Holiday houses in Cleveland

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!”

Katie's Cottage

Take it easy at this unique and tranquil getaway. Full kitchen, walk-in shower, washer/dryer, cable TV, wifi, relaxing deck on the back, outside dining beside a peaceful Koi pond and waterfall. For those chilly evenings there is a fire pit for roasting hot dogs or toasting marshmallows or just relax in the Adirondack chairs on the patio. Sitting in the wicker rockers on the front porch you have a wonderful view of the farm pond and with any luck you will catch a glimpse of a deer or two.

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.

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.

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.

Bluestem Getaway Cabin

Beautiful cozy cabin located central to Bartlesville, Tulsa, Skiatook, and Pawhuska. A perfect place to step back in time while enjoying all modern amenities including all new top of the line bedding and linens, complimentary coffee/tea bar with flavored teas, creamers, and syrup, and complimentary cookies. Fully fenced backyard where pets are allowed. Indoor and outdoor games provided. The Bluestem Mercantile is within walking distance for your shopping pleasure.

Greaser Hideout @ Outsiders House Museum

Welcome to The Greaser Hideout! This home is located directly across the street from The Outsiders House Museum. Experience a one of a kind "living gallery" where every detail is a unique treasure from The Outsiders by S.E. Hinton. This is the perfect place for your pit stop on The Mother Road, a stay-cation, or to celebrate that special occasion in style! Nearby attractions include Downtown Tulsa, The Gathering Place/Discovery Lab, Route 66, and more!

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.

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.

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.