Vacation rentals with a kayak in Delaware County

Guesthouse in Delaware County

4.91 out of 5 average rating, 22 reviews

Cozy Cabin feel & picturesque views of Grand Lake!

Enjoy a tranquil stay at our peaceful self contained lower unit facing Grand Lake! Sit on the patio or in your living room and see the birds flying over the water, enjoy the tree leaves rustling, squirrels jumping around with your favorite cup of coffee/wine. If you wanted to fish or relax on the water, you can walk down the stairs to sit at the table or on the larger covered floating dock. Get away from it all relax in the peace and quiet of the outdoors, with a birds eye view of the lake.

LocationValueIndoor spaces

4.94 out of 5 average rating, 53 reviews

Home in Grove

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.

Outdoor spacesLocationAir conditioning

4.95 out of 5 average rating, 190 reviews

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 New Eucha

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...

Outdoor spacesLocationQuiet

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.

5.0 out of 5 average rating, 20 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.

LocationOutdoor spacesAmenities

4.99 out of 5 average rating, 168 reviews

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 New Eucha

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

ValueLocationParks

4.97 out of 5 average rating, 32 reviews

A serene lake view is presented, showcasing a sunrise over calm water. A private dock with a covered slip extends into the lake, surrounded by lush greenery. The sky is painted with soft hues as sunlight reflects off the water's surface.

Home in Grove

Wolf Point Lake House-Amazing View w Private Dock

The Wolf Point Lakehouse boast over 4000 sq ft of open concept living with 5 Bedrooms… 2 K rooms w/en suites, 2 Q rooms, 1 w/full bunks & a 4 Q bunk room (sleeps 8). Stunning views, Lg kitchen w/huge island, beverage center & ice machine, game room w/shuffleboard, foosball & more! 2 decks, fire pit, private dock via tram with 24-ft slip, lily pad, water trampoline 2 Stand Up Paddle Boards & 2 kayaks.Perfect for relaxing, entertaining, & making memories! Cabin next door listed also on Airbnb

Outdoor spacesLocationGetting around

4.96 out of 5 average rating, 114 reviews

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 New Eucha

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!

Outdoor spacesLocationHot tub

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.

4.96 out of 5 average rating, 71 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!

LocationOutdoor spacesSleep quality

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.

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.

LocationValueLayout

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.

5.0 out of 5 average rating, 40 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.

LocationOutdoor spacesQuiet

4.97 out of 5 average rating, 104 reviews

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

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

Outdoor spacesLocationCleanliness