Vacation rentals in Monkey Island

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Top-rated vacation rentals in Monkey Island

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Guest favorite
A modern cabin is presented with a striking angled roof, featuring large glass doors and windows that connect the interior with the outdoor space. A wooden deck with seating is visible, alongside a barbecue grill and a fire table, surrounded by lush greenery.
Cabin in Grove
4.96 out of 5 average rating, 50 reviews

Endless Lake View*Couples Escape*Luxe*Modern*Clean

Welcome to THE VIEW ON GRAND—where luxury meets the lake. Our eight midcentury-modern cabins perch above the water’s edge, offering breathtaking views from every room and from your private deck. Take in the gorgeous sunrise with a hot cup of coffee on the deck, sip a glass of wine in front of the fireplace after a day filled with whatever makes you happy, then climb into the comfy king bed after hot bath in the soaking tub. Walk across Honey Creek Bridge to restaurants, the marina, and the lakes

Top guest favorite
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, 96 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!

Superhost
A covered boat dock is presented on calm water, with multiple boat slips visible beneath the structure. Lush greenery lines the shore, while homes can be seen in the distance, adding to the serene lakeside setting.
Cabin in Eucha
4.82 out of 5 average rating, 61 reviews

Hot Tub, Lakeside & Wheeling @ TiaJuana East

Unplug, unwind and soak up the simple charm of lake and rock crawling life. This small cabin, is a labor of love, sits on the waters edge with deck overlooking the lake. Walk down to the new dock and enjoy. Minutes from Disney's amenities with free rig and boat parking at the gated Mountain Mama's. DO NOT PULL A TRAILER DOWN THE DRIVEWAY. Note: see aerial view in photos. Neighborhood is without fences and have shared parking. NO SMOKING OF ANY KIND IN HOME! No exceptions. BEDROOMS ARE TINY

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, 145 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
4.87 out of 5 average rating, 83 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.

Top 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
4.95 out of 5 average rating, 91 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.

Superhost
A spacious log cabin exterior is shown, featuring a cozy front porch and a well-maintained front lawn. An expansive back yard area includes a patio with seating, a fire pit, and a decorative waterfall leading to a fish pond.
Cabin in Afton
5 out of 5 average rating, 5 reviews

Monkey Island Lodge - 4B/2BA Log Cabin - Lake View

Grab the family and head down to Grand Lake. This 4 bedroom 2 bath single-story Log Cabin Home has everything you need for a fun-filled trip to the lake. - Large Back Yard Entertainment Area features: - Large covered patio - Fire pit - Plenty of outdoor seating - Propane & wood pellet grill - Waterfall & fish pond - Fish cleaning station - Fully stocked kitchen - Washer & dryer - Travel Crib - High-Speed Bolt fiber optic internet - Tons of parking - TVs in every bedroom

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, 176 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 :).

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
4.83 out of 5 average rating, 115 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
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, 36 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

Guest favorite
Cabin in Afton
5 out of 5 average rating, 25 reviews

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.

Popular amenities for Monkey Island, Oklahoma vacation rentals