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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!

Twin Retreat Cabin #2, Hot Tub, Near Golf Courses

Welcome to the Twin Retreat - Cabin #2 located in the 94 West Community. Our sister cabin (Twin Retreat Cabin #1) is located right next door, which allows both cabins to be booked together for larger gatherings. A place for families and friends to vacation for a few days or a few weeks together. The cabin is located just minutes from Shangri La Golf Course and Resort/Spa, The Anchor Activity Center, marinas, dining, and much more. Your family will be close to everything when you stay here.

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 Sugar Shack

Relax with the whole family at this peaceful place to stay. Whether it's boating, swimming, fishing or just relaxing this is the place for you. Located on the Elk River arm of beautiful Grand Lake we are just 2 mi from Flint Fire Marina where you can utilize the boat ramp or fuel up. You can enjoy a shared dock for fishing or swimming and park your boat on the NE side of the dock while you stay. Enjoy your private entrance and private deck with fire pit and BBQ grill.

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!

Cozy Spot Close to Lake

Lake access efficiency cottage on upper part of Grand Lake. Rural location with public boat ramp available. Cottage is separated from residence and has a private entry. Recently remodel with air condition and heat, kitchenette and bath/shower, internet and Roku TV. Outdoor fire pit and grill in wooded setting. 20 minute drive from Route 66 and I-44.