Holiday rentals with a kayak in Osage Beach

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.

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!

Cozy Loft on Treetop Cove

Indulge in a luxurious getaway at this spacious and cozy 840sq. ft. Treetop Village private loft, nestled in the Village of Four Seasons—one of Lake's most coveted areas. Sleep in luxury Cariloha sheets. Relax in our lakeside private hot tub or paddle the cove in kayaks. Swimming pools & pickleball court in our community. The Aquatic Center, with an indoor pool, is 2 minutes away. Enjoy walks around our 25-acre wooded community. Perfect for a romantic escape or unforgettable family adventure.

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'

Lakefront Resort Home! Dock, Firepit, Kayaks

Get ready to make memories at this large WATERFRONT lake home! It is within the TanTarA Estates which is adjacent to the Margaritaville Resort. It features a concrete 32' deep by 30' wide dock with swim platform. Our cove is tucked far back, so you’ll avoid dealing with large main channel waves. Any stays 28 days or longer will require any guests 18 years old or older to complete a background check, credit score check, and sign a lease agreement. All payments are made through AirBNB.

Cove+Channel View | Dock | Bachelorette + Families

Booking for 2026. Lakefront getaway with cove setting + stunning main channel views! Perfect for family fun, group trips, and bachelorette getaways. This 4BR/3BA retreat features a private dock w/ swim platform, Lily Pad, 14x36 boat slip, 2 PWC lifts, 2 kayaks, paddleboard. Inside: arcade games, board games, and space to unwind. Outside: axe throwing, cornhole, pong table, grill, griddle & firepit. Baby/kids gear included. Enjoy coffee or cocktails on the deck with unbeatable lake views!

Modern lakefront home-private-dock-great views

Completely renovated inside and out lakefront 3 bed / 2 bath home on the 2MM. Beautiful modern-finishes with tons of privacy on a wooded lot with spectacular views of Ginger Cove and the main channel, 300 feet of shoreline, private dock with boat slip, swim platform. Kayaks and swim mat available for fun in the water. Perfectly located off Horeshoe Bend Parkway, within 5 minutes of the Bagnell Dam strip and Osage Beach Parkway, restaurants, shopping, grocery, etc. by land and water.

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°.

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!