Holiday rentals with a kayak in Osage

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Top-rated rentals with kayak in Osage

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

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Top guest favourite
Cabin in Edwards
4.98 out of 5 average rating, 123 reviews

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.

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, 201 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.

Top 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
4.95 out of 5 average rating, 38 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
4.97 out of 5 average rating, 174 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
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'

Top 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

Superhost
Flat in Eldon
New place to stay

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°.

Top guest favourite
Two blue mugs are placed on a glass-topped table overlooking the serene lake. The calm water reflects the surrounding tree-covered hills, creating a peaceful setting. Soft morning light illuminates the scene, enhancing the tranquil atmosphere of this lakeside retreat.
Home in Edwards
4.97 out of 5 average rating, 274 reviews

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.

Guest favourite
A modern kitchen features white cabinetry and granite countertops, complemented by stainless steel appliances. A spacious wooden island with seating is highlighted, illuminated by a chandelier with hanging bulbs. Natural light pours in from a nearby window, enhancing the open and inviting layout.
Home in Gravois Mills
4.97 out of 5 average rating, 150 reviews

Lakefront | 3BR | FirePit | Gazebo | Kayak | Games

Enjoy Peaceful Days and Relaxing Evenings at Buck Creek Lodge at the 7mm of the Main Channel! * 3 Bedrooms - 2 Full Baths - 1,350 sqft - Sleeps 10 * 1 King, 2 Queen, 4 Single Beds * Concrete Fire Pit * Open Concept, New Appliances * Balcony w/ Seating * Patio w/ Games * Lakeside Gazebo w/ Kayaks, Swim Pad, and Life Jackets * 10’x10’ Swim Dock w/ PWC lift, No Boat Slip, 5' water * Gas BBQ * WiFi 200 MBps * Smart TVs * Laundry Off Kitchen * Free Early Check-In when Possible

Guest favourite
Home in Sunrise Beach
4.95 out of 5 average rating, 111 reviews

Enjoy A Great View at The Hideout!

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.

Guest favourite
The game room features a pool table and a poker table surrounded by comfortable chairs. A wet bar is visible in the background, with stainless steel walls creating an industrial feel. Various games and a fan are mounted on the ceiling, enhancing the recreational space.
Home in Osage Township
4.89 out of 5 average rating, 103 reviews

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!

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, 106 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.

Popular amenities for kayak rentals in Osage

Quick stats about holiday rentals with a kayak in Osage

  • Total holiday rentals

    Explore 60 holiday rentals in Osage

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 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

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Osage holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Osage rentals

  • 4.8 Average rating

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

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