Holiday rentals with a kayak in Osage Beach

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Top-rated rentals with kayak in Osage Beach

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite
A calm lake reflects the orange and purple hues of a sunset, with gentle ripples across the water surface. A dock is visible in the foreground, providing access to the serene scene, framed by trees in the upper corners.
Home in Lake Ozark
4.91 out of 5 average rating, 193 reviews

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.

Guest favourite
A light-filled bedroom features large windows overlooking a wooded landscape. A spacious bed is complemented by two inviting armchairs, creating a cozy seating area. Soft textures and natural wood elements contribute to a serene atmosphere, with a mounted television and ambient lighting adding modern touches.
Treehouse in Sunrise Beach
5 out of 5 average rating, 41 reviews

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.

Guest favourite
The exterior of the cabin showcases a combination of wood and stone, framed by lush greenery. A covered entryway leads to the front door, which is flanked by large windows. A landscaped garden with colorful flowers is positioned near the walkway.
Home in Osage Beach
4.94 out of 5 average rating, 35 reviews

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.

Top guest favourite
The lakeside home is illuminated at night, showcasing multiple decks adorned with warm outdoor lighting. The three-level structure features large windows and sliding glass doors, providing views of the surrounding area. The deck is set against a backdrop of natural landscaping.
Home in Gravois Mills
4.98 out of 5 average rating, 171 reviews

*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!

Top guest favourite
The living area features a stone accent wall with a mounted flat-screen television. Two sofas provide seating, with decorative pillows adding color. A remote-controlled ceiling fan hangs above, and an electric fireplace adds warmth. Shelves with decorative items offer a welcoming touch.
Apartment in Lake Ozark
4.98 out of 5 average rating, 108 reviews

Waterfront condo, 2bed 1 bath Fireplace & Slip

"Relaxing lake days await at this waterfront 2-bedroom, 1 bth Condo with 12x30 covered Boat Slip at Lake Ozark. Located in the Kola Bear at the 1 Mile Marker, this cozy condo provides access to on-site amenities like a outdoor pool as well as an updated interior featuring at-home comforts and a deck/patio overlooking the lake! Enjoy days spent boating, swimming, or fishing on Lake Ozark, exploring the iconic Ozark Caverns, or shopping on the Bagnell Dam Strip, all just minutes away!" No Pets

Top guest favourite
Home in Sunrise Beach
4.97 out of 5 average rating, 39 reviews

Sunny Waterfront Retreat

🍂❄️🌸 Sunny Waterfront Retreat – Year-Round Lake Getaway with Private Dock! Welcome to your perfect lake escape! Whether chasing colorful fall sunsets, a cozy winter retreat, or spring & summer on the water, this newly renovated lakefront home has everything you need! Prime location 18-mile marker, from the dock you can see Dog Days, the Shootout & the new Oasis Amusement park. Close to Backwater Jacks, State Park, 1932 Reserve! Short drive to Bagnell Dam Strip, Osage Beach & golf courses.

Top guest favourite
A private cabin with a wooden deck overlooks the Lake, surrounded by lush greenery. The building features large windows and is situated on a rocky shore. A shaded area with a canopy provides a comfortable space for outdoor relaxation.
Guest house in Barnett
4.95 out of 5 average rating, 392 reviews

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'

Guest favourite
A private deck features a small table and two chairs, complemented by decorative pillows. Scenic views of the water and lush greenery in the background are visible, with nearby docks suggesting access to boating activities.
Flat in Osage Beach
4.92 out of 5 average rating, 38 reviews

Waterfront with few steps! W/12’ x 30’ Boat slip

Enjoy a peaceful setting at this centrally located condo. Ground floor unit with one flight of stairs down to the unit and a half flight down to the water and the first slip on the dock! The 12’ x 30’ slip can be seen from the deck, close enough to call in fishermen for dinner time! Close to the mall, great restaurant selection, and PB2 which offers trailer parking. Nice long path along the lake and a view of trees with the State Park just across the water. NO TRAILER PARKING ON-SITE

Top guest favourite
The exterior of the house showcases a two-story structure with a balcony and large windows. A spacious lawn features a circular fire pit surrounded by several chairs, while colorful kayaks rest on the ground. Lush green trees provide natural shade.
Home in Sunrise Beach
4.98 out of 5 average rating, 105 reviews

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.

Guest favourite
A vibrant orange lily pad swim mat floats on the water, with three individuals enjoying the sun. The large dock is visible in the background, featuring seating and a shaded area, set against the calm lake surface surrounded by trees.
Cottage in Gravois Mills
4.99 out of 5 average rating, 107 reviews

8MM Cottage w/dock & slip in cove

Our family cottage sits on 100’ of lakefront in a natural lake setting. Spacious living with expansive views and a private dock. Swim off the dock or relax on the lily pad from dawn until dusk and enjoy sunset over the large, protected cove. Create more lake memories at our fire-pit and outdoor charcoal grill. Bring your own boat to tie up to the dock during your stay. Close to movie theater, grocery stores, and restaurants by land or water.

Top guest favourite
The living room features a wall of windows with views of the lake and surrounding area. A flat-screen TV is positioned above a media console, while a coffee table and two recliners offer seating. Natural light fills the space, complemented by a ceiling fan.
Apartment in Osage Beach
4.97 out of 5 average rating, 58 reviews

Parkside Paradise - Condo w/ Lake & Pool Views!

If you’ve been looking for million-dollar views, a beautiful pool, and central location close to all the action in the heart of Osage Beach, look no further! This NEWLY RENOVATED walk-in waterfront condo has NO STAIRS from the parking lot to the unit, and features 2 bedrooms, 2 bathrooms, new flooring, updated cabinetry, stainless steel appliances and overlooks the lakeside pool. There is also a 10x30 boat slip available for rent.

Top guest favourite
A contemporary living area features a large sectional sofa, an electric fireplace below a wall-mounted TV, and a striking feature wall of natural stone. Sliding glass doors open to a patio with views of the water, allowing natural light to fill the space.
Apartment in Osage Beach
4.94 out of 5 average rating, 134 reviews

Lake Life Location with Serenity

Enjoy a peaceful and stylish stay at this unique lakefront condo in Osage Beach! Located just minutes from shopping, entertainment, and recreation venues, this 2-bed, 1-bath vacation rental provides a serene escape from the concrete jungle. Spend your days boating, fishing, jet-skiing, and more on the Lake of the Ozarks, then return home to relax on the deck. Make your next vacation one to remember at this central location!

Popular amenities for kayak rentals in Osage Beach

When is the best time to visit Osage Beach?

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Quick stats about holiday rentals with a kayak in Osage Beach

  • Total holiday rentals

    Explore 50 holiday rentals in Osage Beach

  • Nightly prices starting at

    Osage Beach holiday rentals start at € 69 per night before taxes and fees

  • Verified guest reviews

    Over 2,130 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Osage Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Osage Beach rentals

  • 4.8 Average rating

    Osage Beach stays are highly rated by guests – averaging 4.8 out of 5!