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

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

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Top guest favourite
Home in Grove
4.94 out of 5 average rating, 52 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.

Top guest favourite
A serene lake view features a calm water surface reflecting soft pastel colors of a sunset. Several docks extend into the water, accompanied by lush greenery lining the shore. The peaceful landscape invites relaxation amidst the natural beauty.
Home in Eucha
4.95 out of 5 average rating, 186 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...

Guest favourite
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, 108 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 favourite
Home in Afton
4.96 out of 5 average rating, 77 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 favourite
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, 164 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

Top guest favourite
An outdoor deck features comfortable wicker seating arrangements under string lights, creating a cozy atmosphere. Rocking chairs sit invitingly on one side, surrounded by trees. The entrance to the home is visible, showcasing a modern and welcoming aesthetic.
Home in Afton
4.95 out of 5 average rating, 66 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 favourite
An outdoor seating area features comfortable couches and chairs, arranged around a coffee table. A ceiling fan provides airflow in the shaded space, which overlooks the lake. The scene includes a clear view of the water and nearby decks.
Home in Eucha
4.96 out of 5 average rating, 108 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 favourite
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, 120 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 favourite
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, 39 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.

Guest favourite
A bright living space features a comfortable seating area and a large window overlooking greenery. Wooden beams are seen on the ceiling, and a small desk is positioned nearby, accompanied by two chairs. The kitchen area is subtly enclosed, and a sign reading 'LAKE' adds a charming touch.
Cottage in Grove
4.97 out of 5 average rating, 102 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

Top guest favourite
A cozy living area is visible, featuring light-colored furniture and soft textiles. A coffee station is positioned beside a stainless steel refrigerator. The open layout leads to a doorway that opens into a bathroom area, enhancing the spacious feel of the room.
Guest house in Grove
5 out of 5 average rating, 31 reviews

Morning Coffee. Lakeside Serenity. No Bad Days.

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.

Guest favourite
Home in Grove
5 out of 5 average rating, 20 reviews

Lakefront Hideaway | Boat Slip at Nearby Marina

Welcome to our cozy lakeside spot — it’s tucked away enough to feel like a getaway, but still right in town so everything’s close by. It’s a simple, peaceful place to relax. Grocery stores are just a few minutes away, and Wolf Creek Park is right down the road. You can sit out and watch wildlife or just enjoy the lake views from the porch. It’s a great place to slow down and breathe a little. We’ve also got a boat slip at local marina for you to use.

Popular amenities for kayak rentals in Grand Lake O' the Cherokees