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Monkey Island Caddyshack

Welcome to Grand Lake O’ the Cherokees! Enjoy a stay in a rustic barndominium on the one & only Monkey Island where you’re only a golf cart ride away from bars, restaurants, Shangri-La Resort & Golf Club and more. You’ll find easy access to the lake with a public boat ramp only 100yds away. Whether you’re looking for a peaceful weekend getaway, to take advantage of world renowned fishing & golf, or enjoy being on the lake with family & friends, you’re bound to make memories you’ll never forget!

Unbeatable Location: golf course view sleeps 6

Relax in this 2 bed/2 bath condo overlooking the championship golf course at the Shangri-La Golf Club. You will enjoy sitting on the private balcony and enjoying the peaceful view while drinking your morning coffee. You will be minutes away from the Battlefield par 3 course, a short walk to the Shangri-La resort, the Anchor activity park, or you can take part in the many activities along the shoreline of Grand Lake. Perfect for solo trips, families, couples retreats, girls' weekends, and more!

'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.

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!

The Cabins of Horse Creek near Grand Lake in Okla.

Enjoy a stylish experience at our cabin in the woods. It has an open floor plan. We're just minutes away from lake fun on Grand Lake. Close to boating, shopping, and dining. We are on 22 acres with a creek for seasonal fishing, walking trail, fire pit for relaxing, and plenty of peace and quiet. We have a 50 amp RV spot available at extra cost for extra family. We have a couple kayaks we can launch. We live close by, so we will be available for any questions or needs you may have.

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.

The Tiny Cottage (Jay City Limits)

The Tiny Cottage is perfect for guests who are traveling with kids or pets and would like to avoid a hotel. The Cottage has almost 400 sq. feet of personal space. It is fully equipped with a living room, galley kitchen, full bathroom, small bedroom, and private yard. The deck has patio seating. Pets need to be well-behaved. Please see our profile (click on the profile picture) for our other listing including tipis for those looking for an adventure!

Fireside Retreat on Monkey Island

Fireside Retreat is truly an exceptional experience. A beautiful cottage for up to four guests that is spacious, secluded and features all the comforts of home! The Fireside Retreat is a 1 bedroom cottage that features a queen-sized bed, a queen-sized sofa sleeper, wifi, smart TVs, fully equipped kitchen, fully stocked bathroom with luxurious linens, washer and dryer, fully stocked coffee and tea bar and a cozy firepit. Rest and relaxation awaits!

Lake waterfront, dock parking, private launch

Parking is very limited so please take note! Lakefront studio cabin in Padley’s Point! This cabin has a fully furnished kitchen and still has that cottage (one big room) charm. The bedroom area has a queen over queen bunk-bed that comfortably sleeps 4. Property is located 5 feet from a private launching ramp and private dock. Lakeside fun is just steps away! Swimming, fishing, and boating can be enjoyed from your private nautical oasi

Up the Creek Cabin

Enjoy the beautiful seclusion of a picturesque cabin tucked away in the Ozarks at Up the Creek Cabin. The 3 bed, 1 bath vacation rental provides the ultimate country getaway. The rustic décor, cozy interior are the picture of comfort whilst providing you with modern amenities including a full kitchen, patio and fire pit. Gather round the fireplace and enjoy all the relaxation Up the Creek Cabin has to offer! Come stay awhile!

The Waddle Inn • Lake A-Frame

Escape to this charming A-frame cabin nestled just a short walk from the lake. Enjoy peaceful mornings in a serene backyard and unwind by the fire after a fun filled day at the lake. Inside, you’ll find a cozy, thoughtfully designed interior perfect for relaxing after a day of outdoor adventures. Whether you’re seeking tranquility or a lakeside getaway, this peaceful retreat is your perfect home away from home.

Dogwood Cabin

Welcome to your cozy lake escape! Just steps from the water, this quiet cottage offers the perfect mix of comfort and convenience. Enjoy the entire home, two driveways, and easy access to fishing, boat and jet ski rentals, restaurants, and small-town shopping. Perfect for a romantic couples retreat, family fun, or a relaxing fishing getaway. Book now and experience lake life at its best!