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.

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.

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!

Nanny's Guesthouse near Grand Lake, Grove, OK

Charming and comfy, this recently updated three bedroom home features open spaces, a full kitchen, private drive, back patio & grill, and plenty of parking. It is minutes from Grand Lake and 10/15 mins. from local restaurants, shopping, and local movie theater. The closest boat ramp is 7 miles. We are 5 mins from Grand Lake Casino and 15 mins. from Shangri-La Resort & Golf course. Nearest airport: Tulsa~ 78 miles Joplin, MO~45 miles Check us out/leave a comment on Facebook @Nannysguesthouse

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

Lake front getaway w/slip located in Wolf Creek

Escape to this cozy one-bedroom, one-bath lakefront cabin with stunning views and modern comfort. Minutes from Wolf Creek boat ramp, dining, and downtown Grove, it’s the perfect blend of privacy and convenience. Enjoy lake views from the living room, coffee on the screened porch, and sunset evenings by the fire pit. With shared dock access, boat slip, and concrete parking, it’s ideal for boating, fishing, or simply relaxing by the water—perfect for couples, families, or tournament stays.

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!

Monkey Island Waterfront House with Hot Tub & Dock

Lakefront home with private boat dock on Grand Lake in a magnificent location surrounded by all Monkey Island has to offer! Roast marshmallows at your lakeside fire pit or enjoy the view of your 250' shoreline from the large windows. Amid 2.5 acres of mature oak trees and with 3200 sq. ft. of open plan space, this home offers an idyllic setting for your lake house escape no matter the weather. The fenced back yard is perfect for families with small children who want a house on the water.

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 luxury 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 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 Beach House at Grand Lake

Welcome to the Beach House at Grand Lake. If you are looking to stay at a peaceful location with a private dock (excluding the use of boat slip) and a great view, you've come to the right place. You can relax inside next to a cozy fire or enjoy the outdoors on our private deck. You will have an amazing view inside and outside, of Duck Creek and the main lake. You can enjoy fishing and floating off the dock or just lounging with your feet in the water. Amazing sunrises!