Vacation rentals in Monkey Island

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Top-rated vacation rentals in Monkey Island

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Top guest favorite
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.
Condo 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 favorite
A serene lakeside view is presented at dusk, featuring a wooden dock extending into calm waters. Soft reflections of illuminated buildings can be seen along the shoreline, with scattered clouds in the twilight sky creating a tranquil atmosphere.
Cabin in Wyandotte
4.88 out of 5 average rating, 104 reviews

Grand Lake Fishing Cabin *Dock/Ramp *late checkout

Welcome to the Best Little Grand Lake "Fishin' Cabin"! *Late checkout (bc we know you won’t want to leave)* Located in one of THE best spots on the lake for fishing, boating, catching sunsets, etc... there is a reason this area is named Paradise Point! You will be as content as can be in our lakefront, humble, cinderblock cabin. Completely remodeled & decorated to be quaint & comfortable. Enjoy your private dock, large deck and access to our boat ramp…or play poker in the large 3 season porch.

Top guest favorite
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!

Top guest favorite
The exterior of the Monkey Island Shack Outback is showcased, featuring a rustic wooden façade with a red door. The property is surrounded by lush greenery, and a spacious driveway leads up to the front porch, which is accented by wooden columns.
Cabin in Afton
5 out of 5 average rating, 33 reviews

Cabin with Big Shop & RV hookup! Bring your toys!

The Monkey Island Shack Outback is conveniently located at the intersection of highway 85A & OK 125 S, less than 10 min from Shangra La and less than 15 min from Grove, OK and the Wolf creek boat ramp. There are plenty of gas and food options as well as a family dollar and a dollar general, all within walking distance. There are multiple boat ramps less than 5 min away. Whether its lake fun with family & friends, tournament fishing, or somewhere to park your RV and stay awhile, this is it!

Top guest favorite
A charming cottage sits beside a tranquil spring-fed pond, featuring a large deck accessible from the rear. A fire pit resides in the grassy area, with lush green trees surrounding the property, enhancing the peaceful outdoor setting.
Cottage in Eucha
4.99 out of 5 average rating, 142 reviews

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

Superhost
A spacious living area features a comfortable couch and a stylish coffee table. Large windows allow natural light to fill the room, which is accented by a ceiling fan. A dining space with a table and chairs is visible in the background.
Cabin in Afton
4.86 out of 5 average rating, 81 reviews

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.

Guest favorite
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, 89 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 favorite
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 spacious deck is featured, equipped with a striped umbrella and a table. Views of the calm lake and surrounding trees are showcased, creating a serene outdoor space ideal for relaxation. A hammock is visible, enhancing the atmosphere of leisure.
Cabin in Grand Lake
4.86 out of 5 average rating, 173 reviews

Cabin with large deck, amazing views of Grand Lake

Relax at our family friendly lakefront cabin. Clean and functional living space. Large deck with beautiful views of Grand Lake. Shorefront access with stairs. Enjoy sunrises and sunsets on the deck or in the sunroom. Kitchen is fully stocked with all necessities. Extra linens, towels, and toiletries provided. Gas grill on upper deck. Only a 10 minute drive to Grove, OK. Please note there are several stairs to get up to the cabin itself (it’s how we get such a beautiful view :).

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.

Guest favorite
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

Guest favorite
A cozy living area features two round, brown armchairs complemented by decorative pillows. Large windows allow natural light to fill the space. The door is painted in a soft green hue, while decorative accents like paddles and a life preserver contribute to the cabin's charm.
Home in Afton
4.91 out of 5 average rating, 22 reviews

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 vacation rentals