House holiday rentals in Osage County

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Top-rated house rentals in Osage County

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Top Guest favourite
A newly constructed cottage displays a green exterior with white trim. A welcoming front porch is adorned with flowers, and an American flag is proudly mounted by the door. Lush grass occupies the front yard, enhancing the inviting entrance.
Home in Pawhuska
4.99 out of 5 average rating, 365 reviews

Cottages on The Prairie, the Craftsman

Cottages on The Prairie is newly constructed with four beautiful cottages. We are just one street over from the Mercantile. Each cottage has it’s own style. All have two bedrooms with king sized beds, dresser and walk-in closets. Full bath, living room with vaulted ceiling and full kitchen. Each a coffee bar with plenty of choices. There’s a large dining table for eating or playing games. All have special touches with exquisite woodwork and decorated with charm. Come enjoy your Pawhuska visit.

Top Guest favourite
Home in Cleveland
4.99 out of 5 average rating, 107 reviews

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!

Guest favourite
A living area features a green sofa and two pink accent chairs, arranged around a wooden coffee table atop a textured rug. A white brick fireplace serves as a focal point, with a TV mounted above. Shelves with books are visible against the wall, enhancing the inviting space.
Home in Tulsa
4.9 out of 5 average rating, 292 reviews

Book Bungalow 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!

Top Guest favourite
The charming brick exterior of a craftsman-style home features a welcoming front porch adorned with vibrant flowers. Steps lead into the entrance, framed by lush greenery and planters, providing a warm and inviting presence in a tranquil neighborhood.
Home in Pawhuska
5 out of 5 average rating, 281 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.

Top Guest favourite
A charming farmhouse exterior is showcased, featuring a large wrap-around porch. Flower baskets hang from the porch posts, complemented by a flagpole displaying the American flag. A spacious lawn surrounds the house, offering a welcoming outdoor space.
Home in Pawhuska
4.82 out of 5 average rating, 258 reviews

The Flamingo's Nest near Pioneer Woman Mercantile

This beautiful 2,800 sq ft farmhouse is great for large groups, or is great for a romantic get a way for two. It's located only a few short blocks from The Pioneer Woman's Mercantile in a great neighborhood. Play a game of pool, a game of foosball, soak in the master tub, or relax around the fire pit on the wrap around porch. Your vehicles will stay safe under covered parking. This home is where Ree’s film crew stays while filming the Pioneer Woman. You won't be disappointed in this rental.

Guest favourite
A charming cottage features a wraparound porch supported by white columns. Comfortable seating arrangements are visible, surrounded by lush greenery and flower beds. The well-maintained lawn adds to the inviting exterior of the home.
Home in Pawhuska
4.94 out of 5 average rating, 326 reviews

ROSE COTTAGE đŸŒč🏡

Enjoy a getaway to the quaint and cozy ‘Rose Cottage’ where scenes from “Killers of the Flower Moon” đŸŽ„ 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!

Superhost
The exterior of a charming mid-century farmhouse is displayed, featuring light blue siding and decorative gables. An American flag is situated on the front porch, which is accessed by a curved staircase. Large windows create an inviting atmosphere while greenery frames the structure.
Home in Pawhuska
4.81 out of 5 average rating, 321 reviews

*Farmhouse Cottage* Pet Friendly Near The Merc*

Escape to Osage county where the sky goes on forever and the locals treat you like family. This mid-century Farmhouse has been newly updated with a light and airy farmhouse vibe and finished off with all of the modern luxuries. Rest from a long day of exploring the Osage prairie and sip some wine in the tranquil living area or play some board games on the oversized bunkhouse table. With all of the amenities of home, you are sure to want to return to our little piece of the heartland.

Guest favourite
Large glass doors open to a serene balcony overlooking the lake. The view is framed by lush greenery, enhancing the sense of tranquility. Two chairs and a small table are visible on the balcony, providing an inviting space to relax and enjoy the scenery.
Home in Sperry
4.83 out of 5 average rating, 107 reviews

Genes Dream: Lakefront Retreat Skiatook Lake

Relax and watch the sunset in the cool ac after a hot day on the lake or in the hot tub on chilly days. This lakefront home is near Cross Timbers Marina where boats and slips are often available for rental. Ideal for family gatherings. Note: No easy access to the lake. A steep unmaintained trail leads to the shoreline which is also not maintained. Hot tub is seasonal and may not be available during warmer weather. Contact host for off season rates. Minimum 3 nights on holiday weekends

Top Guest favourite
A charming farmhouse is framed by a picket fence, set against a backdrop of lush greenery. The exterior features a mix of large windows and cozy porches, illuminating the inviting structure amid a serene landscape.
Home in Pawhuska
5 out of 5 average rating, 282 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!

Top Guest favourite
A renovated Craftsman home is showcased from the front, featuring a symmetrical facade with a dark blue exterior and white trim. Lush greenery surrounds the property, with flower beds adding touches of color. A wide staircase leads to the inviting porch, providing a sense of welcome.
Home in Pawhuska
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.

Top Guest favourite
The front entrance features a covered porch with a welcoming wooden door, framed by a circular glass insert. A stone sculpture is displayed on the lawn, surrounded by a small garden with plants. A large window allows natural light into the home.
Home in Pawhuska
4.91 out of 5 average rating, 102 reviews

The Wah-Zha-Zhi House

This lovely home has two living spaces, a large fully stocked kitchen as well as a small service area that includes a small refrigerator, sink, microwave, coffee maker and toaster. The main bedroom with en suite is separate from the other bedrooms. Four cable TVs; one located in each living space, the main bedroom and a queen bedroom. Located within one mile of the Pioneer Woman Mercantile.

Guest favourite
A charming yellow house with a grey shingled roof and maroon shutters is viewed from the driveway. The front porch features a set of stairs leading to the entrance, surrounded by landscaped areas with flowering plants. A carport can be seen to the right.
Home in Pawhuska
4.86 out of 5 average rating, 417 reviews

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!

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