Holiday rentals with a patio in Grand Lake O' the Cherokees

Grand Lake Escape

Bring the family and escape to the hidden gem of Grand Lake. With three bedrooms and three bathrooms each room has their own privacy. Walk out the back door to beautiful views of the water. Enjoy your morning coffee on the large back deck and take the evening party to the patio with a relaxing fireplace. With marinas located all around bring your boat with you and enjoy the day on the water. We have recommendations on where to leave your boat on the water while you stay peacefully at Grand Lake.

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.

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.

Harvest Hill Silo- Route 66 Home w/ Fishing Pond

Setting on Route 66, just 2 miles from I44 Vinita exit, the silo is situated on 20acres and includes a stocked 5 acre pond for fishing and exploring! The bin has a full kitchen and a custom tiled shower in the downstairs bathroom. Downstairs also has a bedroom with a queen bed as well as a full size pull out. Upstairs has 1 bedroom with a twin over full bunk bed, 1/2 bath and a second living room with a queen size pullout. Enjoy the sunset or sunrise over looking cattle and horse pastures.

Lake front getaway w/slip located in Wolf Creek

Escape to this cozy one-bedroom, one-bath lakefront cabin with stunning views and modern comfort. Minutes from Wolf Creek boat ramp, dining, and downtown Grove, it’s the perfect blend of privacy and convenience. Enjoy lake views from the living room, coffee on the screened porch, and sunset evenings by the fire pit. With shared dock access, boat slip, and concrete parking, it’s ideal for boating, fishing, or simply relaxing by the water—perfect for couples, families, or tournament stays.

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!

Wolf Creek Vacation Home at Grand Lake

Only 2 blocks from the Wolf Creek boat launch this newly renovated fisherman's paradise awaits. Enjoy all the comforts of home including a full kitchen with cookware, and a large dining table for group meals or entertaining. Open living area with Roku TV, pool table, dartboard, and poker table for entertainment. Plenty of parking for 3 trucks and boats, with electrical outlets. Sleeps 6-10 with 5 comfy beds. Enclosed patio area with a bar and flat top grill. Pet friendly with fenced yard.

Monkey Island Waterfront House with Hot Tub & 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.

Lakeland House by Club Lakeland

Lakeland House Cozy nightly rental on Main Street in Langley, just 5 blocks from Historic Pensacola Dam. Perfect base for Lake O’ the Cherokees adventures. Enjoy nearby water sports, ATV trails, golf, boating, marinas, dining, and shopping. Sleeps 6 with 2 queen bedrooms + queen sleeper sofa. 1.5 baths, full kitchen, laundry, rear asphalt parking + extra space for trailers/boats on request. Casual lake house—clean, comfortable, and ready for fun. Sleep near the adventure. Book today!

So Grand Lakefront, Hot Tub, Dock & Game Room

With 5 BR, 2.5 BA, and endless outdoor decks, this Grand Lake waterfront property is perfect for large families. Located on South Grand Lake O' the Cherokees, you'll never want to leave! The direct open lake access, panoramic lake views and covered dock, will make you want to spend all your time in the sun, but with a garage bar game room, fire pit for s'more making and hot tub for relaxing while watching stunning sunsets, there is something for everyone. Good times are a guarantee!

The Sugar Shack

Relax with the whole family at this peaceful place to stay. Whether it's boating, swimming, fishing or just relaxing this is the place for you. Located on the Elk River arm of beautiful Grand Lake we are just 2 mi from Flint Fire Marina where you can utilize the boat ramp or fuel up. You can enjoy a shared dock for fishing or swimming and park your boat on the NE side of the dock while you stay. Enjoy your private entrance and private deck with fire pit and BBQ grill.

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!