Holiday houses in Cleveland

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Top-rated holiday rentals in Cleveland

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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.
Guesthouse in Skiatook
4.8 out of 5 average rating, 138 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 serene lake scene captures a vibrant sunset reflecting on the water, with silhouettes of trees along the shore. Gentle ripples create a shimmering effect, while varied cloud formations enhance the expansive sky filled with warm hues of orange, pink, and blue.
Place to stay in Cleveland
4.97 out of 5 average rating, 123 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!”

Top Guest favourite
A scenic aerial view showcases lush green fields and dense wooded areas surrounding a winding river. The landscape displays varied textures and tones, with a light blue sky above, hinting at the peaceful rural setting close to the modern cabin.
Cabin in Pawhuska
4.98 out of 5 average rating, 137 reviews

Bridgewater Cabin (Modern/private/in city limits!)

A modern cabin in town! Whether you are looking to relax on the 320sf deck by the house, or walk just a few steps down a wooded path to the platform overlooking Bird Creek, lots of wildlife can be seen. This is the only residence on 4.2 wooded acres, and feels like you’re miles from town. Located 3 minutes drive from downtown Pawhuska. Perfect for a couples weekend, or a quiet getaway. Queen bed in the loft and a queen Murphy bed in the main room. A wilderness retreat within the city limits!

Guest favourite
A spacious guest room is highlighted by a queen bed dressed in warm-toned linens. Natural light filters through large windows adorned with sheer curtains. A cozy seating area includes a sofa and a round coffee table. A decorative fireplace and small dining set add to the inviting decor.
Guesthouse in Owasso
4.89 out of 5 average rating, 282 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 tranquil view of a cottage situated beside a small private lake, surrounded by lush greenery. The calm water reflects the natural scenery, while trees line the shore. The cottage features a wraparound porch, providing a serene and picturesque setting.
Tiny home in Ochelata
4.99 out of 5 average rating, 325 reviews

Private cottage on small lake.

Only 35-40 minutes away from Pawhuska & 15 from Woolaroc, this cottage sits on a small private lake in a gated 65 acre private estate. There are more friendly animals than people at this estate; 29 goats, 8 mini donkeys, 4 horses and more! With a queen sized bed & a small bunk room w/ twin bunks it will comfortably sleep 2 adults & 2 small people. The cottage has a small kitchen w/ a refrigerator, 2 burner stove, microwave, toaster oven, toaster, dishes, etc. A firepit and grill outside.

Top Guest favourite
The kitchen features rich wooden cabinetry and a granite countertop. Modern appliances, including a refrigerator and stove, are complemented by natural light from the window above the sink. A decorative vase with fresh flowers adds a touch of warmth to the space.
Home in Sand Springs
4.95 out of 5 average rating, 110 reviews

Cheerful 2-bedroom home- indoor electric fireplace

Relax with the whole family at this peaceful place to stay. Home is located in a quiet family oriented neighborhood with spacious fenced back yard where your kids & pets can play. Accommodation is centrally located within 11 miles from Keystone State Park and 10 miles from many great locations in & surrounding downtown Tulsa area including BOK Center, Tulsa Fairgrounds, the Cox Business Center, The Gathering Place. Property offers spacious parking for boats, trailers, etc.

Top Guest favourite
A comfortable living area features a tan leather sofa with orange accent pillows and a matching chaise lounge. A wooden dining table with four chairs is visible. Light wood paneling and flooring contribute to a cozy, natural ambiance. A ceiling fan above offers airflow.
Cabin in Sperry
4.94 out of 5 average rating, 224 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
The entrance of the cottage is framed by a wooden pathway leading to the front door, surrounded by neat landscaping featuring various potted plants and greenery. An orange shade sail provides coverage over the entrance, enhancing the welcoming atmosphere.
Home in Riverview
4.95 out of 5 average rating, 941 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.
Guesthouse in Owen Park
4.93 out of 5 average rating, 130 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.

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
The exterior of a newly remodeled guest house is shown, featuring a rustic red wooden facade with white trim. A welcoming white door is positioned at the front, and a small wooden deck is visible. The surrounding landscape includes open fields and a bright sky.
Guesthouse in Pawhuska
4.95 out of 5 average rating, 258 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.

Guest favourite
A geodesic dome is situated on a wooden deck among trees, showcasing its unique triangular windows. A wooden ladder leads up to the entry, and a small outdoor seating area is visible on the deck. Natural surroundings include leaves and shrubs.
Dome in Sand Springs
4.86 out of 5 average rating, 188 reviews

Geodesic Sunset Dome

This cozy geodesic dome has its own private nook overlooking our second pond. Heating and air are a must in Oklahoma and we got you covered so you are comfortable all year long. You also get access to our beautiful outdoor shower and our unique compost toilet for a truly memorable experience. Included in the dome is a mini fridge, microwave, Kuerig coffee, along with bowls, utensils, and towels.

Popular amenities for Cleveland holiday rentals

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