Holiday rentals with outdoor seating 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!

Modern Log Cabin with Indoor and outdoor hot tubs

We provide FREE HOMEMADE WAFFLE BATTER FOR OUR WAFFLE MACHINE! 1500 Sq Ft Secluded Cabin newly built on 10 acres. 3 Arcade games Heated fire pit & grill on porch. Spacious shower with "his and her" shower heads and bench for shaving or relaxing. 2-person indoor jacuzzi tub and also outdoor hot tub! Right in front of the Tulsa Botanical Gardens. 7 mins. from downtown and just 3 mins from Osage Casino and Resort. Enjoy ziplining 4mins away at Post Oak Lodge and Resort. Mins to Gilcrease Museum

Tulsa Charmer near Downtown/BOK - low cleaning fee

Charming historic bungalow located just outside of the buzz of downtown Tulsa. Enjoy the perks of staying in a comfy house yet still having quick access to activities of downtown & access to the IDL (inner downtown loop highway) less than a mile away. This one bedroom house has a front porch, full bath, Wi-Fi, smart TV, fully stocked kitchen, dedicated workspace, shelves of books to enjoy and a fenced in back yard. BOK and Gathering Place are very close. And super easy checkout requirements!

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!”

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!

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.

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!

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.

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.

The Cottage at The Lodge at Taylor Ranch

This cozy little cottage used to be our Grandmothers art studio! We upcycled the little building into a place for guests to come relax on the ranch! The cottage is nestled in our tiny RV Park and near our horse and chickens! It has the best view for sunsets over our hay meadow! We have over 200 acres to explore! Bring your fishing gear or ask to borrow ours! We also have 2 Disc Golf Courses as well!

Haven on the Hill ~ in beautiful Pawhuska!

The Haven on the Hill is a quiet space in a wonderful neighborhood very near downtown Pawhuska and the Pioneer Woman Mercantile. It is wheelchair accessible with wide doors and a walk-in shower with a bench. It is rustic on the inside through a complete remodel. With 3 bedrooms, and 2 bathrooms it can allow 6 or more people plenty of room to be comfortable. Come stay with us!

Creekside Cabin, Off-Grid Glamping Experience

Reconnect with nature at this unforgettable escape. This off-grid cabin is a unique experience that you can’t get anywhere else. Seriously, it’s off-grid which means you have to park and hike in. Solar powered lights and a compost toilet are also part of this tiny house experience. A propane heater is available during colder months for an extra $15/night.