Vacation rentals in Monkey Island

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...

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!

Airy & Bright A-Frame

Our newly updated A-Frame is the prime place for family time or RETREATS! Large, 10-seat dining table and a breakfast bar! Complete with ping pong and pool tables, games, fast WiFi, smart TV's, outdoor seating, fire pit, multiple living spaces, and lots of coffee, this is THE place to kick back and have a great time! We use all green cleaning products as well, no toxins allowed. Cozy, spacious, and full of amenities, the immersion in nature's beauty all around is just the icing on the cake!

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

The Deckhouse-Monkey Island Getaway

Relax and unwind after a day of exploring Grand Lake and all that it has to offer here at “The Deckhouse”. Enjoy the fire pit, play some shuffleboard or corn hole, or watch a movie on one of the 3 smart TV’s. Only 3.5 miles from Shangri La Resort, golf courses, marinas and restaurants are within 5 miles. We have games, toys, kid-sized table with 2 chairs, and a Nintendo Wii console/Wii sports for the kiddos. There is a private neighborhood boat loading zone just steps away. Pet-friendly.

The View on Grand*Epic Lake Views*Couples*Modern L

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.

Bear Cabin with Hot Tub & Fire Pit

Escape to Bear Cabin on Monkey Island — perfect for golf trips, girls’/guys' weekends, or group getaways. Relax in the private hot tub, gather by indoor/outdoor fireplaces, or cook in the full outdoor kitchen with grill & smoker. Enjoy evenings around the fire pit under the stars or unwind on the spacious, group-friendly deck. Modern-rustic cabin just minutes from Monkey Island golf, Grand Lake, and The Anchor. Weekly summer stays encouraged — plan early for holidays & prime summer weeks!

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 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.

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!

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 Aurora Aframe @ Selena Vista

Enjoy the lovely setting of this romantic spot in nature. This Aframe is secluded with a beautiful lakefront view. Deer, horses, foxes and an array of birds can be seen from the front porch. Covered porch and stone patio with a fire pit and chiminea are available. Hot tub for two, and outdoor grill are available for cookouts. This is the perfect spot to get away from the city. You will never believe that you are on Grand Lake. The sunsets are incredible.