Holiday rentals with a kayak in Delaware County

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Top-rated rentals with kayak in Delaware County

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Top guest favourite
A single-story lakeside home features a covered porch and large windows, providing ample natural light. The exterior is adorned in a blue hue, complemented by a well-manicured lawn. Steps lead up to the deck, where outdoor seating invites relaxation.
Home in Grove
4.95 out of 5 average rating, 40 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.

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, 170 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 sunset is captured over Grand Lake, with the sun reflecting on the water's surface. Docked boats are visible in the marina, framed by trees, creating a peaceful ambiance. The structure's windows enhance the view of the tranquil setting.
Home in Afton
5 out of 5 average rating, 13 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.

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, 145 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

Guest favourite
A coffee mug rests on a wooden railing, overlooking a tranquil waterfront scene. A private dock is visible, with people enjoying the outdoors under a canopy of lush green trees. Sunlight filters through the foliage, creating a peaceful atmosphere.
Cottage in Grove
4.84 out of 5 average rating, 88 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 favourite
The living area features two spacious couches arranged for comfort, with a wooden coffee table in between. Natural light fills the space through large windows. A dining area is visible in the background, accompanied by wooden accents and a ceiling fan.
Home in Afton
4.94 out of 5 average rating, 50 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!

Top 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
4.98 out of 5 average rating, 91 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
The exterior of the cabin showcases a blend of wood and stone materials, highlighted by a large deck featuring outdoor seating and a hot tub. Surrounded by trees, the cabin offers a serene setting with ample natural light filtering through large windows.
Cabin in Afton
4.96 out of 5 average rating, 91 reviews

Twin Retreat Cabin 1:Hot Tub, Fire Pit, Golf, Boat

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 cozy furniture, you won't want to leave. If you decide to venture out though, the cabin is perfectly situated just 1 mile from Shangri La Golf Courses and Resort/Spa, the new Battlefield Par 3 course, & the Anchor Activity Center. Whether you seek adventure or rest, we look forward to hosting you soon!

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
4.83 out of 5 average rating, 115 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, 36 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 spacious living area features a large sectional sofa adorned with decorative pillows. Exposed wooden beams stretch across the ceiling, while a flat-screen television is mounted above a cozy fireplace. A rustic coffee table sits atop a patterned area rug, enhancing the warmth of the space.
Bungalow in Jay
4.97 out of 5 average rating, 69 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.

Top guest favourite
A serene outdoor space is highlighted by a fire pit surrounded by four cozy chairs. The scene is framed by tall trees and fallen leaves, with distant views of a lake under a dramatic sky.
Cottage in Jay
5 out of 5 average rating, 19 reviews

Fireside Winter Retreat – 6th Night FREE!

Cozy winter escape at The Golden Kettle Cottage! Enjoy peaceful lake views through the trees, quiet mornings, and fireside nights. Sleeps 6-8 with a full kitchen, smart TVs, Wi-Fi, and room to relax. Lake access is just ½ mile down the road for winter sunsets. The Golden Kettle Cottage is best known for remembering the "little things" that make a stay extra special. Pet-friendly (with pet fee) and close to Grove, Jay & Disney, OK—perfect for a calm holiday or winter getaway.

Popular amenities for kayak rentals in Delaware County