Family-friendly vacation rentals in Delaware County

The Wilderness Homestead Cave-HotTub-Hiking

Welcome to our Wilderness Retreat — an Oklahoma Ozark getaway with adventure built right in. At night, the property’s cave transforms into a magical haven , adorned w/soft lights and featuring a table for two. Indulge in the hot tub oasis with aromatherapy, floating candles and warm towels, relax by the fire pit, or walk the scenic trails. We’re 420-friendly, pet-friendly, and perfect for couples who want something unforgettable. Add-ons like roses and chocolate-covered strawberries available

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...

Cabin on the Waterfall

Experience unforgettable family memories at this cozy creekside cabin overlooking Flint Creek! This charming retreat offers: A hot tub for soaking under the stars Waterfall literally 20 yards away. Scenic deck views for wildlife spotting—deer, otters, beavers, eagles, and many others Space for 5+ guests A cozy campfire area for storytelling and s'mores An on-site tornado shelter (Oklahoma style) Whether you're seeking peaceful creekside charm, outdoor adventures, or just a relaxing escape.

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 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.

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.

Dogwood Cabin

Welcome to your cozy lake escape! Just steps from the water, this quiet cottage offers the perfect mix of comfort and convenience. Enjoy the entire home, two driveways, and easy access to fishing, boat and jet ski rentals, restaurants, and small-town shopping. Perfect for a romantic couples retreat, family fun, or a relaxing fishing getaway. Book now and experience lake life at its best!

Cozy Spot Close to Lake

Lake access efficiency cottage on upper part of Grand Lake. Rural location with public boat ramp available. Cottage is separated from residence and has a private entry. Recently remodel with air condition and heat, kitchenette and bath/shower, internet and Roku TV. Outdoor fire pit and grill in wooded setting. 20 minute drive from Route 66 and I-44.