Vacation rentals in Osceola Township

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Top-rated vacation rentals in Osceola Township

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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

4.96 out of 5 average rating, 123 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!

Superhost

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, 220 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!

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

4.94 out of 5 average rating, 125 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

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

4.94 out of 5 average rating, 53 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

A modern living space features a stylish ceiling fan above a dining area with four sleek bar stools. A world map decorates the white wall, complemented by a simple wooden console table and a decorative plant. A cozy fireplace and stainless-steel appliances are visible in the background.

Townhouse in Stockton

5 out of 5 average rating, 38 reviews

The Traveler at Lake Town Estates

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 Traveler at Lake Town Estates will be the perfect home away from home!

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

4.98 out of 5 average rating, 404 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

4.91 out of 5 average rating, 151 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 lakeside pavilion is visible, featuring a metal roof and wooden structure. Benches are placed underneath for seating. Lush green grass surrounds the area, and trees provide shade, with the calm water of the lake reflecting the surrounding greenery.

Home in Wheatland

5 out of 5 average rating, 10 reviews

Getaway Lake House

We’re excited to share our family lake house that we are enjoying with our kids , with guests who love nature, relaxation, and quality time with loved ones. It’s family-friendly, with plenty of activities just steps away. There are nearby playgrounds, tennis/baskets courts, soccer/baseball. Bring your boat/Jet Ski or kayaks. Whether you want to relax on the porch, fish by the shore, go boating, or to the park there’s something for everyone to do .

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, 227 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, 53 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, 228 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.

Guest favorite

A single-story duplex is depicted, featuring a light-colored exterior and a private entrance with glass double doors. Flanking the doors are two planters with flowering plants. A gravel pathway leads to the entrance, with a grassy area on one side and a clear blue sky overhead.

Guest suite in Stockton

4.8 out of 5 average rating, 293 reviews

Nonnie & Poppies Hide-a-way

Nonnie & Poppies Hide-a-way is a duplex-style unit with a private entrance. It is only minutes from the lake and has easy access for vehicles with trailers. It is in a quiet area outside of town and it is next door to The Bait Shop where you can get cold drinks, ice and snacks.