Holiday houses in Monkey Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Monkey Island

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
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
4.95 out of 5 average rating, 97 reviews

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.

Top Guest favourite
A serene lake view features a calm water surface reflecting soft pastel colors of a sunset. Several docks extend into the water, accompanied by lush greenery lining the shore. The peaceful landscape invites relaxation amidst the natural beauty.
Home in Eucha
4.94 out of 5 average rating, 178 reviews

Spectacular Waterfront Luxury w/dock Grand Lake!!!

Click [♡ Save] button to easily find this listing again before your dates are booked. Enjoy the wide-open lake views! Wake up in a luxurious lakefront home peacefully enjoying a cup of coffee. From the balcony hear birds singing and boats humming. You will fall in love with the view and privacy of being so high up, but so close to your own private dock below. As the sun sets catch up with friends by the fire. Then fall asleep watching the stars from bed as light dances on the water below...

Guest favourite
A serene sunset is captured over Grand Lake, with the sun reflecting on the water's surface. Docked boats are visible in the marina, framed by trees, creating a peaceful ambiance. The structure's windows enhance the view of the tranquil setting.
Home in Afton
5 out of 5 average rating, 13 reviews

Waterfront Private Dock Monkey Island!

Welcome to your dream vacation on Grand Lake! Our luxury waterfront property on Monkey Island has a private dock and stunning lake views. The Island features vibrant nightlife, dining, and the Shangri-La resort. This vacation home feels like a true retreat with a fully stocked kitchen, wet bar, coffee bar, pool table, & ping pong. Our cove is ideal for swimming & fishing, with a neighborhood boat ramp & several nearby marinas. Comfortably sleeps 8 with spacious rooms & well-appointed bathrooms.

Top Guest favourite
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, 150 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, 84 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 favourite
A covered porch is featured, adorned with decorative elements including American flags and red, white, and blue accents. Several green chairs are arranged for seating, providing a view of the surrounding area. The wooden railing adds a rustic charm to the entryway.
Home in Afton
4.95 out of 5 average rating, 37 reviews

Monkey Island Lake Retreat

Monkey Island Lake Retreat is located in Port Duncan on Monkey Island at Grand Lake. The home has a view of the cove in both summer and winter. Port Duncan is connected to Shangri La Resort via golf cart path. Shangri La Resort is a premier lake and golf resort in Oklahoma. It is home to Eddies Lakeside Grill and Doc's restaurant. In Port Duncan guests have use of the boat ramp and tennis courts at no charge. Several local marinas offer boat rentals and overnight boat slips at a nominal fee.

Guest favourite
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, 220 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 favourite
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 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
4.96 out of 5 average rating, 96 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, 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!

Top Guest favourite
The exterior of the house is presented with large windows and decks, offering views of the surrounding greenery and lake. A spacious yard is visible, adorned with natural landscaping and stone pathways leading to the entrance. The scene is set against a colorful sunset sky.
Home in Afton
4.9 out of 5 average rating, 120 reviews

The Beach House at Grand Lake

Welcome to the Beach House at Grand Lake. If you are looking to stay at a peaceful location with a private dock (excluding the use of boat slip) and a great view, you've come to the right place. You can relax inside next to a cozy fire or enjoy the outdoors on our private deck. You will have an amazing view inside and outside, of Duck Creek and the main lake. You can enjoy fishing and floating off the dock or just lounging with your feet in the water. Amazing sunrises!

Top Guest favourite
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
4.91 out of 5 average rating, 65 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 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
4.92 out of 5 average rating, 38 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.

Popular amenities for Monkey Island holiday rentals