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

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

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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.

Guest favorite
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.

Guest favorite
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.
Home in Afton
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, 141 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

Guest favorite
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.
Cabin in Grove
4.92 out of 5 average rating, 106 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.
Barn in Vinita
4.98 out of 5 average rating, 41 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.

Guest favorite
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

Cozy retreat. This beautifully decorated, 2-level, 2-bedroom cottage sleeps up to 9, with a private dock nestled in Fisherman's Cove on North Grand Lake. Perfect balcony for relaxing, grilling out, and taking in nature. Ideal for a family retreat, girls' weekend, a couple's getaway, or a fisherman's refuge. Upstairs, king bedroom. Downstairs, two full beds, plus one set of bunkbeds and a single trundle. **Please see "Safety & Property" section of the listing, regarding small children.

Guest favorite
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.
Home in Afton
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!

Guest favorite
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.
Home in Afton
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.
Home in Afton
5 out of 5 average rating, 34 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
A lodge-style cabin is nestled among greenery, with warm lighting accentuating its wooden structure. Steps lead up to a spacious deck, which is partially covered. Soft outdoor lighting highlights the surrounding foliage, creating a cozy ambiance in the evening setting.
Cabin in Eucha
4.93 out of 5 average rating, 96 reviews

Grand Lakeside Escape 😊 Amazing Dock in Calm Cove

This lodge-style cabin is tucked away on the calm waters of Fox Hollow, which is on the Drowning Creek Cove of South Grand Lake - just a short 1:20 drive from Tulsa. The cabin combines the best of old and new - nostalgic knotty-pine paneling and native stone fireplace combined with all leather and wood furnishings and premium pillow top beds. The covered boat dock has rooftop access and the private swim dock is perfect for launching a kayak into the cove.

Guest favorite
Cabin in Wyandotte
4.84 out of 5 average rating, 31 reviews

Ray of Sunshine Lake Cabin +PrivateDock & Kayaks

šŸ šŸ‚ 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 šŸ‚ šŸ 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!

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