Monkey Island vacation rentals

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Top-rated vacation rentals in Monkey Island

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

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Guest favorite

Home in Disney

4.95 out of 5 average rating, 40 reviews

Disney Wateredge Retreat-Private Beach & Dock-Sout

Over 3,000 square feet of fun! Whether you plan to boat, ride off-road trails or just relax, Disney Wateredge Retreat on Grand Lake O' the Cherokees is the perfect blend of fun and relaxation, right on the water. This renovated 1970's chalet features floor to ceiling windows, and 5 bedrooms, most with a lake view. Area roads permit golf carts & UTVs. Boat & UTV rentals are minutes away, and great restaurants are all very convenient. Please, no animals permitted due to vintage wood plank floors.

Superhost

A lakefront A-frame property is visible, featuring a wooden deck and outdoor seating. In the foreground, a covered day dock extends toward the water, with a gentle ramp leading up to the shore. Lush greenery surrounds the scene, adding to the serene atmosphere.

Home in Eucha

4.89 out of 5 average rating, 9 reviews

Stunning lakefront A-frame home w/ dock! 15% off 4

15% off 4+nt stay! 30-90day off season discounted stays available! This unique, stunning 2800 sq ft, 2 level, 4 bedroom, 2.5 bath A-frame style lakefront property is the perfect vacation rental for your group of up to 10 people. The property has been beautifully remodeled and boasts memory foam mattresses in each bedroom for a comfortable and peaceful night's sleep. Take in the breathtaking lake views from the balcony or enjoy some fun in the sun with the included boat 'day' dock and life vests

Guest favorite

An outdoor deck is furnished with a sectional seating area arranged around a central fire table. An umbrella provides shade while views of greenery and a nearby lake can be seen in the background. The warm wooden deck enhances the inviting atmosphere.

Home in Afton

4.93 out of 5 average rating, 27 reviews

Lake View 3 bed/2 bath with deck!

Pelican View lives up to its name with floor to ceiling windows to help you relax & enjoy the stellar view. Have coffee on the luxurious deck. Watch movies or play games with friends & family. Take a 5 min walk to community area to swim, fish, or launch your boat. Spacious, open concept living room, dining room & well stocked kitchen will delight your mind with entertaining ideas. Two spacious bathrooms with fluffy towels and three bedrooms can easily accommodate a party of six in posh comfort.

Top guest favorite

An extensive wrap-around deck is shown, featuring a dining table with chairs and an umbrella for shade. Additional seating arrangements are available, and the natural wood finish complements the rustic style of the home. Scenic views of surrounding greenery are visible in the background.

Cabin in Grove

5 out of 5 average rating, 11 reviews

The Cowskin Cabin w/ Bunkhouse - Lakeview Getaway

Families, fishermen and friends enjoy a getaway with indoor & outdoor entertainment at this 2012 rustic pine log style home with vaulted ceilings. Bunkhouse (tiny home) is perfect for kids or your mother-in-law's suite. Views of the lake from inside & out. Plenty of parking for cars & boats. Boat launching at Elk River Marina 0.8 mi away. The city of Grove is 3 mi away (10 min drive to downtown) & many restaurants, golf courses, & casinos nearby. Dollar General conveniently across the street!

Guest favorite

A covered patio offers a spacious area with modern outdoor seating, complemented by well-maintained green grass. The serene lake view stretches across the horizon, framed by lush trees and a protective fence, creating a peaceful outdoor retreat.

Home in Grove

4.92 out of 5 average rating, 13 reviews

Living Well Lakehouse - Premier Lakefront Luxury

Nestled along the tranquil Honey Creek Cove, the Living Well Lakehouse offers an unparalleled luxury escape. This lakefront sanctuary captivates with its stunning 130 feet of unobstructed lake views and a serene setting, while still remaining a stone's throw away from the lively city life of Grove. The property hosts up to four adults in the two-bedroom main house and up to six kids in the bunkhouse. Full access to the property includes the main home, bunkhouse, fenced yard, and boat slip.

Superhost

An open-concept kitchen features a spacious island with a striking marble countertop, surrounded by white bar stools. Exposed brick walls and industrial-style lighting create a modern aesthetic, while stainless steel appliances add functionality to the well-equipped space.

Villa in Langley

4.84 out of 5 average rating, 37 reviews

The Brownstone at Kripple Creek Resort - special!

The Brownstone at Kripple Kreek Resort is a short walk to Grand Lake at Pensacola Dam. It's 1810 staircase is the perfect backdrop for weddings or engagement parties. Beautiful kitchen and 2 luxury full baths. There's a private rooftop deck, private backyard, patio, firepit, outdoor grill and coolers. Easily sleeps 9. There's rock climbing, fishing, kayaking, golfing, water skiing and jet skiing. There's enough parking for multiple vehicles and trucks with trailers for boats, razers, etc.

Guest favorite

A wooden dock extends over calm waters, with a distant boat lift visible. The surface of the lake reflects soft clouds and a bluish sky, while trees line the shoreline, adding natural beauty to the serene environment.

Home in Grove

4.93 out of 5 average rating, 14 reviews

Lakefront 7BDR Villa w/ Dock

Relax at our lakefront multi-home Villa set on acreage only 7 minutes from downtown Grove. Enjoy lakefront views from the wrap around porch or take a dip at the private dock. Boat ramp in walking distance. This estate is nestled in the coveted Carey Bay in the heart of Grove. 7 ACTUAL bedrooms w/ 9 beds & 4 full baths. 3 lounge areas. 2 full kitchens. Multiple indoor/outdoor dining areas. Perfect for multiple families or large groups wanting to vacation together. This home has it all!

Guest favorite

A hot tub is situated under a wooden gazebo, with clear water bubbling gently inside. The surroundings feature a grassy expanse and trees in the background, providing a serene atmosphere. Sunlight reflects off the water's surface, creating a calming ambiance.

Cottage in Afton

4.93 out of 5 average rating, 204 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

An inviting outdoor patio features an inflatable hot tub surrounded by seating. A propane fire pit is positioned on a low table, offering warmth and ambiance. Strings of lights hang above, enhancing the cozy atmosphere. A rustic privacy fence provides seclusion.

Home in Grove

4.97 out of 5 average rating, 29 reviews

Retro-Chic #9, slps 12, 4 trck/boat parking, hotub

Lake Point Cottages #9 - Make memories with your whole family at this unique 4 bedroom home that sleeps 12 and has ample parking and just a minute from the boat ramp. A front patio with privacy fence and inflatable hot tub for 6-8 and a propane grill and firebox. There is a storm shelter, out the back kitchen door and to the right. Entrance is just on the other side of the wooden fence. Located 14 minutes from Wolf Creek Park. Private pickleball court!

Guest favorite

A hot tub sits on a wooden deck surrounded by trees, with bubbling water visible. The area is bathed in natural light, creating a peaceful outdoor space. In the background, chairs can be seen positioned along the deck.

Home in Grove

4.82 out of 5 average rating, 125 reviews

Cabin in cove with swim dock

Peaceful cabin getaway. This home is very private. Has two bedrooms with two kings beds and one queen. You have water access. A hot tub, pit boss smoker, flat top grill and a large covered deck. We charge per guest! This allows a party of two to enjoy our home as much as a party of six. Be honest when booking. Book with the total number of guest you will have at the cabin. We have cameras and will cancel your reservation if you do not abide by this.

Superhost

Soft, white towels are neatly rolled and arranged on a shelf within a light-colored cabinet. The cabinet doors are ajar, revealing organized storage space that encourages an orderly environment.

Place to stay in Langley

4.8 out of 5 average rating, 65 reviews

Garden Cottage

Get cozy and settle into this 735 square foot rustic space with a loved one or small family of 6. Nearby rock climbing trails (street legal), GRDA Ecological Education Center, Historic Pensacola Dam, Grand River, Grand Cherokee Golf Course, Campgrounds, Disney, OK, restaurants, cantinas, convenience store, 2 city parks, and more. Located in the Lake District, a revitalization effort bringing in retailers, restaurants, events, and exciting attractions…

Guest favorite

A modern single-story building features a multi-colored exterior with green and red accents. A concrete driveway leads to a garage door, flanked by a fenced yard filled with grass. Surrounding trees provide shade and a natural ambiance.

Home in Afton

4.86 out of 5 average rating, 29 reviews

New modern/transitional home Monkey Island

The Lake @ 14 Missouri Drive is just minutes from golf, horseback riding, wine tasting, restaurants, boat dock, and Shangri-la resort. If you're looking for a place to spend your downtime, enjoy some fresh air, and family time this is it! Enjoy board games, arcade, a fully stocked kitchen, and drink your coffee on the back deck while watching squirrels and occasionally deer do their thing . Kick back and relax in this calm, stylish space.