
Holiday rentals in Monkey Island
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Top-rated holiday rentals in Monkey Island
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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.

Lake View 3 bed/2 bath with deck!
Pelican View lives up to its name with floor to ceiling windows to help you relax & enjoy the stellar view. Have coffee on the luxurious deck. Watch movies or play games with friends & family. Take a 5 min walk to community area to swim, fish, or launch your boat. Spacious, open concept living room, dining room & well stocked kitchen will delight your mind with entertaining ideas. Two spacious bathrooms with fluffy towels and three bedrooms can easily accommodate a party of six in posh comfort.

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.

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 Winery and Cottages #1, Cabernet
Our three cottages built in 2017 are on a 65 acre Horse Ranch with a Winery and Vineyard. Each sleeps up to six and are very private. Second bedroom is a loft built over the bathroom , 54" ceiling peak designed for kids but adults enjoy the space with two single beds and is open to the main floor. Located on Monkey Island, Grand Lake, Oklahoma. Pets are always welcome at Monkey Island Cottages with no additional up-front fee. A "house" is needed if the pet is left alone in the Cottage.

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 Bunker
This unique place has a style all its own. The bunker is located on Monkey Island right on hole 6 of Shangri-La’s Battlefield golf course. 3 beds 2 baths sleeps 8 with all the amenities and parking including canopy for covered boat parking. This is a golfers, fishermen, and family vacation paradise with boat ramp in the neighborhood for easy lake access. Monkey island is where the action is and has a ton to offer for both kids and adults.. plan your vacation with us today!!

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

Evergreen Cove 2 Cabin Mnky Islnd
Cabin @ 94 West is a Rustic, Modern cabin that has 3 bedrooms, 3 bath, sleeps 10 located on Monkey Island at Grand Lake O’ the Cherokees. Next to the new battlefield par 3 golf course. About 2 miles from Shangri-La. A fun family weekend get-a-way you can rent a boat close by and enjoy the outdoors. Home comes with hot tub, gas grill and fire pit. You can walk towards the lake where there is a community fire pit lakeside.

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.
Popular amenities for Monkey Island holiday rentals
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