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
4.99 out of 5 average rating, 136 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.

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
4.9 out of 5 average rating, 207 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
A serene view of the sun setting over the calm lake, casting a warm glow across the water. A dock is visible in the foreground, featuring a small American flag gently waving. Lush trees line the opposite shore, contributing to the tranquil atmosphere.
Home in Sunrise Beach
4.96 out of 5 average rating, 55 reviews

Beautiful Lake Front, Private Dock, Pet Friendly!

Private and immaculate 3 BR, 1.5 bath lakefront home at the Lake of the Ozarks. Prime location at the 29 1/2mm in Sunrise Beach with two well dock, one automatic boat lift, one manual jet ski lift uncovered, dedicated swim/sunning area, large deck off house. Located on 50 foot of lake front property with deep water. Enjoy the beautiful, friendly, calm cove with pristine views down the main channel. Ideal for families, small groups, couples, fishermen, individuals, boat racers, any lake lovers!!

Top guest favourite
Treehouse in Sunrise Beach
4.98 out of 5 average rating, 53 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
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
4.96 out of 5 average rating, 45 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
A spacious entryway welcomes guests to the lower level, featuring a foosball table and a comfortable seating area. Natural light floods the room through a skylight, and decor reflects a lake theme, enhancing the inviting atmosphere.
Holiday home in Linn Creek
4.95 out of 5 average rating, 59 reviews

Quiet Lakefront! Hot Tub, H2O Toys & Pet Friendly!

* 7 person hot tub! * Private dock w/ 1 slip, h2O slide, 2 Kayaks, lily pad on 52’ of lake front, swim platform * 2 decks w/ outdoor dining for 8 * Patio w/ lake view next to waterfall w/ 2 fire pits * Free parking - 4 cars * No step & 1 step entrance * Fully stocked kitchen * Keurig, Mr. Coffee maker, Ninja blender * Foosball table, boardgames * 3 tv's, highspeed internet * washer/dryer * Quiet neighborhood minutes from Big Surf h2O park, 7 Springs Winery, Bridal Cave, Ha Ha Tonka, Walmart

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, 277 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, 151 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

Top guest favourite
Apartment in Osage Beach
4.93 out of 5 average rating, 243 reviews

Lake Life Reimagined -best location best view 17mm

Escape from the concrete jungle and rejuvenate your energy with a stay at this Osage Beach condo! Featuring a panoramic view of the Lake of the Ozarks from your very own deck, this 1-bed, 1-bath vacation rental is a modern retreat close to shopping, recreation, and entertainment venues. Spend the day cruising the coastline and enjoying water activities like fishing, jet-skiing, tubing, and more! Finally, head home for a pleasant evening of good food and quality time.

Superhost
Home in Sunrise Beach
4.94 out of 5 average rating, 116 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, 110 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 $103 SGD 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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