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.

Lakeside hideaway/ scenic views / lake access

Wake up to serene lake views in this charming lakeside apartment overlooking the cove. Tucked upstairs above local businesses, you’ll enjoy the perfect balance—close to the buzz when you want it, yet peaceful when you don’t. Whether you’re planning a cozy weekend indoors or soaking up the sunshine outside, this inviting space is ideally located near all the area’s amenities. Situated at the base of Sailboat Bridge, with Grove just minutes away, everything you need is within easy reach.

NEW Lake Retreat | Sleeps 12 | Pool + Fire Pit

Welcome to the Grand Escape — a gorgeous one-level retreat at Grand Lake featuring 4 bedrooms, 4 full bathrooms, 3 king suites, and a bunk room that sleeps 6 with an XBOX and Classic Arcade Games. Enjoy the community pool, incredible dock fishing, nearby golf, fire pit, complimentary s’mores, and beautiful lake views. Perfectly located within minutes from The Coves Golf Club, The Drunken Rooster- live music, food, playground, sand volleyball, Kahoots, and 20 minutes from Shangri-La.

GrandLake*Kayak*Forest View*Firepit*King*Lakefront

Welcome to this charming village of 12 quaint & clean cottages! Offering 15 wooded acres on the serene Carey Bay shoreline. Meander along the enchanting trail to the lake for some bird watching, kayaking, swimming, and the gorgeous sunsets. After a peaceful day on the water head back to your cozy cottage where you can grill some hamburgers and roast marshmallows around the fire. *Full kitchen *Fast WiFi • King bed •Fire pit •Free kayaks & paddleboards •Parking for one boat

Twin Retreat Cabin 1:Hot Tub, Fire Pit, Golf, Boat

Welcome to The Twin Retreat: Cabin #1! Come experience a modern, rustic, yet luxurious 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, 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!

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.

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!