Vacation rentals in Osceola

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Top-rated vacation rentals in Osceola

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Top guest favorite
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
4.97 out of 5 average rating, 145 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!

Guest favorite
The exterior of a two-story brick house is visible, featuring large windows that reflect the surrounding greenery. A wide driveway leads to the entrance, where a wooden bench sits. The yard includes manicured bushes and trees, providing a quiet, inviting atmosphere.
Townhouse in Stockton
4.89 out of 5 average rating, 231 reviews

Rest Near Stockton Lake

Why stay in a hotel when you can stay in a full house!!! Only a few miles from Stockton Lake. Fully furnished! Apple-TV in every room! Fully equipped kitchen. Very cozy and comfortable place! There are 4 beds. There is also a pack & play for an infant. BBQ grill right outside the front door. Washer & dryer for guest to use too! Also, property is equipped with ActivePure Air Purification unit that is proven to reduce up to 99.99% of allergens & pathogens including the virus that causes Covid-19!

Top 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, 139 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, 115 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 favorite
Home in Warsaw
4.94 out of 5 average rating, 354 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!

Superhost
A hot tub is situated under a wooden gazebo, surrounded by a lattice design that allows for natural light. Dark steps provide easy access, and the interior of the tub is filled with clear water, creating an inviting space for relaxation.
Cabin in Pittsburg
4.83 out of 5 average rating, 174 reviews

Wolf Cub Cabin with Private Hot Tub!

The Wolf Cub is one of three cabins located near Pomme de Terre Lake. Reserve this one bedroom cabin for romantic getaway or all three for a group or family gathering. This Cabin has a beautiful fireplace inside and hot tub located in the gazebo off the back deck. Enjoy the hammock and fire pit in the back as well. This cabin is located with in walking distance to the lake where you can put your boat in, swim or fish. Sleeps up to four, full kitchen towels and gas/charcoal grill.

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, 419 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, 155 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!

Top guest favorite
A ranch-style home is set against a backdrop of vibrant autumn foliage. The entrance features a wooden staircase leading up to a welcoming porch, adorned with seasonal decorations. Ample windows allow natural light to brighten the exterior, showcasing its charming gray siding.
Home in Warsaw
4.97 out of 5 average rating, 147 reviews

THE 436 in Warsaw!

The 436 is located downtown Warsaw just a block off Main Street with all of the lovely shops from Antiques to Boutiques and eating establishments! Drake Harbor is walking distance away with walking and biking trails and a launch onto Lake of the Ozarks. Plenty of room to park your boat. 2 bedrooms, 1 bath. Large living room, kitchen, dining and family room. Also large sunroom with plenty of seating. Patio area outside to enjoy!!

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, 242 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

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, 241 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
A tranquil view of the cabin from a rocky creek bank, surrounded by lush greenery and trees. The sunset casts a warm glow on the cabin, enhancing its rustic charm. Gentle ripples are seen in the creek, reflecting the evening colors of the sky.
Cabin in Adair Township
4.98 out of 5 average rating, 258 reviews

Cabin on the Creek, 120 Acres

Located at the confluence of two creeks, in real Missouri Ozarks, sits our Cabin. Quant and cozy, this old “hunting cabin” and surrounding land have much to offer. Within the 120 acres of private property, yours to explore, are numerous flowing creeks, ponds, springs, fields, and rolling wooded hills. All ready for your getaway.

Popular amenities for Osceola vacation rentals

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