Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

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Top guest favourite
A spacious regulation-size pickleball court is beautifully illuminated with professional lighting. Adjacent to the court, a basketball hoop is visible. The area is surrounded by a secure fence, and a shaded seating area is located nearby for relaxation.
Home in Cleveland
4.99 out of 5 average rating, 116 reviews

Skyline Paradise | Pickleball & Bball |Keystone Lk

Luxury Retreat with Tournament-Grade Pickleball Court Experience this stunning hilltop oasis near Keystone Lake, featuring a brand-new (2025) regulation-size pickleball court with pro lighting, a basketball area, & endless entertainment —cornhole, jumbo Jenga, arcade games, air hockey, foosball & more! • 3,200 sq. ft. on 3.5 acres • Stocked kitchen • 30 min to downtown Tulsa • Three-level deck with breathtaking views • Dog-friendly (3 under 80 lbs, $125 fee) Book now for the ultimate retreat!

Top guest favourite
Flat in Downtown Tulsa
4.92 out of 5 average rating, 684 reviews

Designer Modern Loft Central Downtown, Gym Access

This space is the perfect blend of historic living and modern luxury in Downtown Tulsa and close to everything! Tall ceilings, polished floors, granite, walk-in shower and new fitness facility. 4 blocks to the BOK Center, 4 blocks from Cox Business Center, Cain’s Ballroom, Drillers Stadium, Brady Theatre, the Performing Arts Center..minutes from the Gathering Place, Utica Square Shopping, Cherry Street and River Parks. Only a 10min drive to the airport and the fairgrounds. West Elm furnishings.

Guest favourite
A rustic cabin is nestled among lush greenery and tall trees, featuring a log exterior and a metallic blue roof. A small porch is visible at the front, surrounded by potted plants, while a wheelbarrow rests nearby in the natural setting.
Guest house in Skiatook
4.8 out of 5 average rating, 139 reviews

Cabin in the Osage Woods

This is a lovely cabin in the woods - sitting next to my home.( about 150 feet away) The area could be described as "rustic"- insofar as it IS the Oklahoma Osage Hills- 20 miles via a nice drive into Tulsa. Also about 45 minutes from Pawhuska, Oklahoma, home of the Osage Nation - and the Pioneer Woman, Ree Drummond. The view is overlooking the Osage Hills of Oklahoma. You can be as private as you want, or hike, drive to the lake, kayak. Peaceful and serene. Perfect for rural- loving folks.

Top guest favourite
A winding path leads through an eclectic garden filled with various plants and artistic decorations. Distinctive garden pots, sculptures, and colorful ornaments can be seen throughout the area, creating a unique, inviting atmosphere surrounding the log cabin.
Cabin in Owen Park
4.98 out of 5 average rating, 299 reviews

An Artist's Cozy Log Cabin Minutes From Downtown.

Spend the night in a very Private, Cozy, Eclectic and Historically Imfamous Log Cabin, surrounded by an artist couple's one acre garden. Right by Downtown Tulsa! Located in Historic Owen Park Neighborhood. One of the oldest neighborhoods in Tulsa. Very close to The B.O.K. Arena, Tulsa Ball Park, Cain's Ballroom, Tulsa's Arts District, many restaurants, and the Tulsa Gathering Place. This Cozy cabin is perfect for a couple wanting a relaxing weekend and also a wonderful writer's retreat!

Top guest favourite
An expansive wooden deck overlooks a serene landscape, featuring a circular stone fire pit surrounded by multiple seating options. Adirondack chairs are positioned near the flames, while the distant water adds to the tranquil ambiance, complemented by lush greenery in the background.
Place to stay in Cleveland
4.97 out of 5 average rating, 126 reviews

The Overlook @ Keystone Lake

Great getaway location! You are entirely to yourself. Overlook is "attached to main house...but not "in" main house. Private entrance, no shared spaces. Very private & tranquil space! Relax in a country setting with "to die for" panoramic views from 90 feet above the water. Wildlife galore, including Bald Eagles. A perfect couples escape, girl’s weekend or some individual solitude ! Covered/enclosed hot tub room with great views. Adults Only! (18+) Check out our “extra amenities!”

Guest favourite
A view from a covered porch features a rustic wooden table with a metal vase holding greenery. Beyond, a fenced pool area is visible, set against a backdrop of trees and open space. Sunlight filters through, creating a warm, inviting scene.
Guest house in Owasso
4.89 out of 5 average rating, 286 reviews

French Woods Quarters

Our guesthouse has a very warm, peaceful decor to parallel the nature around it. You will likely see many deer and other wildlife from the huge covered back porch while enjoying a meal cooked in your full kitchen. You will also have access to an attached single-car garage where there is also a washer and dryer available for your use. The pool is left open year round. Whether you need a place to get away and relax or place to call home while you're traveling for work, this is your place!

Top guest favourite
A log home exterior is highlighted, featuring an inviting wooden porch leading to a white door. The natural textures of the log walls are visible, complemented by sunlight casting gentle shadows on the floor. The surrounding landscape is seen in the distance.
Cabin in Sperry
4.94 out of 5 average rating, 226 reviews

Gunker Ranch / Log Home

Beautiful, genuine true Log Home in the Osage Oklahoma Hills. Quiet, peaceful area with gorgeous sunrises and sunsets! Surrounded by horses, cattle, goats, and many other type farm animals. Excellent roads to cycle on and take leisurely, relaxing drives. Friendly people who enjoy life in the country - just like you will when you arrive! It is a destination of peace and relaxation. Only 15 minutes north of Downtown Tulsa. Easy drive to any part of Tulsa or Osage County.

Top guest favourite
Home in Riverview
4.95 out of 5 average rating, 946 reviews

Downtown Cottage by River Parks, Gathering Place

Detached cottage in historic downtown Tulsa neighborhood. Full kitchen, bed, desk, television room, shower, fenced patio with water feature, seating. One block from River Parks' cycling/walking trails, 3 parks; six blocks to The Gathering Place, walking distance to restaurants, bars, coffee shops. 1+ miles to BOK Center, downtown attractions & arts districts. Close to Route 66! Cozy and private retreat with patio, fenced area for pups and exceptional amenities!!

Top guest favourite
An open guest house interior showcases a spacious bed with a patterned blanket, accompanied by a wooden dining table and chairs. A full kitchen area is visible, with modern appliances, including a washer and dryer. Natural light filters in through multiple windows.
Guest house in Owen Park
4.93 out of 5 average rating, 133 reviews

Backyard Bungalow

Historic carriage house converted into a tiny guest home, complete with everything needed for your stay. Full kitchen, washer and dryer, updated bathroom, quality mattress and entertainment center in a cozy space right next to downtown entertainment district. The historic Owen Park neighborhood is conveniently located within minutes of night life, restaurants, business, Gathering Place and Tulsa River Parks. The guest house is located at the back of a family home.

Guest favourite
The exterior of the bungalow is presented with a well-maintained lawn, framed by lush greenery. A welcoming porch area features a small set of steps leading to the front door. The house showcases a combination of white and dark siding, under a gabled roof.
Home in Tulsa
4.9 out of 5 average rating, 99 reviews

Cozy Bliss near Expo/Fairgrounds/TU/Route66

Welcome to our cozy bungalow, nestled just off the iconic Route 66 in the heart of Tulsa! Whether you're a road tripper, a fairground enthusiast, or just looking for a peaceful retreat, our home offers the perfect balance of relaxation romance and Tulsa food and music life. The home is located minutes from the Tulsa Fairground, Tulsa University, downtown, and you'll have easy access to exciting events, local attractions, and vibrant city life!

Top guest favourite
A historic cabin, constructed from native sandstone, is surrounded by lush, green grass and trees. The structure features large windows that reflect the evening light, with a gentle glow emanating from within. A white fence lines the property, enhancing the rural setting.
Farm stay in Pawhuska
4.96 out of 5 average rating, 262 reviews

The Cabin on The Coy T Ranch

Built in 1900, the cabin made of native sandstone sits atop one of the rolling Osage hills. It's fully renovated with hardwood floors, granite counter tops, soaker tub, & views out every window! The cabin faces west and the most beautiful sunsets are the evening's entertainment. Guests will enjoy the privacy of being surrounded by ranch land as far as they can see, yet still partake of the town life just 5 miles away.

Top guest favourite
Guest house in Pawhuska
4.95 out of 5 average rating, 262 reviews

Lemmons Lemman - A Charming Country Getaway

Our recently remodeled guest house is nestled in the heart of Osage County countryside, all while being located less than 10 minutes from downtown Pawhuska. Artfully decorated, it features locally handmade furniture along with beautiful woodwork. Guests can enjoy a relaxing evening by the fire pit, receive a peaceful night's rest, and wake up, enjoying a cup of coffee while overlooking the landscape.

Popular amenities for Cleveland holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Pawnee County
  5. Cleveland