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!

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.

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!

#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.

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.

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.

Location right on the water.

Kick back and relax in this calm, stylish space, with unobstructed view of Grand Lake. Private swimming pool in season. Covered patio for dining outdoors and with views of Sailboat bridge. This property is not child friendly due to pool and lake being easily accessible and unfenced. We ask that children be over 16, exceptions can be made.

Scenic Lakeside Escape: 3BR 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.

GrandLake, OK, Studio Z # 1

Studio: Queen Murphy bed in living area. Maximum occupancy 2. I can accept a 1-night stay for a weekend night if the date is within 2-days. Otherwise, Friday or Saturday nights are a mandatory 2-night minimum stay meaning: Thursday/Friday, Friday/Saturday, or Saturday/Sunday. *** Please review ALL details in each section ***

Grand Lake 2 Bdrm Condo Resort

Large 2 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★