We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Vacation rentals with a kayak in Grand Lake O' the Cherokees

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Grand Lake O' the Cherokees

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A lakefront studio cottage is set among neatly landscaped greenery, featuring a stone retaining wall and flowerbeds. The cottage showcases a spacious patio with seating, framed by large windows that enhance the natural light. Trees and grass create a calming outdoor environment.

Cottage in Grove

5 out of 5 average rating, 40 reviews

Cozy LF Grand Lake Cottage w dock -Amazing Sunsets

This new, custom-designed, lakefront studio cottage is a beautiful place to spend a relaxing getaway! Work space with a view! Quiet country setting. 150ft away from the enclosed boat dock/swim deck. Launch ramp nearby. The large patio is perfect for quite morning coffee or al fresco dinners with an amazing sunset. Located near the Mouth of Buffalo on Elk River Arm of Grand Lake-a prime fishing spot. 13min from Grove. For additional space, see The Cale House on Grand Lake - located next door.

A serene lakeside view is presented at dusk, featuring a wooden dock extending into calm waters. Soft reflections of illuminated buildings can be seen along the shoreline, with scattered clouds in the twilight sky creating a tranquil atmosphere.

Cabin in Wyandotte

4.88 out of 5 average rating, 104 reviews

Grand Lake Fishing Cabin *Dock/Ramp *late checkout

Welcome to the Best Little Grand Lake "Fishin' Cabin"! *Late checkout (bc we know you won’t want to leave)* Located in one of THE best spots on the lake for fishing, boating, catching sunsets, etc... there is a reason this area is named Paradise Point! You will be as content as can be in our lakefront, humble, cinderblock cabin. Completely remodeled & decorated to be quaint & comfortable. Enjoy your private dock, large deck and access to our boat ramp…or play poker in the large 3 season porch.

A serene sunset is captured over Grand Lake, with the sun reflecting on the water's surface. Docked boats are visible in the marina, framed by trees, creating a peaceful ambiance. The structure's windows enhance the view of the tranquil setting.

5 out of 5 average rating, 12 reviews

Waterfront Private Dock Monkey Island!

Welcome to your dream vacation on Grand Lake! Our luxury waterfront property on Monkey Island has a private dock and stunning lake views. The Island features vibrant nightlife, dining, and the Shangri-La resort. This vacation home feels like a true retreat with a fully stocked kitchen, wet bar, coffee bar, pool table, & ping pong. Our cove is ideal for swimming & fishing, with a neighborhood boat ramp & several nearby marinas. Comfortably sleeps 8 with spacious rooms & well-appointed bathrooms.

Top guest favorite

A charming cottage sits beside a tranquil spring-fed pond, featuring a large deck accessible from the rear. A fire pit resides in the grassy area, with lush green trees surrounding the property, enhancing the peaceful outdoor setting.

Cottage in Eucha

4.99 out of 5 average rating, 140 reviews

Private Spring Fed Reservoir w/paddle boat

Off the beaten path, approximately 1 mile down a bumpy dirty road you will find a hidden gem. At the edge of the Ozarks in the heart of green country is a small cottage located on a beautiful one acre spring feed pond. You can see the spring gushing out of the hillside. Our cottage is small, cozy, and very relaxing. Whether you are kicking back watching the tube or paddling around the pond you will feel right at home and may not want to leave. Paddle boat, 4 paddle boards and 2 kayaks included

A cozy deck features a glass table with a central fire pit, surrounded by two dark chairs. The serene water view is framed by lush green trees and a clear blue sky, creating a tranquil setting for relaxation.

4.92 out of 5 average rating, 103 reviews

'The View on Grand' Epic Lake Views*Modern Luxury

The VIEW on Grand. For the discerning traveler with high-end comfort in mind. Enjoy the incredible view while snug in bed. Sip coffee on the deck and watch the sun rise over the lake, roast marshmallows over the fire while listening to the sound of the water. Cozy up inside and watch the birds bob on the waves. Kayaks are stored on the side wall of Wren for our collective guests to enjoy. The stairs for lake access are immediately behind the deck and available for use by all eight cabins.

Top guest favorite

The silo structure is showcased against a vibrant sunset, with clouds reflecting shades of orange and pink. The grassy area in the foreground leads to a gravel driveway, while the building features a covered porch, inviting views of the surrounding landscape.

4.98 out of 5 average rating, 40 reviews

Harvest Hill Silo- Route 66 Home w/ Fishing Pond

Setting on Route 66, just 2 miles from I44 Vinita exit, the silo is situated on 20acres and includes a stocked 5 acre pond for fishing and exploring! The bin has a full kitchen and a custom tiled shower in the downstairs bathroom. Downstairs also has a bedroom with a queen bed as well as a full size pull out. Upstairs has 1 bedroom with a twin over full bunk bed, 1/2 bath and a second living room with a queen size pullout. Enjoy the sunset or sunrise over looking cattle and horse pastures.

The living area features two spacious couches arranged for comfort, with a wooden coffee table in between. Natural light fills the space through large windows. A dining area is visible in the background, accompanied by wooden accents and a ceiling fan.

4.93 out of 5 average rating, 45 reviews

Waterfront Getaway! Fish from a Private Dock!

Book "The Lucky Duck" - your destination to a fun and tranquil escape! Nestled by Grand Lake, this cozy waterfront spot is the ultimate playground for families or an ideal retreat for romantic couples! Located on Duck Creek, you'll never want to leave! With direct access to the lake, water views, a cozy dock, a deck that wraps around like a hug, a s'mores-worthy fire pit, and endless spots to kick back, this place is a chill paradise for all!. Get ready for a blast of fun guaranteed!

The exterior of the cabin showcases a blend of wood and stone materials, highlighted by a large deck featuring outdoor seating and a hot tub. Surrounded by trees, the cabin offers a serene setting with ample natural light filtering through large windows.

4.95 out of 5 average rating, 85 reviews

Twin Retreat Cabin 1:Hot Tub, Fire Pit, Golf, Boat

Welcome to The Twin Retreat: Cabin #1! Come experience a modern, rustic, yet luxury stay in our meticulously furnished cabin! With the private hot tub, stone firepit, kayaks, games and cozy furniture, you won't want to leave. If you decide to venture out though, the cabin is perfectly situated just 1 mile from Shangri La Golf Courses and Resort/Spa, the new Battlefield Par 3 course, & the Anchor Activity Center. Whether you seek adventure or rest, we look forward to hosting you soon!

A cozy lakehouse is seen with a covered front porch featuring outdoor seating. Planters with blooming flowers are positioned along the base. The entrance is highlighted by a welcoming yellow door, and lush trees provide shade around the property.

4.84 out of 5 average rating, 111 reviews

Calhoun lakehouse on Monkey Island w/Golf Cart opt

Come relax at this peaceful, cozy lakehouse in the heart of Monkey Island. Golf cart available to rent. 1 kayak available to use. Launch your boat across the street at the private ramp & take advantage of the opportunity to fish in "The Crappie Capitol of the World" Golfers, the award winning Shangri la golf course & par 3 Battle Field are less than 1 mile away. Welcome small dogs for fee. Enjoy the nearby night life entertainment, restaurants, & golf/walking and cart trails.

Top guest favorite

A serene bedroom is presented with a spacious bed layered in neutral-toned bedding, complemented by decorative pillows. Two bedside lamps provide soft illumination, and a ceiling fan circulates air. A tapestry hangs above the bed, adding texture to the wall.

5 out of 5 average rating, 33 reviews

Monkey Island Casita, A Grand Getaway!

Explore Grand Lake o’ the Cherokees at this central spot near all the fun! This bright and cozy home features an open kitchen and family room, as well as a cheery sunroom with large dining table for gatherings or morning coffee. Close to everything Grand Lake has to offer, including Shangri-la Resort, golf courses, and great restaurants all accessible by the 5 mile golf cart path. Bring your own boat and utilize the neighborhood ramp or rent one at the many local marinas nearby.

Top guest favorite

An aerial view captures the property set on a spacious lot by the water's edge, surrounded by lush greenery. A private dock extends into the lake, offering a swim deck. The warm light from the house's windows contrasts with the evening sky, creating a serene atmosphere.

4.95 out of 5 average rating, 60 reviews

Newly Renovated Modern Lakefront House on 1 Acre

Bring your family or friends for a Grand Lake O’ the Cherokees vacation featuring some of the best lake views in the state. This roomy, newly renovated, 4 bed, 2.5 bath stylish lakefront home nestled on a 1 acre lot in the woods of the Ozark foothills is about as close as you can get from the OKC or Tulsa area. Over 100 ft of lake frontage includes a private partially covered dock with swim deck and jet ski lift as well as hot tub in this private Grand Lake oasis!

Cabin in Wyandotte

4.84 out of 5 average rating, 31 reviews

Ray of Sunshine Lake Cabin +PrivateDock & Kayaks

🍁 🍂 Peaceful fall getaway with a fire pit for s’mores, cozy blankets for coffee on the deck, crisp mornings for fishing off your private dock and kayaks for paddling out on the water 🍂 🍁 Welcome to the Ray of Sunshine Cabin (+Private Boat Dock!) tucked away down a private road, where the Elk River meets Grand Lake! This quiet, secluded property is nestled on a small cliff side, surrounded by trees and nature — the perfect fall retreat!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Grand Lake O' the Cherokees kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

A serene view of a green lawn is surrounded by tall trees, casting dappled shadows on the grass. In the background, a calm lake reflects the greenery, while a dock with boats is seen along the shore, enhancing the peaceful atmosphere.

4.96 out of 5 average rating, 47 reviews

Grand Lake OK Monkey Island On the Water.

A warm gathering space showcases floor-to-ceiling windows that reveal serene lake views. A cozy fireplace, framed by original cedar walls, enhances the inviting atmosphere. Outside, a private dock leads to the calm waters, while a fire pit area encourages evening gatherings.

4.96 out of 5 average rating, 47 reviews

Disney Wateredge Retreat-Private Beach & Dock-Sout

An inviting living space features a comfortable sofa with decorative pillows and a large television. A wooden clock adorns the wall, while stairs lead to an upper level. A dining area with wooden chairs is visible in the background, next to a doorway leading to additional rooms.

4.54 out of 5 average rating, 37 reviews

Relaxing little lake cottage

The cabin is set atop a hill, showcasing a sloped roof with three large triangular windows. A covered porch extends from the front, framed by lush greenery that enhances the feeling of seclusion. Surrounding trees contribute to the peaceful woodsy ambiance.

5 out of 5 average rating, 19 reviews

Woods and Water Cabin

An outdoor seating area features comfortable couches and chairs, arranged around a coffee table. A ceiling fan provides airflow in the shaded space, which overlooks the lake. The scene includes a clear view of the water and nearby decks.

4.98 out of 5 average rating, 86 reviews

So Grand Lakefront, Hot Tub, Dock & Game Room

5 out of 5 average rating, 13 reviews

Lakefront Hideaway | Boat Slip at Nearby Marina

Top guest favorite

A serene lakefront view captures a vibrant sunset reflecting on calm waters. A large boat dock is visible in the foreground, with structures offering shelter and space for boats. The sky transitions through shades of orange and pink, enhancing the tranquil atmosphere.

5 out of 5 average rating, 68 reviews

Grand Lake Opulence: Luxe Waterfront Retreat

5 out of 5 average rating, 9 reviews

Holidays w/us means room for everyone! Waterfront!

Cottage rentals with a kayak

A wooden boardwalk stretches through a lush green landscape, flanked by trees and foliage. The sturdy railing provides safety while meandering towards a serene wooded area, where nature thrives under a clear blue sky.

Cottage in Grove

4.94 out of 5 average rating, 113 reviews

GrandLake*Kayak*Forest View*Firepit*King*Lakefront

Top guest favorite

A bright living space features a comfortable seating area and a large window overlooking greenery. Wooden beams are seen on the ceiling, and a small desk is positioned nearby, accompanied by two chairs. The kitchen area is subtly enclosed, and a sign reading 'LAKE' adds a charming touch.

Cottage in Grove

4.99 out of 5 average rating, 84 reviews

GrandLake*Kayak*Forest View*Firepit*King*Lakefront

Silhouettes of kayakers are viewed against a pastel sunset sky, reflecting on the still water of Carey Bay. The tranquil scene captures the essence of an evening spent on the lake, surrounded by nature's beauty.

Cottage in Grove

4.94 out of 5 average rating, 67 reviews

Kayaks*Forest View*Firepit*King*Lakefront*Gameroom

A coffee mug rests on a wooden railing, overlooking a tranquil waterfront scene. A private dock is visible, with people enjoying the outdoors under a canopy of lush green trees. Sunlight filters through the foliage, creating a peaceful atmosphere.

Cottage in Grove

4.84 out of 5 average rating, 87 reviews

The Cottage At Grand Lake

A cozy bedroom is displayed, featuring a spacious bed with a light-colored quilt and decorative pillow. Natural light enters through a window beside the bed, which is framed by white curtains. A ceiling fan adds to the comfort, while a wooden accent wall provides warmth.

Cottage in Grove

4.91 out of 5 average rating, 78 reviews

GrandLake*Kayak*ForestView*Firepit*Kings*Lakefront

A tranquil scene depicts a group of individuals on kayaks silhouetted against a colorful sunset over the water. Gentle ripples reflect the warm hues of the sky, while clouds add texture to the horizon. The peacefulness of the lake invites relaxation and exploration.

Cottage in Grove

4.98 out of 5 average rating, 51 reviews

GrandLake*Kayak*ForestView*Firepit*Kings*Lakefront

Cottage in Grove

4.91 out of 5 average rating, 47 reviews

GrandLake*Kayak*Forest View*Firepit*King*Lakefront

Two white Adirondack chairs are situated on a wooden deck, facing a tranquil lake. Trees frame the view, and a dock is visible across the water, creating a peaceful outdoor space for relaxation.

Cottage in Afton

4.93 out of 5 average rating, 69 reviews

Jewels of Isles End-THE DIAMOND

Cabin rentals with a kayak

A spacious wooden deck overlooks the serene lake, framed by large trees. The deck features unique railings with a sunburst design, creating a visual connection with the natural surroundings. The calm water reflects the sky, enhancing the tranquil lakefront setting.

3.75 out of 5 average rating, 4 reviews

Lakefront New Cabin 32 at Lee's Grand Lake Resort

The living room features wooden walls and a ceiling fan, with comfortable seating arranged around a coffee table. The kitchen showcases modern appliances with ample counter space, while the outdoor deck offers a dining area with views of the surrounding nature.

Cabin in Vinita

4.9 out of 5 average rating, 49 reviews

Grand Lake Cabin Retreat -Lake View, Dock, & Woods

The exterior features a covered deck with a wooden railing and outdoor seating arrangement. Two chairs and a table are positioned to overlook the lake view. A Blackstone Grill is visible nearby, surrounded by trees for a natural setting.

5 out of 5 average rating, 3 reviews

Wolf Point Cabin with Private Dock and Tram

A circle of red Adirondack chairs faces a tranquil lake at sunset. The sun sets over the water, casting warm hues in the sky. Trees frame the scene, providing a natural border to the serene outdoor space.

4.83 out of 5 average rating, 76 reviews

Waterfront Lodge Unforgettable Bison's Bluff-Grove

A bright living area features tall windows allowing natural light to illuminate the wood-paneled walls. A dining table is set for several guests, while comfortable seating arrangements are positioned near the large glass doors, offering views of the outdoor scenery.

Cabin in Disney

4.95 out of 5 average rating, 44 reviews

House of the Rising Sun Disney

Top guest favorite

A circular fire pit area features several wooden Adirondack chairs arranged around a stone border. Lush green grass surrounds the seating, with trees providing shade. Views of the nearby lake are visible in the background, creating a serene outdoor gathering space.

5 out of 5 average rating, 11 reviews

On-Site Lake Access: Group Getaway in Afton

An outdoor patio is set with a round wooden table surrounded by four navy blue chairs, offering a comfortable space for relaxation. Lush greenery borders the deck, providing a view of the open water and colorful blooming flowers in the foreground.

4.94 out of 5 average rating, 51 reviews

Lakeside Modern Luxury w/Lake Views

A dining area is presented with a large wooden table, accompanied by a matching bench. Natural light filters through large windows and french doors, offering views of the surrounding landscape. The rustic wooden walls and ceiling enhance the warm ambiance of the space.

5 out of 5 average rating, 5 reviews

Norfolk Cabin (Boat Slip Included)

Destinations to explore