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

Home in Disney

4.95 out of 5 average rating, 38 reviews

Disney Wateredge Retreat-Private Beach & Dock-Sout

Over 3,000 square feet of fun! Whether you plan to boat, ride off-road trails or just relax, Disney Wateredge Retreat on Grand Lake O' the Cherokees is the perfect blend of fun and relaxation, right on the water. This renovated 1970's chalet features floor to ceiling windows, and 5 bedrooms, most with a lake view. Area roads permit golf carts & UTVs. Boat & UTV rentals are minutes away, and great restaurants are all very convenient. Please, no animals permitted due to vintage wood plank floors.

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, 115 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, 91 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

The view showcases a serene lakeside property, framed by lush greenery. A new private dock extends over calm waters, while a two-story deck of the home provides an inviting space for relaxation. A vibrant sunset casts warm colors across the sky.

Home in Afton

4.95 out of 5 average rating, 65 reviews

Serenity by the Shore: Luxury Waterfront Haven

Large (5000 SF) Luxury Lake Front Oasis in No-Wake Zone Cove with new private dock & HOT TUB. Mins from all the amenities and action of Duck Creek. This home has 5 large bedrooms and 1 large bunk-bed room with 4 full baths and 2 half baths and sleeps 15 people in beds. This home has a new 2 story deck over-looking the peaceful waters of FishTail Cove. Ice maker, barbecue, fire pit with swing set and new large private dock round out the amenities this beautiful property. Kayaks & SUP included.

Guest favorite

A serene lake view captured from the front of a kayak, with the sun reflecting off the water's surface. Soft waves gently ripple towards the shoreline, where lush trees can be seen in the background against a partially cloudy sky.

Cottage in Jay

5 out of 5 average rating, 15 reviews

Cozy Getaway w/ Grand Views! 6th night FREE

Escape to tranquility at The Golden Kettle Cottage. Nestled on 1.6 wooded acres, savor wildlife, campfires, and scenic fall/winter lake views. Only 0.5 miles from lake access for swimming and kayaking. A wrap-around drive offers convenient lake toy parking. This cozy haven comfortably accommodates 6 guests and features a fully equipped kitchen and all the special extra touches. We welcome up to two dogs to join you during your stay (with pet fee). Your stress-free Grand Lake retreat awaits!

Guest favorite

A spacious waterfront home is set against a backdrop of trees. The large deck features steps leading up to the entrance, surrounded by well-maintained shrubs. A picnic table is placed on the lawn, and a decorative fountain adds a tranquil touch to the landscape.

Home in Afton

4.98 out of 5 average rating, 42 reviews

Beautiful Grand Lake Waterfront Home! Boating Fun!

Come to enjoy the beautiful views of this waterfront home! Wrap-around 2 level deck with boat slip and swimming area. Large home situated on beautiful tree covered backyard for yard games, picnics, fire pit, and grilling out. Wide open basement for game room and movies, and has mini kitchen. Many marinas nearby, and includes RV pad with electrical hookup. No matter if you come to play on the water, or relax in front of some stunning views, you will leave feeling rejuvenated and refreshed.

Guest favorite

An aerial view showcases a lakeside retreat surrounded by lush green lawns and trees. The home features a spacious yard and a private dock, offering direct access to the water. Nearby houses are visible, indicating a peaceful residential area.

Home in Grove

4.91 out of 5 average rating, 22 reviews

Lakefront w/ Large Garage & Dock Access

This stay has everything you need in a lakeside retreat! Watch peaceful sunsets through floor-to-ceiling windows or from the back deck. Park your boat at the dock with tie up access. Securely store your vehicle and/or boat in the 32-foot long garage. Stay connected with high-speed wifi. Send the kids out to play in the large backyard! BOATERS & FISHERMAN: This property is situated near Wolf Creek boat launch and has a large 32' covered garage for your bass boat.

Guest favorite

Home in Grove

5 out of 5 average rating, 20 reviews

Waterfront Grove Retreat w/ Kayaks & Boat Dock!

Lakefront living is right around the corner at this charming vacation rental. Boasting a private location, a sun-soaked deck, and a full kitchen, this 2-bedroom, 2-bathroom home is the perfect outdoor escape for you and your loved ones. When you’re not lounging by the water, spend the day exploring Monkey Island or test your luck at Grand Lake Casino. Then, round out your evenings with a freshly grilled meal and a round of s’mores by the fire. Book this Oklahoma abode today!

Guest favorite

A patio area is visible, featuring a stone table with matching benches and a comfortable chair with a patterned cushion. Flower-filled hanging pots and greenery enhance the view of the lakeside and shared dock, with the water reflecting the surrounding landscape.

Home in Grove

5 out of 5 average rating, 15 reviews

Morning Coffee. Lakeside. Peace and Serenity.

Enjoy your morning coffee in this new two-bedroom eclectic stylish space. Lots of natural light. Lakeside with a beautiful view of Elk River Arm all the way to Highway 10 bridge. The cutest coffee bar ever. Full kitchen perfect for grilling and enjoying a patio meal. Two patios. Double slip dock. Boat ramp within the block. Small, quiet neighborhood. Grill on the patio while enjoying a beautiful Grand Lake sunset. 12 minutes from city of Grove or Grand Lake Casino.

Superhost

Home in Vinita

4.88 out of 5 average rating, 16 reviews

Lake Frontage, Luxury Home

Direct Lakefront Gated neighborhood with pool & scenic ponds with waterfalls. Built 2014 4,600 sq. ft. 5 BD 4 master bedrooms suites with large private bathrooms 5 1/2 BATH Sleep up to 25 people ($50 fee p/p above 16) Hot Tub Granite counter-tops Double refrigerator Fire pit Outdoor Kitchen For rent: 2020 Premier 270 Grand Majestic with 2 motors (27 ft. x 10 ft.) Summer Season: $900/1st day & $550/day on . Rest: $500/1st day & $300/day on. 55 minute drive from Tulsa

Guest favorite

Home in Vinita

4.95 out of 5 average rating, 42 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!

Guest favorite

A charming cottage exterior features a combination of blue siding and stone accents. A covered porch is framed by wooden beams, and vibrant rose bushes are positioned in the front yard. The pathway leads directly to the entrance, enhancing the inviting appeal.

Cottage in Grove

4.93 out of 5 average rating, 105 reviews

Quaint Clean Cottage with Lake Access and King Bed

Carey Bay Cottages offer the absolute best of both worlds with 15 wooded acres and 1600 feet of serene Carey Bay shoreline yet located just a few miles from Grove town center. Enjoy the forest view right outside your window, then meander to the lake for some kayaking, swimming, and the gorgeous sunsets. After a long day on the lake, watch the sun set over Carey Bay and then head back to your cozy cottage where you can grill some hamburgers and relax around a fire.