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
4.81 out of 5 average rating, 47 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

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, 148 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, 116 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
Cabin in Edwards
4.99 out of 5 average rating, 137 reviews

Hot tub, golf cart, kayaks/SUP with lake access!

✨Hot Tub+Golf Cart+Kayaks |Quiet Lake Escape Cairn Cottage is a cozy, vintage, one room stone cottage tucked into nature above the Osage Arm (69MM). Come slow down and enjoy the quiet side of the lake. Hot tub year-round, golf cart to the dock, and kayaks in season. A complimentary breakfast casserole, plus coffee and snacks, make mornings simple and relaxed. Not coming in summer? Check out our amenities slide that shares which amenities are available when. Reconnection is a reservation away!

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, 360 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, the historic "Hallmark town" of Warsaw is minutes away, and a 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 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
4.95 out of 5 average rating, 64 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 out of 5 average rating, 19 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 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, 120 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.

Guest favourite
Colorful flowers are arranged in a garden bed, featuring various blooms, including yellow and purple irises, surrounded by lush green grass. The background shows a cabin with wooden siding, framed by tall trees and a clear sky.
Home in Clinton
4.92 out of 5 average rating, 36 reviews

Cozy Cabin by Bucksaw Marina, Truman Lake

Your family will be comfortable and close to the lake when you stay at this 3 bedroom, 2 bathroom cabin. Ask us about our stocked private pond and we can get you access. It’s only a quarter mile away from the property! Also, there’s a small event center on the property that can be rented daily. Next to this house is also an RV hookup and water for extra guests. Enjoy the barbecue grill and two large walkout decks as you bask in the evening sunset.

Top Guest favourite
The cottage's entrance features a covered porch supported by wooden pillars. Rocking chairs are positioned beside potted plants. The front door, framed in green, is flanked by large windows that provide natural light. Surrounding trees enhance the cottage's secluded feel.
Cottage in Wheatland
4.98 out of 5 average rating, 228 reviews

Rustic Hideaway Cottage

This nearly hidden cottage in the woods (completed in June 2019) is perfect for a small family, two or three couples enjoying a lake vacation together, or several friends connecting simply to hang out. 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 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
4.97 out of 5 average rating, 68 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.

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, 246 reviews

Galmey Grove Cottage

* Wi-Fi Available! *Self Check-In (smart lock) Relax and unplug 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