Holiday rentals with a kayak in Osage

Cozy retreat! Hot Tub, Wood Stove and Sunsets

Welcome to Cairn Cottage, a classic one-room, stone cottage sitting a stones throw from the Osage Arm of The Lake of the Ozarks (69MM). Relax in nature from the hot tub year around. From May to September (and sometimes later) you can enjoy the Kayaks and SUPs at the lake lot. Please note that the cottage and lake lot are a short golf cart ride from each other. A boat slip is available 5/31-9/7 upon request. We always recommend travel insurance but especially encourage it during winter months.

Sunset lake retreat: kayaks & NEW: boat rental!

Entire lake house ready for your next lake retreat with family or friends. Spacious living area including outdoor deck space with a private dock and kayaks for use! Watch the sunset on the dock while grilling out or next to the gas fire pit. Cozy up next to the wood burning fireplace. **NEW LOWE Tritoon BOAT RENTAL option or space to side dock your boat. Close to the strip, grocery stores, and restaurants. Mini golf, go-karts, and a winery are also nearby. Perfect for a weekend or long get away.

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.

6 Beds/Fishing/Screened Porch/Dock/Kayaks

Lakefront home on MM29 at Lake of the Ozarks with flat lakefront! Family and pet friendly with private dock (swim deck + wet steps), 2 tandem kayaks, lily pad, life jackets, on paved road. Sleeps 12 in 4 bedrooms with 3 kings/3 queens (1 is a Murphy bed). Enjoy a large screened-in porch, equipped WFH setup w/ dual monitors, smart TVs, gas grill, and washer/dryer. Perfect for swimming, boating, fishing, or relaxing. Minutes by boat or land to dining, winery, & attractions. Book now for family fun

The Cozy Captain

This one-bed 475 sq ft waterfront home offers stunning views on prime waterfront, it comes complete with a 2 well doc (one boat lift 8000 lbs, both 10 feet wide by 30 feet long), 2 PWC lifts as well as 2 kayaks. Private, cozy little cabin originally built in 1945. It's an ideal location to enjoy beautiful Lake of the Ozark's. The updated cabin is close to restaurants, shopping, boat launches, and golf courses. Queen bed, full sofa sleeper and a twin XL in the loft. Small bathroom has a shower.

*Wow, Luxury 5BR, 4BA Edgewater Escape w/ Hot Tub!

This phenomenal lakeside home has 5 bedrooms, 4 baths, hot tub, swim dock and is built for entertaining with over 3000 sq ft of space! Enjoy swimming in the quiet cove and take advantage of our two kayaks, pedal boat, SUP & fishing. Inside, enjoy our gourmet kitchen, shuffle board, foosball table, games and multiple decks to enjoy the view! Located on the 7MM just a few minutes by water to H Toads and Shady Gators. With space to sleep your entire family & friends, come relax with us!

Hickman cabin

Private cabin on beautiful Lake of the Ozarks. Relax, swim or fish from the dock, enjoy a cocktail and a gorgeous sunset! We now have 2 kayaks available for rent. 25/day per kayak. You can pay if/when you use them. Just please give us a heads up. Life jackets for your use on the dock. Please note we do not rent kayaks if water temp. is below 65F. We are fairly close to The Loop 2 and LOTO parks. We now offer a hot tub. PLEASE READ INFO ON SPA AND OFF ROAD PARKS UNDER 'OTHER DETAILS TO NOTE'

The Lower Deck at Wet Feet Retreat

The Lower Deck at Wet Feet Retreat is a private, lakefront lower-level apartment available only during the off-season. Ideal for a quiet getaway or short-term stay, it features a queen bedroom, smart TVs, high-speed internet, a cozy living and dining area, and a kitchenette with sink, compact fridge, microwave, air fryer, and induction burner. Includes private laundry, stand-up shower, free parking, dock access, kayaks, and a private patio with fire pit. Shared HVAC set at 70°.

Rippling Point Lakefront House

Secluded at the end of a private drive on the quiet end of the Lake of the Ozarks, our lake home offers recreation, relaxation, and fishing opportunities. The house is on the water at the 67MM of the lake and features 300 feet of private shoreline. A deck that overhangs the water is just a few steps from a patio equipped with a propane/charcoal grill and outdoor cooking area. Two kayaks are included to explore the shoreline and its wildlife. An inviting hot tub beckons.

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.

Keystone Haven- Private Dock, Game Room, & Hot Tub

Let the good times roll at this beautiful single-story home in the heart of Osage Beach. Featuring a private dock with a 12x36 slip in a no-wake cove, kayaks, FREE neighborhood boat launch right below the home, boat trailer parking, hot tub, a game room with a pool table, poker table, dart board and wet bar, and SO much more. This home is within walking distance of Margaritaville, Redhead’s Yacht Club, and many more of the best places Osage Beach has to offer!

LOZ Retreat: Private Dock, Kayaks, Firepit & More!

Welcome to Dock Holiday! Get your family or friends together for the perfect Lake of the Ozarks getaway. Our house comfortably accommodates 12 & is only steps away from the water! It's located in a wide-no wake cove, right off the main channel. Close to Papa Chubby's, Larry's on the Lake, Fish and Co. & much more! Outside the home you'll find a large fire pit to enjoy making the perfect s’more, kayaks & private dock with a 10’x24’ boat slip.