
Holiday rentals with a kayak in Grand Lake O' the Cherokees
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Grand Lake O' the Cherokees
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

So Grand Lakefront HotTub Dock Boat Slip Game Room
With 5 BR, 2.5 BA, & 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 dock with covered boat slip, will make you want to spend all your time on the lake, but with a garage bar game room, fire pit for s'more making & hot tub for relaxing while watching stunning sunsets, there is something for everyone. Good times are a guarantee!
4.96 out of 5 average rating, 116 reviews
Lakefront with Dock Access
This home has everything you need for the perfect lakeside retreat! Enjoy sunsets through the floor-to-ceiling windows or relaxing on the deck. Bring your boat and take advantage of dock tie-up access and 32-foot garage ideal for storage. Stay connected with high-speed internet and spend evenings gathered around the fire pit in the large backyard. Conveniently located just north of Wolf Creek Public Access, giving you quick and easy access to the water for fishing, boating, and lake adventures.
4.95 out of 5 average rating, 55 reviews
Spectacular Waterfront Luxury w/dock Grand Lake!!!
Click [♡ Save] button to easily find this listing again before your dates are booked. Enjoy the wide-open lake views! Wake up in a luxurious lakefront home peacefully enjoying a cup of coffee. From the balcony hear birds singing and boats humming. You will fall in love with the view and privacy of being so high up, but so close to your own private dock below. As the sun sets catch up with friends by the fire. Then fall asleep watching the stars from bed as light dances on the water below...
4.95 out of 5 average rating, 197 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.
5.0 out of 5 average rating, 21 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
4.99 out of 5 average rating, 169 reviews
Waterfront w/ Pvt Dock! 6 Bed/4 Bath, Sleeps 18!
Welcome to Grand Adventure, a property of Force Luxury Adventures! Whether you are looking for sun-filled days on the water or restful days to recharge, this perfectly situated home has it all. You can play in Drowning Creek, but have full lake view. Swim off our private dock, walk around the point, or go into town for dinner. If off-roading is your thing, we’re only 15 min. from Disney! From the minute you arrive, you will feel at home in this well-appointed house, stocked with you in mind.
4.88 out of 5 average rating, 16 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!
4.96 out of 5 average rating, 73 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.
5.0 out of 5 average rating, 74 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.
4.84 out of 5 average rating, 120 reviews
GrandLake*Kayak*Forest View*Firepit*King*Lakefront
Welcome to this charming village of 12 quaint & clean cottages! Offering 15 wooded acres on the serene Carey Bay shoreline. Meander along the enchanting trail to the lake for some bird watching, kayaking, swimming, and the gorgeous sunsets. After a peaceful day on the water head back to your cozy cottage where you can grill some hamburgers and roast marshmallows around the fire. *Full kitchen *Fast WiFi • King bed •Fire pit •Free kayaks & paddleboards •Parking for one boat
4.97 out of 5 average rating, 108 reviews
Grand Lake Fishing Cabin with Dock *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 play poker in the large 3 season porch.
4.88 out of 5 average rating, 110 reviews
Russell Manor on Grand Lake of the Cherokee's
Russell Manor is conveniently located 10 minutes from downtown Grove and features a 5 bedroom 3 bath Main House and a 1 bedroom 1 bath Guesthouse located on over 700' shoreline of Beautiful Grand Lake of the Cherokees. Russell Manor offers lake views from every room, commercial grade kitchen, big yard, expansive deck, and a massive boat dock, so there’s no shortage of space for the whole group to relax, unwind, and create memories that are sure to last a lifetime!
4.95 out of 5 average rating, 44 reviewsPopular amenities for Grand Lake O' the Cherokees kayak rentals
Holiday House Rentals with a Kayak

Disney Wateredge Retreat-Private Beach & Dock-Sout
4.96 out of 5 average rating, 54 reviews
#MonkeyIslandHideaway at Grand Lake, Oklahoma
5.0 out of 5 average rating, 34 reviews
Cozy lakeside cottage
4.94 out of 5 average rating, 18 reviews
Waterfront Grand Lake House w/ Dock & Kayaks!
4.78 out of 5 average rating, 87 reviews
Children's dominium Lakehouse
4.72 out of 5 average rating, 29 reviews
Grand Lake OK Monkey Island On the Water.
4.96 out of 5 average rating, 52 reviews
Monkey Island Casita, A Grand Getaway!
5.0 out of 5 average rating, 40 reviews
A peaceful, secluded retreat with a boat slip!
5.0 out of 5 average rating, 34 reviewsCottages with a kayak

Jewels of Isles End-THE DIAMOND
4.92 out of 5 average rating, 75 reviews
Cozy LF Grand Lake Cottage w dock -Amazing Sunsets
5.0 out of 5 average rating, 51 reviews
Lakefront "Fox" Cabin, steps away from Dock/Water
5.0 out of 5 average rating, 21 reviews
The Cottage At Grand Lake
4.8 out of 5 average rating, 98 reviews
Lake Views & Fall Colors | Cozy Cottage + Kayaks
5.0 out of 5 average rating, 23 reviews
GrandLake*Kayak*Forest View*Firepit*King*Lakefront
4.94 out of 5 average rating, 123 reviews
GrandLake*Kayak*ForestView*Firepit*Kings*Lakefront
4.96 out of 5 average rating, 68 reviews
GrandLake*Kayak*ForestView*Firepit*Kings*Lakefront
4.92 out of 5 average rating, 25 reviewsCabin rentals with a kayak

Ray of Sunshine Cabin +PrivateDock & Kayaks
4.9 out of 5 average rating, 63 reviews
Waterfront Lodge Unforgettable Bison's Bluff-Grove
4.81 out of 5 average rating, 80 reviews
Cozy Fox Cabin
5.0 out of 5 average rating, 17 reviews
House of the Rising Sun Disney
4.9 out of 5 average rating, 58 reviews
Grand Lake Cabin Retreat -Lake View, Dock, & Woods
4.9 out of 5 average rating, 52 reviews
Cheshire Cabin (Boat Slip Included)
5.0 out of 5 average rating, 3 reviews
Bring Your Boat! Grand Lake Escape w/ Dock
New place to stay
Cabin 33 · New Lakefront Cabin Sleeps 8
Destinations to explore
- Pet-friendly rentals Grand Lake O' the Cherokees
- Family-friendly rentals Grand Lake O' the Cherokees
- Rentals with lake access Grand Lake O' the Cherokees
- Cabin rentals Grand Lake O' the Cherokees
- House rentals Grand Lake O' the Cherokees
- Rentals with a hot tub Grand Lake O' the Cherokees
- Lakehouse rentals Grand Lake O' the Cherokees
- Rentals with a kayak Oklahoma
- Rentals with a kayak United States
- Slaughter Pen Trail
- Natural Falls State Park
- Crystal Bridges Museum of Amer Art
- Lake Windsor
- Walmart Amp - Arkansas Music Pavillion
- Pea Ridge National Military Park
- Mildred B Cooper Memorial Chapel
- Tanyard Creek Nature Trail
- 8th Street Market
- Scott Family Amazeum
- Museum of Native American History
- Arvest Ballpark
- Fast Lane Entertainment
- George Washington Carver National Monument
- Rogers Aquatics Center
- Wildcat Glades Conservation And Audubon Center





