Holiday houses in Monkey Island

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Top-rated holiday rentals in Monkey Island

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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

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.

4.96 out of 5 average rating, 113 reviews
Superhost
A spacious living area is highlighted by a soft gray sectional sofa adorned with patterned pillows. A textured area rug lies on the hardwood floor, while large windows with dark curtains allow natural light to fill the space, creating a comfortable environment.
Townhouse in Afton

1 Block to Boat Ramp: Monkey Island Home

Escape to 'Zen Monkey Retreat' and live the lake life on Monkey Island! Boasting 3 bedrooms and 3 bathrooms, this Afton vacation rental also includes nautical decor and space to entertain your crew. Fun will be right outside your door, as you can shoot hoops or swim in the shared pool directly behind the townhome. Boat and swim on the nearby Grand Lake O' the Cherokees, hike in the Bernice Area at Grand Lake State Park, or try your luck at the Cherokee Casino Grove - all just a short drive away!

4.74 out of 5 average rating, 42 reviews
Top Guest favourite
A serene view of a green lawn is surrounded by tall trees, casting dappled shadows on the grass. In the background, a calm lake reflects the greenery, while a dock with boats is seen along the shore, enhancing the peaceful atmosphere.
Home in Afton

Grand Lake OK Monkey Island On the Water.

Enjoy this green woodsy area on Grand. A fairly quiet area on the lake. An entire acre to play in. There is room to set up for volleyball, badminton, or croquet in the front, so bring it with you. We have a fire pit both front and back set up. We have both youth and adult kayaks and cane poles for guests to use. It is an older building but we keep it up. This is also our families fun place and we are very happy to share it with our respectful guests . There should be an info book in the LR

4.96 out of 5 average rating, 52 reviews
Top Guest favourite
A spacious living area features a dark sectional sofa and a wooden coffee table atop a textured area rug. The kitchen showcases modern black cabinetry and stainless steel appliances, complemented by a breakfast bar with turquoise stools and warm pendant lighting.
Condo in Afton

Lofted Condo w/Golf Cart & Pool in Shangri La

Anchors Aweigh! Welcome to this beautiful condo in a gated community in Shangri La on Monkey Island on Grand Lake. You will be sure to find all the comforts of home for the whole family. Soak up the sun at the community pool or take a quick golf cart ride (available to rent!) to The Anchor where the kids can run wild. Enjoy a round of golf or one of the many bars and restaurants on Monkey Island. ** Click the ♡ on the upper right-hand corner so you can find us later and share us with others **

4.92 out of 5 average rating, 73 reviews
Guest favourite
Home in Afton

Lake Fever 14 Port Duncan Monkey Island Ok

MINS FROM BATTLEFIELD GOLF COURSE AND SHANGRI LA. Golfers delight minutes away from battlefield golf course five minutes away from Shangri-La clubhouse gated community. Port Duncan home is only four years old has been used as an Airbnb for golfers for the past few years people from all over the world come here to stay here quiet neighborhood you'll see deer Roaming the neighborhood at night time quiet peaceful, lots of opportunity for good dining experiences Lake within minutes away . Boat ramp

4.92 out of 5 average rating, 13 reviews
Top Guest favourite
A contemporary rustic cabin is nestled among mature trees, showcasing a spacious wrap-around deck. Large windows invite natural light into the interior, while a chimney rises above the structure, hinting at inviting warmth within.
Chalet in Afton

Hot tub, Shangri La 1mi, next to Battlefield Par 3

Welcome to The Highlander House! A contemporary rustic feel, nestled within the trees, allowing for privacy when using the hot tub or enjoying a meal on the wrap around patio. With room for nine, this place exudes comfort and peace, only yards from the lake. We're just past the brand new Battlefield Par 3 golf course, one mile from Shangri-La, walking distance to The Shebang restaurant & everything else at your fingertips. Golf, fishing, boating or simply reading a book; It's all here for you

4.93 out of 5 average rating, 89 reviews
Top Guest favourite
Cabin in Afton

Grand Lake Waterfront Family&Friends Memory Maker

Tucked among towering trees, this cozy 2-bedroom, 2-bath cabin on Monkey Island sits on the shores of Grand Lake with WATER VIEWS FROM EVERY WINDOW! Newly refurbished and furnished. Sip coffee on the screened-in porch as lake breezes roll through; dine on the spacious back deck; unwind by the firepit; lounge on the seasonal swim dock. It’s the perfect blend of lakeside serenity and classic cabin charm for a truly relaxing getaway. Just minutes from renowned Shangri-La Resort. Pet Friendly.

5.0 out of 5 average rating, 13 reviews
Top Guest favourite
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

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.

5.0 out of 5 average rating, 40 reviews
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

Twin Retreat Cabin 1:Hot Tub, Fire Pit, Golf, Boat

Welcome to The Twin Retreat: Cabin #1! Come experience a modern, rustic, yet luxurious 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, 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!

4.95 out of 5 average rating, 107 reviews
Guest favourite
A spacious outdoor area is visible, featuring a large patio with multiple blue seating options arranged around a fire pit. A gently sloped lawn leads towards a private dock equipped with steps. The home’s front showcases expansive windows, offering views of the lake.
Home in Monkey Island

Harbor House Monkey Island, 3bd/3ba, Dock, FirePit

Lakefront getaway built for big groups! Harbor House sleeps up to 23 and features a private dock, spacious backyard, large patio, firepit and plenty of room to gather. Enjoy direct Grand Lake access with a gentle path to the water and a dock where you can tie up your boat during your stay. Located near Tera Miranda and the Quarterdeck, with a nearby boat ramp in a golf cart-friendly neighborhood. Perfect for family reunions, group getaways, celebrations and wedding stays.

4.8 out of 5 average rating, 10 reviews
Guest favourite
The modern lakefront home features a sleek design with a metal roof and stone accents. A spacious driveway leads to a three-car garage, while expansive windows provide unobstructed views of the lake and surrounding greenery.
Home in Afton

Unbelievable lake or golf course views from every

Modern & Moody on Monkey Island is a newly completed 4000 sq.ft., lakefront home that sleeps 12 adults + 2 kids with 5 bedrooms, 5.5 bathrooms that includes a bunk room for the kids. Modern & Moody is Located on Monkey Island less than a mile from the Shangri La Resort, Golf Clubhouse, Championship courses and world class dining. The Anchor kids' zone is also less than a mile and features pickleball, basketball, pool, shuffleboard, video games and more!

4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Afton

Monkey Island Lakefront | Indoor Hot Tub | Dock

Escape to Water’s Edge, a lakefront home with a private boat dock on Grand Lake! Set on 2.5 acres of mature oak trees with 250’ of shoreline and 3,200 sq. ft. of open-plan space, enjoy beautiful lake views from the large windows, cozy evenings around the lakeside fire pit, or unwind in the indoor hot tub. The fenced backyard is perfect for families with little ones, and the prime Monkey Island location puts you close to all the area has to offer.

4.84 out of 5 average rating, 32 reviews

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