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, 40 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.

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, 120 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

A spacious private dock is visible on calm waters, featuring several kayaks and stand-up paddleboards in vibrant turquoise. Comfortable seating is provided by two lounge chairs and a set of adirondack chairs, all positioned for enjoying the serene lake view.

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.

Top guest favorite

Cottage in Jay

5 out of 5 average rating, 16 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.

Superhost

An expansive deck features wooden flooring and a covered area, providing light overhead. A gas grill is positioned against the railing, accompanied by a circular dining table and several metal chairs. Lounge seating is arranged to enjoy views of the surrounding trees.

Home in Afton

5 out of 5 average rating, 3 reviews

Deck + Kayaks: Grand Lake of the Cherokees Home

Gather up your group and head to Grand Lake O' the Cherokees for a relaxing retreat at this 3-bedroom, 2-bath vacation rental in Afton, OK! This is the perfect destination for all things watersports, whether you take one of the kayaks for a spin or rent a boat and venture further out onto the lake. After a day of fun in the sun, journey back to this cozy home nestled in the woods for a barbecue on the expansive deck, a backyard bonfire, or a friendly game night inside the living room.

Guest favorite

Bungalow in Jay

4.98 out of 5 average rating, 57 reviews

Cozy Cove Bungalow at Grand Lake

Relax with the whole family at this peaceful treehouse bungalow. Five bedroom house with large back deck that expands the entire house with breath taking views of Grand Lake. We are the last house in the back of the cove, offering a true secluded getaway. Swim off the swim deck, build a fire, kayak, or challenge family and friends to a game of foosball or ping pong! Upstairs garage apartment has a kitchen, queen, and a pull out sofa. This can be rented for an additional $100.

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

4.92 out of 5 average rating, 25 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

A fire pit surrounded by four outdoor chairs sits on a grassy area. In the background, a serene lake can be seen, complemented by a boat dock and tree-lined shore. A storage shed stands off to the right, with paths leading to the water.

Home in Grove

5 out of 5 average rating, 22 reviews

Kayaks & Boat Dock: Waterfront Home in Grove

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

Home in Vinita

4.95 out of 5 average rating, 43 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

Cabin in Vinita

4.9 out of 5 average rating, 49 reviews

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

Address says Vinita but it is on the lake between Langley and Ketchum. Looking for a peaceful place with easy access to outdoor activities? This charming cabin nestled on a cove at Grand Lake is a wonderful option. This recently remodeled lakeside retreat offers a perfect blend of nature and modern comforts, including a hot tub, games, plenty of sleeping space for large families, and a boat ramp Create Lasting Memories at the Lake With Us & Learn More Below!