Holiday rentals with a pool in Delaware County

Cabin 1 Morning Star

Your Romantic wooded cabin retreat near Grand Lake Oklahoma. At Pine Lodge Resort you will find yourself swept away into a peaceful retreat. This fantastic property offers a Studio style Log Cabin with a wood burning fire place, king or queen sized bed, sleeper sofa, TV, full bathroom, kitchenette, dinette table and chairs. Enjoy modern amenities like WiFi, Roku, AC, and heating. Outside on the deck you can enjoy the peaceful surroundings with your own Hot Tub, grill and outdoor table & chairs.

The Hangout-Peaceful Ozark Hideaway

Your host has been on Naked and Afraid, so if you’re craving a rustic escape with comfort and character, this is it. Tucked away in the woods, this 3BR, 2BA cabin-style home sleeps 6+ & feels like staying at Grandma’s—simple, peaceful, & full of charm. Located in a quiet gated resort with trails, pools, golf, and river floats nearby. Close to Natural Falls, Fidler’s Bend, & Arrowhead Speedway. Perfect for families or couples wanting a slow-paced retreat. Not fancy—just cozy, clean, & welcoming.

Lofted Condo w/Golf Cart & Pool in Shangri La

Anchors Aweigh! Welcome to this beautiful condo in a gated community in Shangri La on Monkey Island on Grand Lake. You will be sure to find all the comforts of home for the whole family. Soak up the sun at the community pool or take a quick golf cart ride (available to rent!) to The Anchor where the kids can run wild. Enjoy a round of golf or one of the many bars and restaurants on Monkey Island. ** Click the ♡ on the upper right-hand corner so you can find us later and share us with others **

Illinois River Glamping Oasis near OK/AR border.

Your cozy, creek-side glamping retreat in the Flint Ridge Resort can sleep four. Flint Creek is a tributary to the popular Illinois River. Step inside this tiny home and feel right at home with all of the amenities. Relax and unwind in the river or on the front porch. Resort amenities including river access, hiking, full golf course, miniature golf, tennis, pickleball, and more. You won’t find relaxation and river access at this price. 3 miles from Natural Falls. 10 miles from Siloam Springs.

Eagle Ranch Resorts - Lodge EN1

Relax with the whole family at this peaceful place to stay. From Mid-America outdoors events, large group retreats, family reunions, family vacations, and more. Our Family home is here for your get aways! With our fresh water spring on the property, pond to fish, 3 prime Oklahoma fishing lakes within 15 min boat loaded on water, Kayaking & tubing locally, or on the Illinois river, south 30 min you will find all the outdoors adventures you want! Please enjoy what we’ve made home!

Monkey Island Getaway

Relax & unwind in this charming 2 bedroom, 2.5 bath condo located on Monkey Island. You will have easy access to Tera Miranda Marina boat dock minutes from the door & a community pool, fire pit & fenced basketball court. You will have access to the 2 car garage which is equipped with a Tesla charger & trailer parking for your boat. Whether you’re planning a weekend retreat or an extended stay this peaceful escape offers all the comforts of home with the added perks of lake life

#MonkeyIslandHideaway at Grand Lake, Oklahoma

Incredible 5 bedroom waterfront home, minutes from Shangri La resort (golf, spa, and restaurants) on Monkey Island. Well appointed and spacious, perfect for entertaining any group. Steps away from boat slip at community dock and community pool, which is open seasonally. 4 bedrooms and 3 bathrooms on the main floor, and an additional upstairs living area/bunk room with private bath. Plenty of seating for meals and additional space on the back deck overlooking the water.

Rustic Red Barn / Cozy Getaway

Luxury and rustic await you at Grand Lake. Nestled on the shores of a tranquil lake, the cozy Red Barn House exudes a magical charm that harmoniously blends rustic appeal with the serenity of waterfront living. The lake front is a mere 200 feet from the patio. The kitchen is a mix of delightful modern design and the living room boasts an open concept. Overall, the cozy Red Barn House is a charming and comfortable retreat that offers a unique living experience.

Two Cabins on lakefront property. Sleeps 5.

This page is for booking two cabins. I must approve your dates, because one cabin may already be booked.Both cabins are listed separately but some want both. Includes private swimming pool and patio with seating, lounge chairs and shade along with a private boat ramp and slip in dock. Both have water front views. Both cabins have living room and bedroom tv’s.This property is not suitable for children under 14.

3 bedroom at Grand Lake

Situated on a peninsula in Grand Lake O' the Cherokees, an area known as Monkey Island in Northeast Oklahoma invites you to play on 60,000 acres of sparkling lakes and 1,300 miles of shoreline with every activity you can image in and out of the water. Grand Lake's friendly Midwestern hospitality makes every generation feel right at home, from newlyweds to tiny tots to doting grandparents.

Scenic Lakeside Escape: 2BR at Wyndham Grand Lake

Experience the enchantment of Monkey Island in northeast Oklahoma, where 60,000 acres of shimmering lakes and 1,300 miles of pristine shoreline beckon you to indulge in thrilling water adventures. Immerse yourself in the unparalleled charm of Wyndham Grand Lake, offering a captivating King Bed Suite that promises an unforgettable retreat.

3- Bedroom Suite @ Grand Lake Resort

You'll have a great time at this comfortable place to stay. Monkey Island in northeast Oklahoma invites you to play on 60,000 acres of sparkling lakes and 1,300 miles of shoreline. Get ready for every activity you can imagine in and out of the water. This resort’s Midwestern hospitality makes every generation feel right at home.