Vacation rentals in Osceola

Chatham Cabin-Home of the Midwest Sunset!

Chatham Cabin offers incredible lake views with lake access including our 6 well dock that has a swim platform and ladder, fish sink and picnic table. The cabin includes a kitchenette with stove/oven-and all the kitchen essentials for cooking and staying in. The bathroom includes a 6 foot claw-foot tub w/shower. Nestled on a quiet lake road “Isle View” will not disappoint. We are close to Ha Ha Tonka State Park, Kinderhook and Lake Valley golf courses, Ball Park National’s and the Amphitheater.

Cabin #3 at Fisherwaters Resort with Lake View!

Welcome to Fisherwaters Resort; a special place where you'll travel back in time to one of the last original Mom & Pop resorts at the Lake of the Ozarks. Located at the 10 MM of the Niangua Arm, you'll enjoy peace and quiet on wooded land with amazing views of the lake. Cabin 3 is a large studio with room for 4 guests. Space includes a queen bed, galley kitchen, full bath, queen sleeper sofa & screened porch. You can enjoy a great weekend or longer stay in this hand built, one of a kind cabin.

Spacious Log Cabin with Amazing Lake Views

Bring the whole family to the lake and relax at this peaceful, spacious, log cabin. Tucked up on a hill among the trees, you have a perfect view of the beautiful Niangua Arm of Lake of the Ozarks. Floor to ceiling windows overlook the water, LL deck full width of the house. DR deck with gas grill and private balcony off MBR. Only 7min to Ozarks Amphitheater, Bridal Cave & Thunder Mountain Park! LL game room with 2 new Sofa Sleepers that comfortably sleep one on each for extra sleeping area.

Stunning Waterfront Condo

Welcome to our beautiful waterfront condo! Nestled on the shores of Lake of the Ozarks, our condo offers breathtaking lake views and direct access to the water. The open-concept living area is designed for relaxation, with large windows that frame stunning views of the lake. Enjoy the screened in private balcony for your morning coffee or an evening glass of wine while taking in the picturesque scenery. Whether you're looking to relax or embark on an adventure, this is the ideal spot for you.

Heart of the Ozarks

There are 2 bedrooms with queen beds and a twin floor bed. Also there’s a couch and 2 lazy boy recliners. You have the option of two great golf courses at your disposal. Old Kinderhook and Lake Valley golf courses. We are centrally located to some great water; Niagua River and Lake of the Ozarks. 3 mi. to HAHA Tonka Park 4 mi to Ozark Amphitheater 10 mi from Encounter Cove family fun park. 15 mi from Osage Beach, 3 mi from The Bridal Cave 7 mi from Big Surf Water Park,

The Highland GrainBin, 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.

Lakeside Sunrise Water Views

Located in Lochhaven Condominiums, Lakeside Sunrise offers an ideal Lake of the Ozarks escape with lake access and use of the seasonal community pool. A boat launch at Pier 31 is just minutes away, making lake days effortless, while nearby favorites like Fish & Co, Larry’s on the Lake, and the Ozarks Amphitheater put dining and live entertainment within easy reach. Whether you’re boating, swimming, or enjoying lakeside sunrises, this location delivers the best of the Ozarks.

Amazing Full View of Cove - Privacy - Relaxation

Looking for privacy, peace and quiet, and a great view? You've found the right home! Is this the best view on the lake? We're biased but it's definitely one of the best for the price! This is not a lake front property but it's elevated above all of the houses in front of it so you will still feel like you are on the lake. In the morning when the sun rises and bounces off the lake it might give you goose bumps. After 3 years of owning this house I still get them.

Blue Hippo Haven

Well maintained 3 bedroom, 2 1/2 bathroom open-concept home set in a deep water, no wake cove near mile marker 31. Boat slip available for renter's use on private dock with great fishing opportunities. Peaceful setting not far from shopping with all paved roads. Near to many lake entertainments (restaurants, bars, etc.) by both water and road. Perfect get away for couples and families!

Dock Holiday~Lake Escape w/Dock+ Firepit+Kayaks

Welcome to Dock Holiday—your perfect Lake of the Ozarks escape! This lakefront home sleeps 12 and sits just steps from the water in a wide no-wake cove off the main channel. Enjoy a private dock with 10x24 boat slip, kayaks, and a large firepit for s’mores under the stars. Great parking with additional space for a boat trailer. Close to Papa Chubby’s, Larry’s, Fish & Co. and more!

Kay's Cottage on Hole #16

Book your private cottage at award-winning Old Kinderhook! Enjoy pools, golf, dining, and more. Convenient to Ha Ha Tonka State Park, Bridal Cave, and Ozark Amphitheater. Book your Lake of the Ozarks getaway today! The skating rink will open Nov 28th. Also the hockey tournaments will begin on December 1st. They will be held every Sunday and Thursday. From 8:00 to 10:00 pm

New! Tiny Home Log Cabin No. 4 -Bear Cabin

True log tiny home cabins conveniently located on asphalt road. Seasonal lake views, woodland beautiful park like setting. 7 min drive to Ozarks amphitheater. Close to many restaurants and boat ramps. Minimum 2-night rental. Enjoy coffee on the screened porch in the morning, or your favorite beverage of the evening in this peaceful and beautiful setting.