Vacation 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.

Location · Family · Hot tub

Luxury House - 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!

Family · Location · Comfort

Grand Lake Cabin @ Duck Creek, Sleeps 6, w/Hot Tub

This beautiful 2 bedroom, 1.5 bath Grand Lake Airbnb is a modern getaway that welcomes you the moment you step inside. Accommodating up to six guests, it's perfect for a family vacation, couple's getaway, or retreat with close friends. The master bedroom features a king size bed while the guest bedroom offers unique queen size bunk beds, ensuring a comfortable stay for everyone. The combination of its central location and included amenities is the perfect recipe for a 𝙂𝙍𝙀𝘼𝙏 Grand Lake stay!

Family · Location · Hot tub

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!

Family · Value · Air conditioning

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 **

Value · Location · Pets

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.

Value · Family · Pool

Walk to Lake + Pool Access! Family Gem in Afton

Discover where worries meet their end and the fun begins when you visit Afton! This 3-bed, 3-bath vacation rental in The Reserve community puts adventure on land and on water within your reach. Walk to Grand Lake O' the Cherokees for endless water recreation, visit Royal Horse Ranch across the road for horseback riding and wine tasting, or make a splash at the community pool. When you're not checking off the vacation to-dos, spend downtime in this townhome featuring all of the comforts of home!

Family · Location · Kitchen

Gorgeous Shangri La Country Estates condo-Sleeps 6

Welcome to On the Rocks condo nestled in a gated community on Monkey Island alongside northeastern Oklahoma's Grand Lake O' The Cherokees, within walking distance to the renowned Shangri La Resort. The condo is adorned with high end furnishings and designers touch. There is a balcony with view of the pool, tennis court and Grand Lake. Accommodations: 1 Bedroom with 2 queen beds 1 pullout sofa Full kitchen with all cooking supplies Washer/Dryer located in the building Outdoor Grill

Location · Family · Getting around

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.

Value · Location · Hospitality

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

Location · Value · Air conditioning

Monkey Island Nautical Escape

Experience a relaxing stay at this newly updated 2 bedroom, 2.5 bathroom, townhome ideal for families or friend groups looking to relax and play. This home comfortably sleeps up to 8 guests. Spend your day on Grand Lake boating and fishing, or visiting Shangri- La Resort's golf course and many other amenities. The community boasts a swimming pool, basketball court and firepit and is walking distance to the Terra Miranda Marina and a short drive from a variety of restaurants.

Location · Family · Hospitality

#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.

Location · Family · Comfort