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.

Golfers Paradise - TeeTime Hideaway

Take it easy at this unique and tranquil getaway. Less work and more golf is our motto here at Tee Time Hideaway. Nestled in the greens of Shangri La Golf located on Monkey Island you will enjoy this 1 bed, 1 bath condo uniquely decorated to be a Golfers Retreat in Shangri La Country Estates. Enjoy your central location just 1/4 mile from The Summit for your daily dose of iron. Furnished with a king size bed in the bedroom and a Queen size futon in the living room. Go long or go home!

Luxury House with Heated Pool/Pickleball/Lake View

You will love our spacious 6-bedroom, 5-bath retreat, complete with luxurious hot tub, heated pool and pickleball/basketball court. This contemporary home offers ample space for your group, ensuring comfort and privacy. Modern amenities, stylish decor, and a fully equipped kitchen make it the perfect home away from home. Enjoy the hot tub and the view of the lake. The game room boasts an 85" TV with PS5, Dart board and shuffle board. So much fun and relaxation to be had at the Fire Water Escape!

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.

Illinois River Glamping Oasis

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.

#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.

Monkey Island Hide Away

This is a great location to enjoy all the island has to offer. Convenient to restaurants, nightlife, Resort life, Golf , Lake life and much more all within minutes of this location. This wonderful tiny home is located on the island within Monkey Island RV Park. Included wiith your stay, you will have access to the parks playground, swimming pool, bath house and laundromat all located within the park. (pool opens May 1)

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.

Eagles Nest 2, EN2

Take it easy at this unique and tr At Eagle Ranch Resorts, we embark on a singular mission to provide an unparalleled sanctuary of opulence and serenity, where luxury meets nature in harmonious equilibrium. We stand resolute in our commitment to deliver an extraordinary escape that transcends the ordinary, embodying the spirit of eagles soaring to new heights. anquil getaway.

Grand Lake 2 Bed/2 Bath Condo Resort ~Pool~Hot Tub

**Condo: spacious 2 bedroom/2 bath home (1,075 square feet) with a king bed in the master bedroom, two twin beds (request if you would like a Queen bed in the 2nd bedroom) in the guest room and one Murphy bed in the living room. Additional amenities include a full kitchen and dining area, fireplace, washer and dryer and balcony. Maximum occupancy is 6 people.

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.

Grand Lake 3 Bdrm Condo Resort

Large 3 Bedroom condo at a resort condo development in beautiful , Afton,Oklahoma ❤ Free Parking. Free Internet ❤ ★ If reserving a FRIDAY OR SATURDAY there is a 2 night minimum unless request is made last minute (3 days before check in)★ ★24 hour reception★ ★Calendars updated daily★ ★Multiple Units/Room Sizes Available★