Holiday rentals in Monkey Island, Oklahoma

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Top-rated holiday rentals in Monkey Island, Oklahoma

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Top guest favourite
The garage features a putting green with artificial turf, golf clubs displayed on the walls, and a mural of a golf course. A comfortable seating area is included, along with a grill positioned nearby for outdoor cooking.
Apartment in Afton
5 out of 5 average rating, 28 reviews

Golfers Paradise - TeeTime Hideaway

Take it easy at this unique and tranquil getaway. Less work and more golf is our motto here at Tee Time Hideaway. Nestled in the greens of Shangri La Golf located on Monkey Island you will enjoy this 1 bed, 1 bath condo uniquely decorated to be a Golfers Retreat in Shangri La Country Estates. Enjoy your central location just 1/4 mile from The Summit for your daily dose of iron. Furnished with a king size bed in the bedroom and a Queen size futon in the living room. Go long or go home!

Guest favourite
A modern rustic cabin is presented with a wooden exterior and large, expansive windows. A spacious wrap-around deck enhances outdoor access, while the surrounding greenery provides a natural setting. The structure showcases a blend of contemporary design and rustic charm.
Cabin in Monkey Island
4.98 out of 5 average rating, 93 reviews

Bear Cabin>Golf Retreat~Lake~Hot tub~Fire pit

Escape to our modern, rustic cabin on Monkey Island at 94 West for a perfect lakeside getaway. Spend your days walking the nearby Monkey Island Trail, enjoying lake activities, playing golf on one of the many Shangri-La courses, and food and family fun at The Anchor. Come back to relax in our hot tub or cook dinner on the grill. Our cozy cabin boasts all the modern amenities you need for a comfortable stay, while still retaining its rustic charm. Book now and enjoy the perfect lakeside retreat!

Top guest favourite
A cozy living area features a gray sectional sofa with decorative pillows, paired with a simple coffee table. A compact kitchenette with glass-front cabinets is visible, along with a bear sculpture adding a rustic touch. Neutral-toned walls and carpet contribute to a calm environment.
Barn in Afton
4.98 out of 5 average rating, 43 reviews

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!

Guest favourite
A modern cabin exterior is showcased, featuring wooden siding and large windows. A spacious deck with railing extends from the cabin, and a gravel path leads to a covered parking area. Lush greenery surrounds the property, enhancing its natural setting.
Cabin in Afton
4.94 out of 5 average rating, 88 reviews

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.

Guest favourite
A cozy deck features a glass table with a central fire pit, surrounded by two dark chairs. The serene water view is framed by lush green trees and a clear blue sky, creating a tranquil setting for relaxation.
Cabin in Grove
4.92 out of 5 average rating, 106 reviews

'The View on Grand' Epic Lake Views*Modern Luxury

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.

Guest favourite
The exterior of the cabin showcases a blend of wood and stone materials, highlighted by a large deck featuring outdoor seating and a hot tub. Surrounded by trees, the cabin offers a serene setting with ample natural light filtering through large windows.
Cabin in Afton
4.95 out of 5 average rating, 86 reviews

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!

Superhost
A cozy lakehouse is seen with a covered front porch featuring outdoor seating. Planters with blooming flowers are positioned along the base. The entrance is highlighted by a welcoming yellow door, and lush trees provide shade around the property.
Home in Afton
4.84 out of 5 average rating, 111 reviews

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.

Top guest favourite
A spacious deck is featured, overlooking a calm lake with gentle ripples. Two white adirondack chairs and a black round table are placed on the wooden flooring, creating an inviting space for relaxation. The sky is partly cloudy, adding depth to the serene water view.
Cabin in Grove
5 out of 5 average rating, 46 reviews

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.

Top guest favourite
An A-frame structure is illuminated against a twilight sky, displaying large windows that showcase a warm glow inside. A stone patio surrounds a fire pit, with flames flickering, complementing the natural outdoor setting. Trees frame the scene, adding to the secluded ambiance.
Place to stay in Afton
4.91 out of 5 average rating, 33 reviews

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.

Top guest favourite
A spacious southern-style cottage is shown, featuring a front porch with steps leading up. Large windows allow natural light to fill the interior, while a gravel area surrounds the home. Nearby grassy areas provide room for outdoor activities.
Cottage in Jay
4.96 out of 5 average rating, 170 reviews

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!

Top guest favourite
A cozy entrance is highlighted by a gray cottage with wooden accents. Two red chairs are positioned beside a small table on a gravel path adorned with plants. Bright flowers in a white pot add a vibrant touch to the welcoming exterior.
Home in Delaware County
5 out of 5 average rating, 14 reviews

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!

Guest favourite
The cabin features a spacious wooden deck with a pergola, surrounded by trees displaying autumn foliage. The exterior walls are painted in a light blue hue, and a chimney rises from the roof. A seating area is visible on the deck, complementing the inviting outdoor space.
Cottage in Afton
4.97 out of 5 average rating, 200 reviews

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

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