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, 132 reviews

Hot tub, golf cart, kayaks/SUP with lake access!

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.

Top guest favourite
Treehouse in Sunrise Beach
5 out of 5 average rating, 51 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.

Top guest favourite
An aerial view of a lakefront home surrounded by lush trees during twilight. The property features a private dock with a swim deck and colorful water slide. The inviting home is illuminated by warm lights, contrasting with the serene water and vibrant sky.
Home in Linn Creek
5 out of 5 average rating, 17 reviews

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

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, 41 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.

Guest favourite
The exterior of the retreat features an A-frame design with a prominent wall of windows. A welcoming pathway leads to a spacious deck surrounded by lush greenery. Adjacent seating areas are visible, creating inviting spots for relaxation.
Home in Camdenton
4.85 out of 5 average rating, 145 reviews

Wet Feet Retreat

Come relax and enjoy time on the lake at Wet Feet Retreat. Private swim dock and boat ramp. Fantastic Big Niangua location with quick access to everything. Swim in the lake directly from shore or off the dock. Great windows for lake viewing and lots of seating at table and large island. Enjoy evening fires around the firepit. Plenty of outdoor furniture to relax upon. Paved roads all the way to the front door. Ha-Ha-Tonka State Park, Bridal Cave and city park just a stones throw away.

Guest favourite
An inviting dock area is showcased, featuring a wet bar illuminated with soft lights. Surrounding the bar are metal chairs, with a tranquil lake view visible in the background. The wooden deck merges with the calm water, enhancing the serene atmosphere of the space.
Home in Linn Creek
4.88 out of 5 average rating, 57 reviews

Sweet Retreat-Lake Front property in Ozarks

Perfect lake escape and retreat with home right on the lake at the 28mm, with private dock for relaxing, swimming, and pulling up the boat. Three-bedroom home to sleep 10 persons. Two full bathrooms with full size washer and dryer in upstairs bathroom. Full size and stocked kitchen as well as dining room and living room. Dock with large area for relaxing as well as island bar, dock shed with fridge, loungers, fishing poles, and lots of room around the dock for swimming, floating, and fishing.

Top guest favourite
Two red Adirondack chairs are positioned on a wooden dock, facing a serene lake view. A patterned rug lies beneath the chairs, and a vibrant sunset casts colorful hues across the sky, enhancing the tranquil atmosphere of the outdoor space.
Home in Sunrise Beach
4.97 out of 5 average rating, 71 reviews

LAKE FRONT~ Private/Updated ~New Deck Sleeps 8-10

Be prepared to never want to leave! Want to be near the action but not on the main channel? Want plenty of outdoor space? You got it! Huge Deck w/Firepit, 2 Grills, Private Dock, Swim Platform, Pirate Plank Jump Platform, Kayaks, & Adirondack chairs for all! For those non-sun-seekers, enjoy the large screened in porch over looking all the action! Groceries just 4 miles away! Close to Captain Ron's & Bear Bottom's by boat, Franky & Louie's just a short drive. Come enjoy some much needed R&R!

Top guest favourite
A spacious deck offers stunning views of the lake and surrounding trees. Comfortable seating arrangements are provided, including a table with chairs and a lounging area. A grill is visible, adding to the outdoor dining experience, while the tranquil water reflects the sky.
Home in Osage Beach
5 out of 5 average rating, 13 reviews

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!

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, 276 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, 113 reviews

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.

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
4.9 out of 5 average rating, 108 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!

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 £60 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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