Holiday rentals in Grand Lake O&#x27; the Cherokees

4.95 out of 5 average rating, 175 reviews

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

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...

4.88 out of 5 average rating, 105 reviews

A serene lakeside view is presented at dusk, featuring a wooden dock extending into calm waters. Soft reflections of illuminated buildings can be seen along the shoreline, with scattered clouds in the twilight sky creating a tranquil atmosphere.

Cabin in Wyandotte

Grand Lake Fishing Cabin *Dock/Ramp *late checkout

Welcome to the Best Little Grand Lake "Fishin' Cabin"! *Late checkout (bc we know you won’t want to leave)* Located in one of THE best spots on the lake for fishing, boating, catching sunsets, etc... there is a reason this area is named Paradise Point! You will be as content as can be in our lakefront, humble, cinderblock cabin. Completely remodeled & decorated to be quaint & comfortable. Enjoy your private dock, large deck and access to our boat ramp…or play poker in the large 3 season porch.

4.99 out of 5 average rating, 146 reviews

A charming cottage sits beside a tranquil spring-fed pond, featuring a large deck accessible from the rear. A fire pit resides in the grassy area, with lush green trees surrounding the property, enhancing the peaceful outdoor setting.

Cottage in Eucha

Private Spring Fed Reservoir w/paddle boat

Off the beaten path, approximately 1 mile down a bumpy dirty road you will find a hidden gem. At the edge of the Ozarks in the heart of green country is a small cottage located on a beautiful one acre spring feed pond. You can see the spring gushing out of the hillside. Our cottage is small, cozy, and very relaxing. Whether you are kicking back watching the tube or paddling around the pond you will feel right at home and may not want to leave. Paddle boat, 4 paddle boards and 2 kayaks included

A tranquil lakeside view features a bridge leading to a two-story cottage, reflecting in the calm waters below. Surrounding trees create a natural frame, enhancing the serene atmosphere of the property. The clear blue sky adds to the peaceful setting.

4.89 out of 5 average rating, 19 reviews

Pet friendly- Waterfront Home with Game room

Okie Oak Cottage your lakeside retreat! Perched right on the banks of The Neosho River, this cozy 4-bedroom, 2-bathroom haven is your ticket to a serene escape. Need some fun? Dive into our game room, complete with a pool table and a ping pong table that'll have you battling it out for bragging rights! Whether you're plotting a family bonding bonanza or an epic adventure with your pals, our Lakeshore Cottage is the perfect backdrop for your vacation dreams! Dock can hold a 9 1/2 wide boat

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!

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 the Twin Retreat - Cabin #2 located in the 94 West Community. Our sister cabin (Twin Retreat Cabin #1) is located next door, which allows both cabins to be booked together for larger gatherings. A place for families and friends to vacation for a few days or a few weeks together. The cabin is located just minutes from Shangri La Golf Course and Resort/Spa, The Anchor Activity Center, marinas, dining, and much more. Your family will be close to everything when you stay here.

4.92 out of 5 average rating, 79 reviews

A covered dock extends over the water, featuring a wooden walkway and several boat slips. The calm water reflects the greenery of surrounding trees, providing a serene environment for lakeside activities.

Bungalow in Eucha

Lakeside, Hot Tub & Boat Dock TiaJuana West

On the water! Remodeled within the last year. You're one mile from the exciting world of rock crawling and 4 short minutes to Shultz Creek. If boating is more your style, you're 2 minutes from the Cherokee State Park Boat Ramp and only a few steps from your front door to lake side fishing and new dock. Spend your evenings watching the beautiful sun set! Included with your stay is parking at Mountain Mama's fenced and monitored property. NO SMOKING OF ANY KIND IN HOME! No exceptions.

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.

4.96 out of 5 average rating, 92 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, kayaks, 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!

4.84 out of 5 average rating, 179 reviews

A spacious deck is featured, equipped with a striped umbrella and a table. Views of the calm lake and surrounding trees are showcased, creating a serene outdoor space ideal for relaxation. A hammock is visible, enhancing the atmosphere of leisure.

Cabin in Grand Lake

Cabin with large deck, amazing views of Grand Lake

Relax at our family friendly lakefront cabin. Clean and functional living space. Large deck with beautiful views of Grand Lake. Shorefront access with stairs. Enjoy sunrises and sunsets on the deck or in the sunroom. Kitchen is fully stocked with all necessities. Extra linens, towels, and toiletries provided. Gas grill on upper deck. Only a 10 minute drive to Grove, OK. Please note there are several stairs to get up to the cabin itself (it’s how we get such a beautiful view :).

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.

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.

The exterior of the house is presented with large windows and decks, offering views of the surrounding greenery and lake. A spacious yard is visible, adorned with natural landscaping and stone pathways leading to the entrance. The scene is set against a colorful sunset sky.

4.9 out of 5 average rating, 118 reviews

The Beach House at Grand Lake

Welcome to the Beach House at Grand Lake. If you are looking to stay at a peaceful location with a private dock (excluding the use of boat slip) and a great view, you've come to the right place. You can relax inside next to a cozy fire or enjoy the outdoors on our private deck. You will have an amazing view inside and outside, of Duck Creek and the main lake. You can enjoy fishing and floating off the dock or just lounging with your feet in the water. Amazing sunrises!

4.92 out of 5 average rating, 37 reviews

An A-frame structure is illuminated against a twilight sky, displaying large windows that showcase a warm glow inside. A stone patio surrounds a fire pit, with flames flickering, complementing the natural outdoor setting. Trees frame the scene, adding to the secluded ambiance.

Place to stay in Afton

The Aurora Aframe @ Selena Vista

Enjoy the lovely setting of this romantic spot in nature. This Aframe is secluded with a beautiful lakefront view. Deer, horses, foxes and an array of birds can be seen from the front porch. Covered porch and stone patio with a fire pit and chiminea are available. Hot tub for two, and outdoor grill are available for cookouts. This is the perfect spot to get away from the city. You will never believe that you are on Grand Lake. The sunsets are incredible.

Popular amenities for Grand Lake O' the Cherokees holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Grand Lake O' the Cherokees

4.95 out of 5 average rating, 43 reviews

A private hot tub is illuminated with soft green lighting, offering a tranquil view of the lake at night. The calm water reflects distant lights from the shoreline, creating an inviting ambiance. Nearby, several outdoor chairs are positioned for relaxation.

Home in Grove

Private Dock and Hot Tub

4.83 out of 5 average rating, 82 reviews

A spacious outdoor area features a stone fire pit surrounded by several white wooden adirondack chairs. Green grass covers the ground, and trees provide shade in the background. The cozy bunkhouse is visible with a green metal roof and is situated among the natural landscape.

Tiny home in Grove

The Cowskin Bunkhouse - Lakeview Getaway

4.93 out of 5 average rating, 58 reviews

A comfortable living area is displayed with a sectional sofa adorned with decorative pillows and throws. A wooden coffee table sits atop a patterned area rug, while natural light filters through two windows, enhancing the welcoming feel of the space. A vase of flowers adds a decorative touch.

Cabin in Grove

Cheerful 2-bedroom lake cottage close to shore

4.6 out of 5 average rating, 20 reviews

A spacious living area is highlighted by a large sectional sofa and a comfortable armchair. Natural light filters in through multiple windows, illuminating the wood flooring. The open layout connects to a dining area with stylish chairs and a view of the kitchen.

Home in Grove

Grand Lake Getaway- Relax, Fish, & Boat

A private hot tub is situated on a wooden deck, surrounded by the warm tones of the log cabin. Large windows showcase views of the wooded surroundings, while outdoor seating can be seen nearby, inviting relaxation in nature.

5 out of 5 average rating, 15 reviews

Cabin 1 Morning Star

A comfortable seating area is arranged with two black recliners facing a wall-mounted television. A light blue table lamp adds a pop of color next to a window with multiple blinds. A neutral-toned rug is placed in front of the seating arrangement, and a decorative console is positioned beneath the TV.

4.56 out of 5 average rating, 32 reviews

Grand Lake Escape Near Monkey Island Public Ramp

4.94 out of 5 average rating, 72 reviews

The spacious living area features a stone fireplace, large windows allowing natural light, and a comfortable seating arrangement. A dining table with candles is visible in the foreground, alongside a modern entertainment center. The open layout connects the dining space to the living room, enhancing a sense of relaxation.

Chalet in Afton

Airy & Bright A-Frame