Holiday rentals with a patio in Monkey Island

4.98 out of 5 average rating, 45 reviews

A cozy living area features a gray sectional sofa with decorative pillows, paired with a simple coffee table. A compact kitchenette with glass-front cabinets is visible, along with a bear sculpture adding a rustic touch. Neutral-toned walls and carpet contribute to a calm environment.

Barn in Afton

Monkey Island Caddyshack

Welcome to Grand Lake O’ the Cherokees! Enjoy a stay in a rustic barndominium on the one & only Monkey Island where you’re only a golf cart ride away from bars, restaurants, Shangri-La Resort & Golf Club and more. You’ll find easy access to the lake with a public boat ramp only 100yds away. Whether you’re looking for a peaceful weekend getaway, to take advantage of world renowned fishing & golf, or enjoy being on the lake with family & friends, you’re bound to make memories you’ll never forget!

The exterior of the Monkey Island Shack Outback is showcased, featuring a rustic wooden façade with a red door. The property is surrounded by lush greenery, and a spacious driveway leads up to the front porch, which is accented by wooden columns.

5 out of 5 average rating, 36 reviews

Cabin with Big Shop & RV hookup! Bring your toys!

The Monkey Island Shack Outback is conveniently located at the intersection of highway 85A & OK 125 S, less than 10 min from Shangra La and less than 15 min from Grove, OK and the Wolf creek boat ramp. There are plenty of gas and food options as well as a family dollar and a dollar general, all within walking distance. There are multiple boat ramps less than 5 min away. Whether its lake fun with family & friends, tournament fishing, or somewhere to park your RV and stay awhile, this is it!

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.

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.

4.92 out of 5 average rating, 122 reviews

The exterior of the A-frame house is framed by tall trees, showcasing a blue facade and large windows that allow natural light inside. A small porch with steps leads to the entrance, while a stack of firewood rests nearby, adding to the rustic charm of the setting.

Cabin in Eucha

★Hilltop Wooded Bliss♥ - Secluded Near Lake Fenced

Hilltop Wooded Bliss Relax with the family at this peaceful, tree-lined retreat featuring a fully fenced yard for pets, a spacious deck, and a cozy firepit. Just 1/4 mile to the water depending on water level, 1.2 miles to Hi-Lift Marina, and 2.1 miles to Lakemont. Located on a quiet rural gravel road near trails, only 7 miles from Disney and 30 minutes to Downtown Grove. Set directly on the OK Green Country Adventure Trail. Enjoy a fully stocked kitchen for easy meals after your adventures.

4.93 out of 5 average rating, 44 reviews

The cabin exterior features a metal roof and a wooden deck with steps leading to the entrance. The deck is adorned with potted plants and outdoor seating, providing a welcoming space for relaxation. Surrounding trees offer shade, contributing to a serene environment.

Cabin in Grove

Grand Hidey Hole

Relax with the family at our lil cabin. We call this the Grand Hidey Hole because if you want to have a little peace and quiet and hide out from the chaos of life, this is perfect! We have a large deck and plenty of room to relax or set by the fire at the fire pit! We are 5 minutes Cherokee Casino, if you want to try a little luck! If your a fisherman we have 3 extra lots that you can park your boats on. The nearest boat ramp is about 4 minutes at Shepherds Boat ramp, there is a $5.00 fee.

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.

4.95 out of 5 average rating, 92 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 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.

A modern cabin exterior is presented, featuring dark wood siding and large glass windows. A spacious deck surrounds the cabin, equipped with outdoor seating. A circular stone fire pit area with comfortable chairs is visible, along with a private hot tub adjacent to the wooden wall enclosure.

4.95 out of 5 average rating, 57 reviews

Luxury Cabin -Hot Tub/Fire Pit/Lake Views 1

Welcome to our charming Grand Lake getaway, where tranquility meets adventure! Nestled on the shores of Duck Creek on Grand, our luxury lake cabin offers a perfect blend of relaxation and recreation for your next escape. Immerse yourself in the breathtaking views of the sparkling water and surrounding nature. Step inside our well-appointed 1 bed 1 bath cabin where you will enjoy a kitchen and 65" tv and fireplace. Once outside there is a nice deck with grill and hot tub as well as firepit.

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.

4.98 out of 5 average rating, 97 reviews

Bear Cabin with Hot Tub & Fire Pit

Escape to Bear Cabin on Monkey Island — perfect for golf trips, girls’/guys' weekends, or group getaways. Relax in the private hot tub, gather by indoor/outdoor fireplaces, or cook in the full outdoor kitchen with grill & smoker. Enjoy evenings around the fire pit under the stars or unwind on the spacious, group-friendly deck. Modern-rustic cabin just minutes from Monkey Island golf, Grand Lake, and The Anchor. Weekly summer stays encouraged — plan early for holidays & prime summer weeks!

4.84 out of 5 average rating, 116 reviews

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

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.

5 out of 5 average rating, 36 reviews

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.

4.9 out of 5 average rating, 61 reviews

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

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!