden swing is nearby. Windows on the cabin allow for glimpses of the interior, integrating the structure harmoniously with the wooded environment.

Cabin in Warsaw

5 out of 5 average rating, 18 reviews

Honey Hole Cabin at Truman Lake

Tucked away on 3 peaceful acres, this cozy cabin offers the perfect escape for those looking to relax, recharge, and reconnect with nature. Sleeps 6 with 2 Bedrooms and 1 Full Bathroom Enjoy a fully equipped kitchen, open living area, with a few rustic touches to complete the cabin vibe. Enjoy the hot tub, large back deck, and firepit near Berry Bend and Truman Lake. Located just minutes from public lake access, boat ramps, trails, and outdoor fun—your perfect Honey Hole getaway awaits.

LocationFamilyCleanliness

Top Guest favourite

Home in El Dorado Springs

5 out of 5 average rating, 28 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.

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Top Guest favourite

Cabin in Stockton

5 out of 5 average rating, 10 reviews

Hunt + Fish + Float Sac River Secluded Cabin

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

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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 out of 5 average rating, 45 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!

FamilyLocationBarbecue

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, 437 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.

LocationFamilyParks

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, 253 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.

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Top Guest favourite

A cozy bedroom features a spacious bed with striped linens and decorative pillows. A comfortable armchair and bedside tables with lamps are visible, enhancing the room's functionality. Natural light enters through small windows, adding brightness to the neutral color palette.

Home in Appleton City

4.97 out of 5 average rating, 257 reviews

Tiny Cottage

Escape the big city hustle and bustle for a cozy tiny home with eclectic style in our safe small town of Appleton City. Enjoy the fresh air and open fields. Off street parking. Perfect for a couples get away. There's coffee, toaster, basic kitchen essentials, mini fridge with ice cube trays, lawn chairs for the front porch where you can enjoy your coffee in the morning shade in our quiet little escape. No pets

FamilyValueAir conditioning