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. We are within a couple miles of a clear local creek ! Ask for📍

Twin Retreat Cabin #2, Hot Tub, Near Golf Courses

Welcome to Twin Retreat – Cabin #2, your cozy getaway in the 94 West Community. This cabin sits right next door to Twin Retreat – Cabin #1, making it the perfect option for families or large groups who want to vacation together. Whether you’re planning a quick weekend escape or a long stay, Twin Retreat is designed for quality time, comfort, and convenience. You’ll be just minutes from Shangri La Golf Course & Resort/Spa, The Anchor Activity Center, nearby marinas, dining, and local attractions.

So Grand Lakefront HotTub Dock Boat Slip Game Room

With 5 BR, 2.5 BA, & endless outdoor decks, this Grand Lake waterfront property is perfect for large families. Located on South Grand Lake O' the Cherokees, you'll never want to leave! The direct open lake access, panoramic lake views and dock with covered boat slip, will make you want to spend all your time on the lake, but with a garage bar game room, fire pit for s'more making & hot tub for relaxing while watching stunning sunsets, there is something for everyone. Good times are a guarantee!

*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

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...

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

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.

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!

Labor Day Deal! Bear Cabin on Monkey Island

Labor Day Special: Book the holiday weekend (Fri–Mon) and Thursday night is included at no extra cost. Message us if you’d like the extended stay and we’ll send a special offer. Escape to Bear Cabin on Monkey Island—perfect for golf trips, girls’/guys’ weekends, or group getaways. Relax in the private hot tub, enjoy indoor/outdoor fireplaces, cook in the full outdoor kitchen, or unwind on the spacious deck. Minutes from Monkey Island golf, Grand Lake, and The Anchor.

Grand Lakeside Escape 😊 Amazing Dock in Calm Cove

This lodge-style cabin is tucked away on the calm waters of Fox Hollow, which is on the Drowning Creek Cove of South Grand Lake - just a short 1:20 drive from Tulsa. The cabin combines the best of old and new - nostalgic knotty-pine paneling and native stone fireplace combined with all leather and wood furnishings and premium pillow top beds. The covered boat dock has rooftop access and the private swim dock is perfect for launching a kayak into the cove.

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