Vacation rentals with a kayak in Osage

4.9 out of 5 average rating, 237 reviews

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

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.

LocationOutdoor spacesSleep quality

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.

4.97 out of 5 average rating, 63 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!!

ValueOutdoor spacesBathroom

4.97 out of 5 average rating, 189 reviews

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

*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!

Outdoor spacesLocationCleanliness

5.0 out of 5 average rating, 29 reviews

Home in Linn Creek

Family Fave! EV Charging/Fishing/Kayaks/Arcade

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, and high dive, on paved road. Sleeps 12 in 4 bedrooms with 3 kings/3 queens (1 is a Murphy bed). Enjoy a large screened-in porch, arcade, WFH setup w/ dual monitors, smart TVs, gas grill, and washer/dryer. Perfect for swimming, boating, fishing, or relaxing. Minutes by boat/land to dining, winery, & attractions. Book now for family fun!

Outdoor spacesLocationIndoor spaces

A serene lakeside view showcases a private dock with a colorful swing and a swim ladder. The calm water reflects the evening sky's pastel hues, while several boat slips line the opposite shore, offering a peaceful atmosphere for relaxation and enjoyment.

4.96 out of 5 average rating, 25 reviews

Lakefront w/ Dock, Kayaks & Views

4 Waters Getaway is a cozy cabin-style lakefront home in Sunrise Beach on a quiet cove at the 31-mile marker on Lake of the Ozarks. You'll enjoy a private dock with a swim platform, kayaks, paddle board, and more. Relax on the spacious two-level deck or inside by the large stone fireplace with stunning lake views. From excellent fishing to floating and swimming, grilling and outdoor relaxation, you'll find that 4 Waters Getaway has everything you need for a wonderful family vacation!

LocationOutdoor spacesGetting around

Superhost

4.94 out of 5 average rating, 136 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.

LocationOutdoor spacesQuiet

An open recreational area includes a pool table, foosball table, and a comfortable seating arrangement facing a wall-mounted TV. The bar section is equipped with stools, and the kitchen area features wooden cabinetry. Ambient lighting enhances the inviting atmosphere.

5.0 out of 5 average rating, 53 reviews

Game Room, Kayaks, Paddleboards, Restaurant Nearby

A new addition at the Lake of the Ozarks, this 3,243 square foot, 5 bedroom, 3 bath waterfront house, is located off the lakes main channel near the 24 mile marker, nestled at the end of Little Kinchlow Hollow Cove in a no wake zone. Located in Sunrise Beach, you're a 10 minute walk (or 3 min drive) to Paradise Restaurant and Bar for dining and entertainment. This home is close to lots of activities on the lake & quick land access to local restaurants and stores.

LocationOutdoor spacesKitchen

Treehouse in Sunrise Beach

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.

4.96 out of 5 average rating, 78 reviews

Treehouse 1- Private Hot Tub - Firepit- Pets

We are The Treehouses at Whiskey Woods—two luxury treehouses aimed at couples seeking seclusion, comfort, and adventure. On the Rocks blends modern style with nature, featuring a private deck, hot tub, firepit, kitchen, and peaceful wooded setting. Dogs are welcome! Traveling with friends? Book our second treehouse next door for an unforgettable group getaway. Take a scenic 10-minute hike to the water’s edge, where kayaks await. Your private escape starts here!

LocationOutdoor spacesPets

4.91 out of 5 average rating, 122 reviews

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

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!

LocationValueLayout

4.9 out of 5 average rating, 346 reviews

A vibrant sunset casts hues of purple, pink, and orange across the tranquil surface of the lake. Silhouetted trees frame the foreground, while distant hills and a bridge can be seen in the background, enhancing the serene lakeside view.

Condo in Osage Beach

WOW! Location! On the water! Spectacular!

Welcome to your dream vacation! This beautifully appointed condo in the heart of Osage Beach is ready for you. Enjoy easy access to the Lake of the Ozarks and all the best attractions. You'll love boating, fishing, and the stunning lake views. Plus, golf courses, wineries, and fantastic dining are just moments away. With three pools, sports courts, and a spacious deck, you'll have everything you need for an unforgettable stay for up to 8 guests!

LocationValueShared spaces

4.99 out of 5 average rating, 120 reviews

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

8MM | Dock/Slip | Cove | VIEWS | Adventure!

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.

LocationValueWifi

A two-story home sits amidst natural surroundings, featuring a stone façade and wooden decks. Adjoining the property are white chairs on the lower deck, and a hot tub is located beside them. A paved pathway leads up to the entrance, framed by trees and grass.