Vacation rentals in Monkey Island

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Top-rated vacation rentals in Monkey Island

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Superhost
A comfortable seating area is arranged with two black recliners facing a wall-mounted television. A light blue table lamp adds a pop of color next to a window with multiple blinds. A neutral-toned rug is placed in front of the seating arrangement, and a decorative console is positioned beneath the TV.
Home in Afton
4.56 out of 5 average rating, 32 reviews

Grand Lake Escape Near Monkey Island Public Ramp

2025 construction! Easy Access to the Lake. 2 blocks from Bernice State Park which offers Public Boat Ramp. The property is Quiet, Peaceful and Modern! One Queen sized bedroom and a full loft area above with a queen sized inflatable mattress and a plush trifold chair that serves as a twin bed.. Toxic free cookware, stocked kitchen. Great bathroom, Washer/dryer, Hot Tub, Blackstone Grill andLess than 5 miles to Shangri-La!. 12 miles to downtown Grove! Great Fishing! Hunting, Fishing, Relaxing!

Superhost
A newly remodeled log cabin features a welcoming front entrance with a covered porch and steps leading to the door. The exterior displays warm wood tones, and large windows allow natural light to fill the interior. A lantern is situated nearby, adding subtle outdoor lighting.
Cabin in Afton
4.72 out of 5 average rating, 96 reviews

Little House on the Prairie Cabin Near Horse Creek

Little House on the Prairie Recently remodeled and New Exterior Paint. Log Cabin 1 bedroom and 2 FULL Baths. Living also used to sleep friends/family. Kitchen has large fridge. Rear Deck overlooks large Pond. Wild live includes Deers. This VERY secluded Cabin is located within a Homeowners Association. Public Lake Park Bernice very closed with dock access. Access to Horse Creek Cove!. Lots of trees & trails for 4-wheeling. Bring your own and enjoy this paradise! Lake, Trails, and Private Pond!

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, 45 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, 36 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!

Superhost
A spacious bedroom features a large blue bed with simple decor, while a modern kitchen showcases light cabinets and ample countertop space. A balcony view overlooks the golf course and Grand Lake, framed by lush greenery and expansive blue skies.
Condo in Delaware County
5 out of 5 average rating, 3 reviews

Vista Condo 2BR/2BA on Shangri-La Heritage Course

Relax & enjoy a beautiful condo located on the Shangri-La Golf Course on Monkey Island with gorgeous views of Grand Lake and the golf course. This 9th-floor unit features an open-concept kitchen/dining/family room, 2 private bedrooms, and 2 private bathrooms. No pets. Security Deposit required prior to arrival. A signed lease is required. Early check-in and late check-out may be available for a fee. We are not affiliated with Shangri-La Resort. The property does NOT come with resort access.

Guest favorite
The image depicts a cozy sleeping area with two single beds adorned with white linens and purple accents. A framed artwork featuring grapes is mounted on a textured dark wall. A bedside lamp stands next to one bed, and a light-colored chair is positioned nearby.
Cottage in Afton
4.93 out of 5 average rating, 217 reviews

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.

Guest favorite
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, 116 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 favorite
A serene bedroom is presented with a spacious bed layered in neutral-toned bedding, complemented by decorative pillows. Two bedside lamps provide soft illumination, and a ceiling fan circulates air. A tapestry hangs above the bed, adding texture to the wall.
Home in Afton
5 out of 5 average rating, 36 reviews

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.

Top guest favorite
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, 54 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 favorite
A hot tub is situated beneath a wooden overhang, surrounded by large windows that invite natural light. Comfortable wicker seating is arranged nearby, offering an inviting space for relaxation. The outdoor kitchen area is partially visible, enhancing the outdoor entertainment setting.
Home in Afton
4.9 out of 5 average rating, 61 reviews

Heartland Haven: Hot Tub - Game Room - Basketball

Welcome to Heartland Haven! With 11 beds and 3 full baths there's plenty of space for everyone. Outdoor entertainment is the theme at Heartland Haven with HOT TUB, basketball court, outdoor kitchen, fire pit & lake views! If the weather isn't cooperating, don't fret, we have a covered back patio that allows you to enjoy the outdoors regardless of weather. We also have an arcade game, board games, foosball, smart TVs and plenty of cozy accommodations indoors!

Top guest favorite
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
4.92 out of 5 average rating, 37 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 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, 202 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

Popular amenities for Monkey Island vacation rentals