Holiday rentals with outdoor seating in Osage County

4.98 out of 5 average rating, 125 reviews

Cabin in Pawhuska

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, yoga or artist getaway. Queen bed in the loft and a queen Murphy bed in the main room. A wilderness retreat within the city limits!

4.99 out of 5 average rating, 103 reviews

Home 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!

Place to stay in Cleveland

4.96 out of 5 average rating, 106 reviews

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!”

5 out of 5 average rating, 279 reviews

Postcard Place in Pawhuska (lots of amenities)

Postcard Place is a 3-bedroom (1 bath) home conveniently located near the Mercantile in Pawhuska. Our home is thoroughly cleaned, has comfy beds, a well-stocked kitchen, stylish decor, and plenty of room to relax and unwind. We have thought of everything you'll need, including a coffee bar, extra charging cords, bathroom amenities, fans, cable tv, distilled water (for C-PAPS), throw blankets, and more! Note: Postcard Place is not suitable for more than 5 guests, smokers, pets, or infants.

Guest house in Bartlesville

4.92 out of 5 average rating, 197 reviews

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.

4.94 out of 5 average rating, 326 reviews

ROSE COTTAGE 🌹🏡

Enjoy a getaway to the quaint and cozy ‘Rose Cottage’ where scenes from “Killers of the Flower Moon” 🎥 have recently been filmed!! 100 year old charming home w/incredible wraparound porch, walking distance to Pioneer Woman’s Mercantile! Ample indoor/outdoor spaces, this beautiful retreat is the perfect place in Pawhuska! Time seems to stand still here, almost like a grandmother’s home. This isn’t a modernized house. Our cute town boasts museums, eateries, shopping, Tallgrass prairie, etc!

5 out of 5 average rating, 280 reviews

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!

4.96 out of 5 average rating, 125 reviews

Ranch in Osage County

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.

4.98 out of 5 average rating, 176 reviews

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.

4.95 out of 5 average rating, 247 reviews

Guest house in Pawhuska

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.

4.94 out of 5 average rating, 285 reviews

Cottage in Pawhuska

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!