Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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Guest favorite
A row of cabins is nestled among lush greenery, showcasing their dark exteriors and steep gabled roofs. Each cabin features a welcoming porch with seating. A picnic table is positioned in front of the cabins, with bright blue skies and scattered clouds enhancing the serene atmosphere.
Cottage in Stockton
4.94 out of 5 average rating, 16 reviews

Unique Riverfront Gem: Dogs Ok, King Bed (Cabin 1)

Cabin One is super cozy, featuring a private sleeping loft and a picnic table and fire pit on the waters edge. Learn more about Cabin One: Our cabins, are fully furnished, outfitted with full kitchens, bathrooms, heat and AC. You will have an amazing view of the Sac River from your bed, sofa, patio, and fire pit. Fishing, rafting, swimming & beautiful exploring opportunities abound all within walking distance. Explore our listing more to learn more about Cabin One and Hideaway River Farm!

Guest favorite
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, 130 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 favorite
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, 112 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 favorite
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, 55 reviews

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

Have a peaceful and relaxing stay in a Farm house ! 7 minutes away from Bucksaw Marina 18 minutes to Long Shoals ! Huge Deck to enjoy grilling and chilling!15 minutes from Clinton , Missouri 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. Pets are welcome also! Small pond to let kids fish! Trails on property to walk or enjoy wildlife!

Top guest favorite
The living area contains a brown leather sofa with decorative pillows, a cozy armchair, and a wooden coffee table. Natural light filters through the patterned curtains. A well-equipped kitchen is visible in the background, along with warm wooden cabinetry and modern appliances.
Cabin in Warsaw
4.99 out of 5 average rating, 76 reviews

Wally's 1 mile from Truman Lake boat launch.

Wally's is very clean (smoke, vape, marijuana & pet free) located outside of town, 1.5 miles off Hwy 7. Just 1 mile from a public boat ramp allows convenient access to fishing, skiing, & tubing, and is within 4-5 miles of city & corp boat ramps on Truman Lake & the Osage/Lake of the Ozarks River. Local fish include Crappi; White, Black & Largemouth Bass; Walleye; Paddlefish; Channel, Flathead & Blue Catfish. Surrounded by U.S. Corp wooded land with an abundance of deer & turkey. . .

Top guest favorite
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
5 out of 5 average rating, 127 reviews

Beautiful Grain Bin Cabin, 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 favorite
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, 412 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 favorite
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
4.92 out of 5 average rating, 153 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 favorite
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, 232 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

Guest favorite
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
4.98 out of 5 average rating, 56 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 favorite
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, 235 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.

Top guest favorite
The exterior of the tiny home is shown, featuring a red and gray color scheme with a metal roof. A spacious patio area with a table and chairs is visible, surrounded by small planters with vibrant flowers. A gravel pathway leads to the entrance, framed by trees.
Tiny home in Warsaw
5 out of 5 average rating, 23 reviews

King bed and pet friendly

This 12x30 tiny home has one bedroom, one bathroom, living area, kitchen area and lots of outdoor space. There is plenty of parking near the cabin in the front of the tiny home and plenty of boat trailer parking and turn around area. The backyard is spacious and has a great view. The tiny home was recently remodeled. Come let us host your next visit to Warsaw, Missouri.

Popular amenities for Osceola vacation rentals

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