House holiday rentals in Osage County

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Top-rated house rentals in Osage County

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Top guest favourite
An aerial view captures the spacious property set against a backdrop of mature trees and open landscape. The newly remodeled home features a large, dark roof, a garage, and a beautifully constructed outdoor space that includes a regulation-size pickleball court with a blue enclosure.
Home in Cleveland
4.99 out of 5 average rating, 122 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 charming bungalow exterior features a vibrant yellow door framed by a blue façade and natural stone accents. The front porch offers a white rocking chair and decorative string lights. Lush green shrubs are positioned at each side of the entrance.
Home in Tulsa
4.89 out of 5 average rating, 132 reviews

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!

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
4.81 out of 5 average rating, 264 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.

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
4.99 out of 5 average rating, 309 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. ✔ 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!

Superhost
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, 337 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!

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, 340 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.

Top guest favourite
A wooden sign displaying 'Prairie's End' is mounted on two sturdy posts, surrounded by lush greenery. The natural wood finish complements the outdoor setting, inviting guests to enter the 40-acre property.
Home in Osage
4.97 out of 5 average rating, 62 reviews

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.

Guest favourite
The single-story home features a light-colored brick exterior, front entrance with a simple porch, and a wooden cross in the yard. Large windows are visible, allowing natural light to illuminate the interior. A garage area is present but not accessible to guests.
Home in Fairfax
4.83 out of 5 average rating, 12 reviews

Entire Home in Fairfax, OK (Osage Nation)

Fairfax, Oklahoma is rich in history, on the Osage Reservation. Very Rural area with old town Main Street. Fairfax is home to Maria & Marjorie Tall Chief. * The Water Bird Gallery is a must visit for history about the "Reign of Terror" and Killer of the Flower Moon movie memorabilia. * Fun shopping also at Treats (coffee shop with crafts from local Native American artists). * Fantastic smoked meats and sides at Kennedy BBQ!!! * Historic opportunity to visit the Tall Chief Theater.

Superhost
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, 108 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
Home in Sand Springs
5 out of 5 average rating, 19 reviews

The Splendid Sanctuary

Your Splendid Sanctuary awaits in this magical escape to the lake! Enjoy 3 acres of spacious land that ends directly at the shore’s edge. The Sanctuary is perfect for any type of getaway or adventure - laugher, rest & relaxation are yours. Large enough for a big family or just a couples getaway. Direct access to the lake provides for kayaking and camp fires at night. Grab some coffee and walk outside the back door and drop in your fishing pole.

Top 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, 433 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!

Guest favourite
A charming outdoor view of a renovated house is framed by lush greenery and mulch. A gravel pathway leads to the entrance, while potted plants and seating areas enhance the inviting exterior. An American flag is displayed neatly by the front door.
Home in Blackburn
5 out of 5 average rating, 37 reviews

The Marlow Place Guest House

Come unplug and relax at this unique and tranquil getaway. Nestled in the woods on this historic property in a small little village in Green Country, it's the perfect place for refreshment and quality time away. Our little house is beautifully renovated and a great spot for viewing our resident fox, birds and deer or cozying up to read a good book.

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