Vacation rentals in Monkey Island

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Top-rated vacation rentals in Monkey Island

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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
4.95 out of 5 average rating, 177 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.

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, 219 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 spacious lakefront home is nestled among mature oak trees, offering a peaceful setting. The exterior features a light-colored facade with a welcoming entrance and multiple garage doors. The lush green lawn leads toward Grand Lake, visible in the distance beyond the trees.
Home in Afton
4.84 out of 5 average rating, 19 reviews

Monkey Island Waterfront House with Private Dock

Lakefront home with private boat dock on Grand Lake in a magnificent location surrounded by all Monkey Island has to offer! Roast marshmallows at your lakeside fire pit or enjoy the view of your 250' shoreline from the large windows. Amid 2.5 acres of mature oak trees and with 3200 sq. ft. of open plan space, this home offers an idyllic setting for your lake house escape no matter the weather. The fenced back yard is perfect for families with small children who want a house on the water.

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

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
A shaded outdoor deck features a round table surrounded by four chairs. An umbrella provides cover, while a gas grill is positioned nearby. The view overlooks the lake and nearby vegetation, creating a serene atmosphere for gatherings.
Cabin in Afton
5 out of 5 average rating, 47 reviews

W Cabin-King Bed-Lakefront Dock Grand Lake OK

Grand Lakeside Cabins Grand Lake are both located on South Grand Lake O’ the Cherokees off Duck Creek. This is Lakeside Sunset Cabin with King bed, queen sofa pull-out, kitchenette, fireplace, gas grill on outside deck, deck seating, hot tub, boat dock, nearby boat launch. Great location to enjoy your favorite lake activities or just want a romantic get away for two. December and January are great for pelican watching. If this cabin is unavailable, look for E Cabin (Sunrise)

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, 93 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!

Superhost
The kitchen features light blue cabinetry and stainless steel appliances, including a refrigerator and oven. A granite countertop runs along the wall, complemented by a mosaic tile backsplash. A welcome mat is positioned on the floor, adding a touch of character to the space.
Condo in Afton
4.8 out of 5 average rating, 10 reviews

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

Fully remodeled 2BR/2BA condo on the golf course side of Vista Towers—just a short golf cart ride to Shangri-La Resort, Grand Lake, and the marina. Enjoy an updated kitchen and bathrooms, private balcony with golf course views, free WiFi, and parking. Sleeps 6 comfortably. Ideal for golfers, lake lovers, and vacationers seeking a clean, modern getaway with unbeatable access to Grand Lake’s top attractions. Book your stay today and relax in style!

Top 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, 204 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 favourite
Cabin in Afton
5 out of 5 average rating, 28 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.

Top guest favourite
Cabin in Afton
5 out of 5 average rating, 13 reviews

Private Hot Tub getaway -Knotts Landing

Knots Landing is a romantic retreat with a beautiful new hot tub! We are located across the street from Grand Lake! This is a spacious Studio cabin, complete with a fully furnished kitchen and outdoor grill and large deck. Enjoy the view from the large deck or enjoy the outdoor firepit. The Grand Lake Cabins offer an ideal escape or simply unwinding and reconnecting with nature. Nestled in a scenic wooded setting

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