Holiday houses in Cleveland

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Top-rated holiday rentals in Cleveland

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Top Guest favourite
An aerial view captures the spacious property set against a backdrop of mature trees and open landscape. The newly remodeled home features a large, dark roof, a garage, and a beautifully constructed outdoor space that includes a regulation-size pickleball court with a blue enclosure.
Home in Cleveland
4.99 out of 5 average rating, 113 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!

Superhost
An exterior view of the property showcases a single-story home with solar panels on the roof. A neatly manicured yard and surrounding wooden fence provide a sense of privacy. The interior space includes a comfortable living room with a spacious couch and large windows allowing natural light to enter.
Home in Tulsa
4.91 out of 5 average rating, 850 reviews

No Cleaning fee! Downtown Secret Stay!

A quiet stay 2 minutes away from downtown Tulsa. NO cleaning fees! — Host cleans the property himself - please keep reading! Guests will have the entire space to themselves: 2 bedrooms, 1 bathroom, a full kitchen and living room! Host is an aspiring Animator and lives in the “mother in law suite” on the property - same building! The kitchen door divides the property with locks on both sides. The laundry room is on the “mother in law’s” side. Host parks in the back! Garage in construction!

Superhost
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, 137 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, 118 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 cozy sleeping area features a spacious bed adorned with an elegant patterned comforter and an assortment of pillows. Natural light filters through two windows, and a soft rug covers the polished wooden floor. A bedside table holds a lamp, enhancing the soothing ambiance.
Home in Renaissance
4.95 out of 5 average rating, 673 reviews

Corner "Stone" Cottage

Welcome to our Corner "Stone" Cottage! This Comfy home away from home is conveniently located in Midtown, just 6miles from Tulsa International Airport. If you are here to experience Tulsa, this home puts you in the center of it all! It is walking distance from the University of Tulsa, 1mile from The Fairgrounds, 2miles from the BOK arena and Downtown, and within 2 miles of both St. Johns and Hillcrest Hospitals. It is also near Museums, Cherry Street, Cain's Ballroom, and Blue Dome District

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, 324 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, 108 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, 223 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
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.

Guest favourite
A cozy sitting area features a light-colored sofa adorned with decorative pillows, set beside two large windows. A round black coffee table sits at the center, accompanied by a plant arrangement. A television is mounted on the wall opposite the seating, against a neutral backdrop.
Apartment in Downtown Tulsa
4.97 out of 5 average rating, 314 reviews

Perfectly Located Cozy Apt Downtown

Newly renovated historic building in downtown Tulsa and close to everything! Walk across the street to the BOK Center, a few 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. All furnishings are West Elm. Washer/dryer inside the unit. Gym access

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
4.85 out of 5 average rating, 183 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