Vacation rentals with a kayak in Delaware County

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.

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

Woods and Water Cabin

Relax with the whole family at this peaceful woodsy cabin. Immerse yourself in the beauty of nature. Enjoy the view, read a book, play games, do puzzles, or bring your binoculars and check out the many species of birds. Take a short walk to the beach, swim, play in the park area, or spend the day fishing off the shore or from your boat. There is a boat ramp with ample parking for trailers. For ORV and ATV lovers, the Disney trails and rocks are 7 miles away. Enjoy! - The Chasteen Family

'The View on Grand' Epic Lake Views*Modern Luxury

The VIEW on Grand. For the discerning traveler with high-end comfort in mind. Enjoy the incredible view while snug in bed. Sip coffee on the deck and watch the sun rise over the lake, roast marshmallows over the fire while listening to the sound of the water. Cozy up inside and watch the birds bob on the waves. Kayaks are stored on the side wall of Wren for our collective guests to enjoy. The stairs for lake access are immediately behind the deck and available for use by all eight cabins.

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.

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!

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.

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.

Spectacular Waterfront Luxury w/dock Grand Lake!!!

Enjoy the wide open lake views!! Either from the comfort of the beautiful living room, while preparing a meal at the kitchen or while enjoying it at dinner, you will have the most astonishing lake views from this beautiful house. On the fall and winter wake up to eagles in flight. This jewel is located at the main lake and close to lakeside restaurants and a marina for boat launching. This beautiful house was just built and is ready!!!