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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Guest favorite

A spacious patio area features a black metal table surrounded by four cushioned chairs, complemented by a patterned outdoor rug. Views of the lake and surrounding trees are visible, suggesting a tranquil outdoor space for relaxation or dining.

Cottage in Grove

5 out of 5 average rating, 36 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.

Top guest favorite

A charming cottage is situated by a serene pond, surrounded by bare trees. The structure features a metal roof and a spacious porch, with canoes and paddling equipment visible along the water's edge, reflecting a tranquil atmosphere.

Cottage in Eucha

4.99 out of 5 average rating, 129 reviews

Private Spring Fed Reservoir w/paddle boat

Off the beaten path, approximately one 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 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

4.87 out of 5 average rating, 95 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.

Superhost

Home in Afton

5 out of 5 average rating, 4 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.

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, 101 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. Kayaks available to use at no addtl cost. 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.

Guest favorite

A modern cabin featuring a wooden exterior and large windows. The porch is adorned with teal Adirondack chairs. A golf cart is parked in the gravel driveway, offering convenient transportation options. Surrounding trees provide a natural backdrop.

Cabin in Afton

4.95 out of 5 average rating, 78 reviews

Twin Retreat Cabin 1: FREE Golf Cart Summer Promo

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 overall cozy furniture, you won't want to leave. If you decide to venture out though, the cabin is perfectly situated just minutes from Shangri La Golf Courses and Resort/Spa, the new Battlefield Par 3 course, the Anchor Activity Center, marinas, dining, casino and much more. We look forward to hosting you soon!

Guest favorite

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.

Home in Eucha

5 out of 5 average rating, 16 reviews

Woods and Water Cabin

Relax with the whole family at this peaceful woodsy cabin. Immerse yourself in the beauty of nature. Enjoy the view, read a book, play games, do puzzles, or bring your binoculars and check out the many species of birds. Take a short walk to the beach, swim, play in the park area, or spend the day fishing off the shore or from your boat. There is a boat ramp with ample parking for trailers. For ORV and ATV lovers, the Disney trails and rocks are 7 miles away. Enjoy! - The Chasteen Family

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

4.94 out of 5 average rating, 18 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 wooden dock extends over calm water, showcasing two colorful kayaks: one pink and one blue. Nearby, a few personal items are placed on the dock, including a blue cloth and an orange cup, while a boathouse is visible in the background surrounded by trees.

Cottage in Grove

4.85 out of 5 average rating, 82 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.

Top guest favorite

Home in Eucha

4.97 out of 5 average rating, 78 reviews

So Grand Lakefront, Hot Tub, Dock & Game Room

With 5 BR, 2.5 BA, and endless outdoor decks, this Grand Lake waterfront property is perfect for large families. Located on South Grand Lake O' the Cherokees, you'll never want to leave! The direct open lake access, panoramic lake views and covered dock, will make you want to spend all your time in the sun, but with a garage bar game room, fire pit for s'more making and hot tub for relaxing while watching stunning sunsets, there is something for everyone. Good times are a guarantee!

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.

Home in Afton

5 out of 5 average rating, 63 reviews

Grand Lake Opulence: Luxe Waterfront Retreat

Massive Luxury Lake Front home with Million Dollar views of Duck Creek from every room. New massive boat dock with 35’ boat slip; large covered sun deck. Located on the entrance to Duck Creek; mins away on the water from all the best restaurants and marinas on Grand Lake. 4 Trex decks (NEW HOT TUB) overlooking the lake. Massive game room with full sized shuffle board & pool table including wet bar ice maker. Fire pit with swing set surrounding offer 180 water views. New Peloton Bike.

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.

Home in Vinita

4.96 out of 5 average rating, 47 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!