Family-friendly holiday rentals in Delaware County

★Hilltop Wooded Bliss♥ - Secluded Near Lake Fenced

Hilltop Wooded Bliss Relax with the family at this peaceful place to stay surrounded by the trees, fully fenced backyard for furry friends, and a large deck space/firepit for enjoying nature. 1/4 mile to the water, 1.2 miles to Hi-Lift marina/2.1 miles from Lakemont marina. Located on a rural gravel road with only local traffic and close to the trails, 7 miles to Disney, and 30min from Downtown Grove. Located directly on the OK Green Country Adventure Trial! Fully stocked kitchen for meals!

'The View on Grand' Epic Lake Views*Modern Luxury

The VIEW on Grand. For the discerning traveler with high-end comfort in mind. Enjoy the incredible view while snug in bed. Sip coffee on the deck and watch the sun rise over the lake, roast marshmallows over the fire while listening to the sound of the water. Cozy up inside and watch the birds bob on the waves. Kayaks are stored on the side wall of Wren for our collective guests to enjoy. The stairs for lake access are immediately behind the deck and available for use by all eight cabins.

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 :).

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.

Cozy Cottage at Wolf Creek on Grand Lake

Need a place to stay? We’ve got you covered! Situated in a quiet residential neighborhood with views of the beautiful Grand Lake O' the Cherokees. This cozy home is within walking distance from Wolf Creek Park and Boating Facility. A perfect spot for anglers, boaters, and families just looking to have some fun on the lake. Open concept living, dining, and kitchen area creates a great space to hang out and relax. Enough parking for 4 vehicles with fishing boat trailers!

The Wilderness Homestead Cave-HotTub-Hiking

Escape to our Wilderness Homestead Romance Retreat in the Oklahoma Ozarks where adventure meets luxury. A cave that transforms into a magical haven at night, adorned w/soft lights and featuring a table for two. Indulge in the hot tub oasis, complete with warm towels, aromatherapy, and floating candles. Roast marshmallows at the outdoor fire pit, or take a hike on our hiking trail. Welcoming 420 enthusiasts our pet-friendly retreat is an unforgettable getaway.

The Tiny Cottage (Jay City Limits)

The Tiny Cottage is perfect for guests who are traveling with kids or pets and would like to avoid a hotel. The Cottage has almost 400 sq. feet of personal space. It is fully equipped with a living room, galley kitchen, full bathroom, small bedroom, and private yard. The deck has patio seating. Pets need to be well-behaved. Please see our profile (click on the profile picture) for our other listing including tipis for those looking for an adventure!

Lake waterfront, dock parking, private launch

Parking is very limited so please take note! Lakefront studio cabin in Padley’s Point! This cabin has a fully furnished kitchen and still has that cottage (one big room) charm. The bedroom area has a queen over queen bunk-bed that comfortably sleeps 4. Property is located 5 feet from a private launching ramp and private dock. Lakeside fun is just steps away! Swimming, fishing, and boating can be enjoyed from your private nautical oasi

Poet’s Lake Landing on Grand Lake Elk River

Looking for a place to slow down, catch your breath and get re-energized? This charming lakeside home on Elk River on Grand Lake O'theCherokees in northeast Oklahoma is the ideal place. Enjoy a spectacular view while enjoying your favorite meal on the relaxing patio. You can also relax on the dock while waiting for the fish to bite. We do accept your well behaved and chaperoned pet with an additional fee of $30 to do additional cleaning.

Spectacular Waterfront Luxury w/dock Grand Lake!!!

Enjoy the wide open lake views!! Either from the comfort of the beautiful living room, while preparing a meal at the kitchen or while enjoying it at dinner, you will have the most astonishing lake views from this beautiful house. On the fall and winter wake up to eagles in flight. This jewel is located at the main lake and close to lakeside restaurants and a marina for boat launching. This beautiful house was just built and is ready!!!

Arrowhead Hideaway, waterfront house with a View.

Quiet​ lakefront​ home nestled away in Drowning Creek Cove. A newly remodeled 3 bedroom, 2 bath home with a private covered boat dock and two wave runner pads. There’s a large screened in porch and open deck with grill. Whether it’s a family getaway or fishing trip, your next adventure awaits at Arrowhead Hideaway. It’s a short boat ride to Dripping Springs and Duck Creek. Come relax and enjoy the beautiful sunsets.

The Reel ‘Em Inn - lakefront

The Reel 'Em Inn is perfect for a fisherman's retreat, girl's weekend, or a place for family fun. This mobile home has been completely remodeled and updated for a destination of relaxation and fun. This home is located in a quiet mobile home park on the Elk River arm of Grand Lake. The home is just a short drive to Joplin, Missouri (35 miles), Wolf Creek State Park (10 miles), Downtown Grove (6 miles) and so much more.