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, 17 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
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, 230 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
The exterior of a large, two-story country home is displayed, surrounded by well-maintained green grass and seasonal greenery. The house features multiple gabled roofs and a central entrance, with white trim highlighting the front door and windows under a clear blue sky.
Apartment in Bolivar
4.93 out of 5 average rating, 123 reviews

3 Kings in the Country

Come and stay in a quiet and private apartment above us on the second floor of our country home. This is a convenient location near Bolivar Missouri that is 1 mile from hwy 13, 4 miles from the hospital, 5 miles from SBU and 25 miles from Springfield. We are 20 minutes from Stockton Lake and 30 minutes from Lake Pomme de Terre with room for your boat. This is a large three bedroom unit with each room having a king bed with walk-in closet. There is a full kitchen and washer and dryer as well.

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, 133 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 cozy blue building is framed by trees, featuring a porch with a white door and a small seating area. A barbecue grill is positioned nearby, and gravel is visible on the ground in front of the entrance.
Apartment in Stockton
4.97 out of 5 average rating, 38 reviews

Hosta Hideaway, sparkling clean!

This quiet little hidden gem is only 6.9 miles from Stockton Lake. Our new apartment is cozy and quiet yet only a block away from Kinfolk Market groceries, where you will find many delicious, homemade Items that locals have hand-crafted. Don't be too surprised if everyone you meet is friendly and unique. While you are out and about don't miss the darling little coffee shop next to that local market. If there are any needs the owners live next door and are ready to assist with anything.

Guest favorite
A modern kitchen is presented with stainless steel appliances, including a refrigerator and oven. Gray cabinetry is complemented by granite countertops, while open shelving displays decorative items. A stylish sink with a black faucet is positioned on the kitchen island, enhancing the functional design.
Home in Stockton
4.97 out of 5 average rating, 36 reviews

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

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, 154 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
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
4.91 out of 5 average rating, 35 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 favorite
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, 221 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 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, 233 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, 238 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 vacation rentals

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