Holiday rentals in Osage

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!

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.

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.

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!

StrikeAxe Estate Cottage | Pawhuska’s Historic Gem

Welcome to StrikeAxe! This fully restored 1920s French farmhouse rests on several acres of scenic land, promising a unique getaway immersed in Pawhuska’s beautiful historic charm just a mile from downtown. It provides a lavish base for an unforgettable visit to The Pioneer Woman’s Mercantile with your girlfriends. ✔ 4 Comfortable Bedrooms ✔ Stylish Living Area ✔ Chef’s Grade Kitchen ✔ Private Outdoors (Dining, Gazebo, Fire Pit) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

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.

Wild Blackberry Blossom Country Farm Stay

Enjoy wide open spaces at this Country Farm Stay located between Stillwater and Perkins, OK (on a paved road). Experience the sights and sounds of the country. Enjoy sunrises, sunsets, and starry skies. Try out country living or return home to the country for a visit! Follow us on FaceBk: Wild Blackberry Blossom Country Farm Stay Follow us on Oklahoma Agritourism: Country Stay Activities in Central Oklahoma Follow us on TravelOK: Under their Bed & Breakfast Category

Cottages on The Prairie, the Ranch House.

Centrally located in historic downtown Pawhuska. Cottage has two bedrooms with king sized beds, dresser and walk in closets. Full bath, living room with vaulted ceiling. Full kitchen with dishes, cooking pans and utensils. Also a coffee bar with different coffees and teas. There’s a large dining table with plenty of room for eating or playing games. Exquisite woodwork and decorated with charm. Outside you’ll find a large pavilion with tables and plenty of seating.

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.

The Nest - Luxury Cottage in Charming Locale

Each cottage has an open, spacious floor plan that includes a king-size bed, a fully equipped kitchen, with a Keurig coffee maker, a luxurious bathroom with large walk-in shower and stand alone bathtub, a comfy sofa with pull out bed and a cozy gas fireplace. The cottages are located just off Lover’s Lane. Take a stroll, check out a fishing pole and head over to the pond, or take our canoe out for a spin.

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

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.