Vacation rentals with a pool in Delaware County

5.0 out of 5 average rating, 15 reviews

The master bedroom features a comfortable king-size bed adorned with light linens, accompanied by two bedside tables with lamps. A decorative wall art piece of gold fish adds a focal point, while a ceiling fan and natural light create a serene atmosphere.

Cabin in Afton

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!

FamilyLocationHospitality

5.0 out of 5 average rating, 28 reviews

A private hot tub is situated on a wooden deck, surrounded by the warm tones of the log cabin. Large windows showcase views of the wooded surroundings, while outdoor seating can be seen nearby, inviting relaxation in nature.

Cabin in Afton

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.

LocationFamilyComfort

4.9 out of 5 average rating, 30 reviews

The open living area features a comfortable sofa with decorative pillows, a round ottoman, and a large flat-screen TV. An adjacent kitchen showcases stainless steel appliances and a breakfast bar. Natural light fills the space through large windows, enhancing the modern decor.

Condo in Afton

Pool Access: Condo w/ Patio in Afton

Experience a stress-free stay at this newly-updated condo in Afton! This 1-bedroom, 1-bath vacation rental features a fully equipped kitchen, modern furnishings, and resort-style amenities perfect for your whole group. Spend the day soaking up the sun by the pool, tee off at the on-site golf course, or take a short drive to the Grand Lake O’ the Cherokees for unbeatable scenic views! When the day is done, fire up the grill and enjoy a home-cooked meal on the private patio with the ones you love.

ValueFamilyAccuracy

4.92 out of 5 average rating, 73 reviews

A spacious living area features a dark sectional sofa and a wooden coffee table atop a textured area rug. The kitchen showcases modern black cabinetry and stainless steel appliances, complemented by a breakfast bar with turquoise stools and warm pendant lighting.

Condo in Afton

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 **

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Superhost

Home in Kansas

4.8 out of 5 average rating, 30 reviews

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.

FamilyLocationBathroom

A bright and airy living area features blue velvet chairs and a cream-colored armchair, complemented by a circular coffee table. A large painting of a boat hangs on the wall, while a flat-screen TV displays a sailboat scene. An open staircase leads to the upper level.

5.0 out of 5 average rating, 7 reviews

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

FamilyLocationNearby

5.0 out of 5 average rating, 10 reviews

Grand Escape | Sleeps 12 | Hot Tub + 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.

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A two-story residence features a blue exterior with white trim and a brick façade. A garage door is prominently displayed, while the front yard is landscaped with grass. A streetlamp stands nearby, providing lighting for the walkway. The surrounding homes add to the neighborhood aesthetic.

5.0 out of 5 average rating, 9 reviews

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

ValueLocationWalkability

5.0 out of 5 average rating, 10 reviews

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.

FamilyLocationSleep quality

A spacious living area is highlighted by a stone fireplace, surrounded by comfortable seating. Artwork adorns the walls, and a large mirror reflects the light. A coffee table sits in the center, while a view of the hallway and adjoining spaces is visible.

5.0 out of 5 average rating, 34 reviews

#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.

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