Vacation rentals in Osceola

Treehouse 1- Private Hot Tub - Firepit- Pets

Nestled among the trees, On the Rocks is a luxury treehouse that promises an unforgettable escape to nature without sacrificing comfort or style. It offers a contemporary design feel with a private decks, hot tub, firepit, kitchen, and serene atmosphere, allowing guests to unwind and connect with nature in the utmost luxury. The Treehouses at Whiskey Woods offers two luxury treehouses to choose from for a getaway for two or grab friends to stay just next door. Our firepits offer seating for 4.

31MM | Cove | Flat Yard | Dock | Float Mat | SUP

Welcome to Firefly Drift, a cozy waterfront cottage tucked away on a quiet, no-wake cove at the 31 Mile Marker on the lake's west side. The experience begins with a scenic drive as you leave the main road and wind through the trees toward the water. This charming 3-bedroom, 2-bath cottage sits on a rare flat lot with easy parking and a gentle walk to the private dock. Enjoy peaceful lake views, swimming, fishing, floating, and relaxing by the water with paddle board & lily pad! Bring your boat!

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.

Loch Haven MM31 Best Condo! Summer Ready just for

With Panoramic Lake Views, a private screened-in porch, and access to Loch Haven's amenities this Condo will have you coming back in no time! Welcome to Bottomless Retreat! Spend the day boating on our beautiful sparkling lake waters, hiking through Ha Ha Tonka State Park, or teeing off at Old Kinderhook Golf Course. Boat Slip is available to renters! Relax by the pool or unwind inside with the family as you prepare a feast and enjoy the scenic sunsets. A rental agreement will have to be

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.

The Osage at The Lake of the Ozarks!

Bring the whole family to this great place with lots of room for some Lake time fun! There is a large screened in porch, plus a front porch for a view of the Osage at the 31mm. Conveniently located to bars, restaurants, and grocery stores! We have slips for your boat and your friends boat too!! Don’t want to room with your friends, we have extra cabins and you can even rent a camper or bring your own! T win Rivers Resort is on 10 acres, with 250' of lakefront with a ramp and a swim platform.

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.

Iron & Oak Lodge

Iron & Oak Lodge is a beautifully restored century-old milk barn, nestled in the heart of the Ozarks. Just minutes from I-44, with easy access to Bennett Springs, Lake of the Ozarks, and I-44 Speedway, you're perfectly positioned for relaxation and adventure. Unwind in quiet tranquility beside the firepit or sip your coffee as the sun rises over distant fields. Enjoy a fully stocked kitchen, Smart TV, Wi-Fi, cozy fireplace, and thoughtful touches throughout. Book your getaway today!

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.

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.

The Cove Retreat

Hello and welcome to The Cove Retreat! The Cove is a peaceful, family-friendly location with many things to do. We welcome you to swim, kayak, fish, and most of all, relax! You are just steps away from your own private dock or minutes away from local restaurants, bars, and attractions. The Cove Retreat is able to comfortably host up to 6 people, complete with a fully functional laundry room. We hope you enjoy your time and unwind here on the Lake of the Ozarks!

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!