Holiday rentals in Delaware County

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Top-rated holiday rentals in Delaware County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A bubble massage hot tub is filled with water, featuring floating candles designed as colorful flowers in blue, orange, and pink. The backdrop includes a glass door leading to the outside, framed by wooden walls adorned with decor. Soft lighting creates a serene atmosphere.
Place to stay in Jay
4.95 out of 5 average rating, 37 reviews

The Wilderness Spa-House & Intimacy Suite

✨Looking for an unforgettable getaway?✨ Whether you want a romantic, traditional stay or you’re ready to spice things up, our Ozark retreat has something for every couple. Wander the scenic trails or take in the valley views . Enjoy our bubble-massage hot tub in our one of a kind spa house with floating candles, aromatherapy and warm towels. If you’re feeling spicy step into our private intimacy suite with custom BDSM furniture 🔥 Add-ons like roses and chocolate-covered strawberries available.

Guest favourite
A serene lake view features a calm water surface reflecting soft pastel colors of a sunset. Several docks extend into the water, accompanied by lush greenery lining the shore. The peaceful landscape invites relaxation amidst the natural beauty.
Home in Eucha
4.95 out of 5 average rating, 183 reviews

Spectacular Waterfront Luxury w/dock Grand Lake!!!

Click [♡ Save] button to easily find this listing again before your dates are booked. Enjoy the wide-open lake views! Wake up in a luxurious lakefront home peacefully enjoying a cup of coffee. From the balcony hear birds singing and boats humming. You will fall in love with the view and privacy of being so high up, but so close to your own private dock below. As the sun sets catch up with friends by the fire. Then fall asleep watching the stars from bed as light dances on the water below...

Top guest favourite
The exterior of the Monkey Island Shack Outback is showcased, featuring a rustic wooden façade with a red door. The property is surrounded by lush greenery, and a spacious driveway leads up to the front porch, which is accented by wooden columns.
Cabin in Afton
5 out of 5 average rating, 49 reviews

Cabin with Big Shop & RV hookup! Bring your toys!

The Monkey Island Shack Outback is conveniently located at the intersection of highway 85A & OK 125 S, less than 10 min from Shangra La and less than 15 min from Grove, OK and the Wolf creek boat ramp. There are plenty of gas and food options as well as a family dollar and a dollar general, all within walking distance. There are multiple boat ramps less than 5 min away. Whether its lake fun with family & friends, tournament fishing, or somewhere to park your RV and stay awhile, this is it!

Top guest favourite
A charming cottage sits beside a tranquil spring-fed pond, featuring a large deck accessible from the rear. A fire pit resides in the grassy area, with lush green trees surrounding the property, enhancing the peaceful outdoor setting.
Cottage in Eucha
4.99 out of 5 average rating, 161 reviews

Private Spring Fed Reservoir w/paddle boat

Off the beaten path, approximately 1 mile down a bumpy dirty road you will find a hidden gem. At the edge of the Ozarks in the heart of green country is a small cottage located on a beautiful one acre spring feed pond. You can see the spring gushing out of the hillside. Our cottage is small, cozy, and very relaxing. Whether you are kicking back watching the tube or paddling around the pond you will feel right at home and may not want to leave. Paddle boat, 4 paddle boards and 2 kayaks included

Guest favourite
The exterior of the A-frame house is framed by tall trees, showcasing a blue facade and large windows that allow natural light inside. A small porch with steps leads to the entrance, while a stack of firewood rests nearby, adding to the rustic charm of the setting.
Cabin in Eucha
4.92 out of 5 average rating, 129 reviews

★Hilltop Wooded Bliss♥ - Secluded Near Lake Fenced

Hilltop Wooded Bliss Relax with the family at this peaceful, tree-lined retreat featuring a fully fenced yard for pets, a spacious deck, and a cozy firepit. Just 1/4 mile to the water depending on water level, 1.2 miles to Hi-Lift Marina, and 2.1 miles to Lakemont. Located on a quiet rural gravel road near trails, only 7 miles from Disney and 30 minutes to Downtown Grove. Set directly on the OK Green Country Adventure Trail. Enjoy a fully stocked kitchen for easy meals after your adventures.

Top guest favourite
Cabin in Grove
5 out of 5 average rating, 14 reviews

Lake front getaway w/slip located in Wolf Creek

Escape to this cozy one-bedroom, one-bath lakefront cabin with stunning views and modern comfort. Minutes from Wolf Creek boat ramp, dining, and downtown Grove, it’s the perfect blend of privacy and convenience. Enjoy lake views from the living room, coffee on the screened porch, and sunset evenings by the fire pit. With shared dock access, boat slip, and concrete parking, it’s ideal for boating, fishing, or simply relaxing by the water—perfect for couples, families, or tournament stays.

Guest favourite
A cozy living area features a light grey sectional sofa and a wooden coffee table, illuminated by natural light from large windows. A flat-screen TV is mounted on a white mantel over an electric fireplace, with decorative elements and plants enhancing the inviting design.
Home in Grove
4.9 out of 5 average rating, 68 reviews

Cottage 5 lakeview, hot tub, boat/trck park,slps4

Relax with your family at this peaceful lake retreat or enjoy a romantic honeymoon stay. Enjoy lake views from this updated vintage lake cabin and the beauty of Mother Nature. Just 1 min from a boat ramp. Adjacent covered parking for truck and boat. One queen bed and a pull out bed in the livingroom. 1 bathroom with shower and laundry room. High speed Wi-Fi and a fully stocked kitchen, propane grill and hot tub and fire pit, Roku tv. See DIRECTIONS as GPS is sometimes incorrect.

Guest favourite
A cozy lakehouse is seen with a covered front porch featuring outdoor seating. Planters with blooming flowers are positioned along the base. The entrance is highlighted by a welcoming yellow door, and lush trees provide shade around the property.
Home in Afton
4.84 out of 5 average rating, 120 reviews

Calhoun lakehouse on Monkey Island w/Golf Cart opt

Come relax at this peaceful, cozy lakehouse in the heart of Monkey Island. Golf cart available to rent. 1 kayak available to use. Launch your boat across the street at the private ramp & take advantage of the opportunity to fish in "The Crappie Capitol of the World" Golfers, the award winning Shangri la golf course & par 3 Battle Field are less than 1 mile away. Welcome small dogs for fee. Enjoy the nearby night life entertainment, restaurants, & golf/walking and cart trails.

Top guest favourite
The exterior of the cabin showcases a blend of wood and stone materials, highlighted by a large deck featuring outdoor seating and a hot tub. Surrounded by trees, the cabin offers a serene setting with ample natural light filtering through large windows.
Cabin in Afton
4.96 out of 5 average rating, 102 reviews

Twin Retreat Cabin 1:Hot Tub, Fire Pit, Golf, Boat

Welcome to The Twin Retreat: Cabin #1! Come experience a modern, rustic, yet luxury stay in our meticulously furnished cabin! With the private hot tub, stone firepit, games and cozy furniture, you won't want to leave. If you decide to venture out though, the cabin is perfectly situated just 1 mile from Shangri La Golf Courses and Resort/Spa, the new Battlefield Par 3 course, & the Anchor Activity Center. Whether you seek adventure or rest, we look forward to hosting you soon!

Guest favourite
A bright living space features a comfortable seating area and a large window overlooking greenery. Wooden beams are seen on the ceiling, and a small desk is positioned nearby, accompanied by two chairs. The kitchen area is subtly enclosed, and a sign reading 'LAKE' adds a charming touch.
Cottage in Grove
4.97 out of 5 average rating, 101 reviews

GrandLake*Kayak*Forest View*Firepit*King*Lakefront

Welcome to this charming village of 12 quaint & clean cottages! Offering 15 wooded acres on the serene Carey Bay shoreline. Meander along the enchanting trail to the lake for some bird watching, kayaking, swimming, and the gorgeous sunsets. After a peaceful day on the water head back to your cozy cottage where you can grill some hamburgers and roast marshmallows around the fire. *Full kitchen *Fast WiFi • King bed •Fire pit •Free kayaks & paddleboards •Parking for one boat

Top guest favourite
A spacious deck is featured, overlooking a calm lake with gentle ripples. Two white adirondack chairs and a black round table are placed on the wooden flooring, creating an inviting space for relaxation. The sky is partly cloudy, adding depth to the serene water view.
Cabin in Grove
4.99 out of 5 average rating, 78 reviews

The Sugar Shack

Relax with the whole family at this peaceful place to stay. Whether it's boating, swimming, fishing or just relaxing this is the place for you. Located on the Elk River arm of beautiful Grand Lake we are just 2 mi from Flint Fire Marina where you can utilize the boat ramp or fuel up. You can enjoy a shared dock for fishing or swimming and park your boat on the NE side of the dock while you stay. Enjoy your private entrance and private deck with fire pit and BBQ grill.

Top guest favourite
The cabin features a spacious wooden deck with a pergola, surrounded by trees displaying autumn foliage. The exterior walls are painted in a light blue hue, and a chimney rises from the roof. A seating area is visible on the deck, complementing the inviting outdoor space.
Cottage in Afton
4.97 out of 5 average rating, 219 reviews

Lake waterfront, private dock, slip, and launch

Parking is very limited so please take note! Lakefront studio cabin in Padley’s Point! This cabin has a fully furnished kitchen and still has that cottage (one big room) charm. The bedroom area has a queen over queen bunk-bed that comfortably sleeps 4. Property is located 5 feet from a private launching ramp and private dock. Lakeside fun is just steps away! Swimming, fishing, and boating can be enjoyed from your private nautical oasis

Popular amenities for Delaware County holiday rentals