Vacation rentals in Osage County

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 Overlook @ Keystone Lake

Great getaway location! You will feel entirely to yourself. Room is "attached to house...but not "in" the 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.”

Cabin in the Woods, 10 minutes to Bartlesville

Our guest cabin is set on 20 wooded acres in the Osage Hills at the end of a private gravel road. It feels completely isolated, but it's only 10 minutes to downtown Bartlesville, 20 minutes to Pioneer Woman's Merc, and an hour to Tulsa. There is a full kitchen, living area, and full bath on the ground floor, with a queen and twin bed on the 2nd floor. There is no TV to interfere with the quiet, although WiFi keeps you connected. We live in the main house and are always available if needed.

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.

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. ✔ 5 Comfortable Brs ✔ Stylish Living Area ✔ Chef’s Grade Kitchen ✔ Private Outdoors (Dining, Gazebo, Fire Pit) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

The Cabins on Birch Creek - Guest House

Quite and Cozy. Just 10 miles to the Pioneer Woman Merchantile and 18 miles to the Tall Grass Prairie Preserve The Cabins on Birch Creek offer water front access to Birch Creek and a tributary. Spring garden with wild and domestic flowers, a swinging bridge to stroll across and lots of opportunity to see wildlife and domestic animals. This property has a kitchenette, stylish and spacious bathroom, and magnificent outlook from the bedroom. Enjoy coffee on the porch as the sun rises.

The Oilman’s Daughter On 7th Street

FEATURED IN THE PIONEER WOMAN MAGAZINE Our SECOND LOCATION in Pawhuska is on 12th Street. Resting on a corner lot, blocks from The Pioneer Woman Mercantile, a wonderfully renovated 1925 Craftsman home. You will find luxury throughout, with four bedrooms, three and a half baths. Relax in a rocking chair on the front porch, or in the privacy of the backyard with a fire pit and gas grill. Enjoy the charm of the 1900s & luxury of today.

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.