Holiday rentals in Monkey Island

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

Welcome to Twin Retreat – Cabin #2, your cozy getaway in the 94 West Community. This cabin sits right next door to Twin Retreat – Cabin #1, making it the perfect option for families or large groups who want to vacation together. Whether you’re planning a quick weekend escape or a long stay, Twin Retreat is designed for quality time, comfort, and convenience. You’ll be just minutes from Shangri La Golf Course & Resort/Spa, The Anchor Activity Center, nearby marinas, dining, and local attractions.

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...

Lofted Condo w/Golf Cart & Pool in Shangri La

Anchors Aweigh! Welcome to this beautiful condo in a gated community in Shangri La on Monkey Island on Grand Lake. You will be sure to find all the comforts of home for the whole family. Soak up the sun at the community pool or take a quick golf cart ride (available to rent!) to The Anchor where the kids can run wild. Enjoy a round of golf or one of the many bars and restaurants on Monkey Island. ** Click the ♡ on the upper right-hand corner so you can find us later and share us with others **

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

Hot tub, Shangri La 1mi, next to Battlefield Par 3

Welcome to The Highlander House! A contemporary rustic feel, nestled within the trees, allowing for privacy when using the hot tub or enjoying a meal on the wrap around patio. With room for nine, this place exudes comfort and peace, only yards from the lake. We're just past the brand new Battlefield Par 3 golf course, one mile from Shangri-La, walking distance to The Shebang restaurant & everything else at your fingertips. Golf, fishing, boating or simply reading a book; It's all here for you

Grand Lake Waterfront Family&Friends Memory Maker

Tucked among towering trees, this cozy 2-bedroom, 2-bath cabin on Monkey Island sits on the shores of Grand Lake with WATER VIEWS FROM EVERY WINDOW! Newly refurbished and furnished. Sip coffee on the screened-in porch as lake breezes roll through; dine on the spacious back deck; unwind by the firepit; lounge on the seasonal swim dock. It’s the perfect blend of lakeside serenity and classic cabin charm for a truly relaxing getaway. Just minutes from renowned Shangri-La Resort. Pet Friendly.

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!

Lakeside hideaway/ scenic views / lake access

Wake up to serene lake views in this charming lakeside apartment overlooking the cove. Tucked upstairs above local businesses, you’ll enjoy the perfect balance—close to the buzz when you want it, yet peaceful when you don’t. Whether you’re planning a cozy weekend indoors or soaking up the sunshine outside, this inviting space is ideally located near all the area’s amenities. Situated at the base of Sailboat Bridge, with Grove just minutes away, everything you need is within easy reach.

NEW Lake Retreat | Sleeps 12 | Pool + Fire Pit

Welcome to the Grand Escape — a gorgeous one-level retreat at Grand Lake featuring 4 bedrooms, 4 full bathrooms, 3 king suites, and a bunk room that sleeps 6 with an XBOX and Classic Arcade Games. Enjoy the community pool, incredible dock fishing, nearby golf, fire pit, complimentary s’mores, and beautiful lake views. Perfectly located within minutes from The Coves Golf Club, The Drunken Rooster- live music, food, playground, sand volleyball, Kahoots, and 20 minutes from Shangri-La.

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.

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.

Twin Retreat Cabin 1:Hot Tub, Fire Pit, Golf, Boat

Welcome to The Twin Retreat: Cabin #1! Come experience a modern, rustic, yet luxurious stay in our meticulously furnished cabin! With the private hot tub, stone firepit, games and cozy furniture, you won't want to leave. If you decide to venture out, 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!