
Holiday houses in Cleveland
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Top-rated holiday rentals in Cleveland
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Cabin in the Springs~Waterfront Scenery•Grand Deck
Cabin in the Springs is a peaceful 2BR retreat with pond views, a huge wraparound deck, and rocking chairs for slow mornings and quiet evenings. Fish the pond, watch the birds, and truly unplug. The king suite offers a jetted spa tub with separate shower and a cozy twin nook just off the primary; perfect for reading or kids. The guest BR also features its own ensuite. Set on an acre at the end of a quiet dead-end road… tucked away, yet minutes from town The Canyons golf course, and Osage Casino.

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!

The Cabin @ The Lodge at Taylor Ranch
The Lodge at Taylor Ranch is home to two of Oklahoma's premiere disc golf courses, but we offer more than just disc golf! Our rustic, yet cozy cabin sits just above the water! In the winter you can snuggle up next to the fireplace or in the summer you can jump off the dock and go swimming! We are 6 miles away from The Mercantile (10 minute drive). We have hosted many Weddings, Parties, Disc Golf Tournaments, Retreats, Boy Scout Camp-outs, Fishing Derbies, etc! We also have an RV Park as well!

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!”

Prairie's End
Discover your personal haven at "Prairie's End", a 40-acre property offering unparalleled serenity. Imagine waking up surrounded by nature and enjoying peaceful walks through the trails, watch the deer and multitude of wildlife. The open space provides a queen bed, a couch that converts to a bed, a double air mattress on frame found in the bathroom closet and a single roll-away bed. There is also an event center at the same location that is a communal space for guests or booked separately.

Welcome to Keystone Sunrise
Enjoy fishing, boating, hiking, or just relaxing on the back patio that adjoins the corps land. Located in a small quiet neighborhood with lake access by golf cart or a short walk out the back door. A full service marina, floating restaurant, and boat ramp one mile away. The home has a split floor plan with private on suites for both guest bedrooms, a flex room for gaming/kids play or can sleep 2 guests with an air bed, and a spacious well equipped kitchen with a large dining table.

Keystone Lake Retreat | 2BR | Family Friendly
Rustic 2BR guesthouse just 5 min from Keystone Lake! Perfect for families, couples, or friends seeking lake fun. Full kitchen, cozy gathering space, and private outdoor yard with pup-friendly amenities. Explore Keystone Lake just moments away! Enjoy fishing, boating, or scenic lake days. Ideal weekend escapes, a quick getaway, or tranquil stays near the water. Enjoy a full kitchen with essentials, includes Wi-Fi, laundry, coffee setup. Only a short 30 minutes from downtown Tulsa!

DillyRanch - A small Homestead Property
Enjoy the sounds of nature when you stay in this unique place. The sounds of nature start at about 5am with the Roosters waking up.....and possibly waking you up. Once the sun comes up the ducks will chime in. The Bunny's usually don't talk much, however the dog may bark and the cat's might start a fight. Located about 20 min outside of Tulsa and about 5 min away from Keystone Lake this one acre property is surrounded by trees and it feels like being far away from civilization.

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.

The K-Frame House: Lakefront A-Frame Escape
Nestled on the wooded banks of Keystone Lake, the K-Frame House is a modern A-frame cabin designed to help you relax and slow down. Floor-to-ceiling windows, easy lake access, and two wraparound decks put the water at the center of every moment. Whether you’re here for a romantic escape, a summer getaway with family, or a fishing trip on one of Oklahoma’s best bass lakes, the K-Frame offers an experience for both new and returning guests.

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.

Geodesic Sunset Dome at Three Ponds Community
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
Other great holiday rentals in Cleveland

Countryside Retreat w/ Pasture Views in Hominy

Peaceful Retreat at Crestwood

New Country Cabin Fenced Yard

Clean cozy whole HOUSE

Pecan Grove

[Lazy Spring] Star Gazing Sail Hot Tub

Farm House near PW Mercantile and Skiatook Lake

Delightful Barn Apartment
Destinations to explore
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- BOK Center
- Tulsa Zoo
- Philbrook Museum of Art
- Oral Roberts University
- Expo Square
- River Spirit Casino
- Tulsa Performing Arts Center
- University of Tulsa
- Tulsa Theater
- Oklahoma State University
- Hard Rock Hotel and Casino
- Guthrie Green
- Discovery Lab
- Gathering Place
- Oklahoma Aquarium
- ONEOK Field
- Woodward Park
- Turkey Mountain Park
- Center of the Universe





