Family-friendly holiday 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...

*Cozy Luxury Cottage Hot tub/Fireplace garage park

Romantic getaway or fun fishing stay. Newly constructed, beautifully styled, luxury cottage in the country has a fully equipped kitchen, a cozy fireplace and wi-fi. Bathroom has walk in shower and washer/dryer. Bedroom with queen bed, living room has fold out couch and chair, sleeps 5 total. Has 2 car garage with a HOT TUB and long drive way for boat parking. Just a few miles from downtown Grove & Wolf Creek. This peaceful setting on a paved road is the best of the country & close to town

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

★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.

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.

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.

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, 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!

Mini Manor Cottage

This cabin has : 8 plates, 7 bowls, 6 cups, 5 glasses, 2 pots, 2 pans, set of 8 flatware, Toaster, Microwave, Coffee pot, Keurig, Refrigerator, Stove, Table & 4 chairs, T.V. - Dish, Central heat, Central AC, Queen Bed w Bedding, 4 Pillows, Futon w Bedding, 2 Recliners, 2 Celling fans, 12 Outlets, 4 Towels, 4 Wash cloths, 2 Hand towels, 1 Dish cloth and 1 Dish towel. This cabin also has a small hot water heater Bring your own hygiene products and coffee

The Treehouse @ A Million Dreams

Beautiful custom built multi level cabin in the trees overlooking crystal clear scenic Waterway Flint Creek. While you’re sitting on the deck or on the swinging bed watching the Eagles fly or the river otters scamper about. A family of deer may slowly meander right underneath you clueless that you are 25 feet overhead! It’s a Treehouse. The Lower level has a hot tub and an area to just relax and visit while playing games with your family or loved one.

Lake waterfront, private dock, slip, and 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 oasis

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.