Vacation rentals in Osage

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Top-rated vacation rentals in Osage

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Top guest favorite

A scenic aerial view showcases lush green fields and dense wooded areas surrounding a winding river. The landscape displays varied textures and tones, with a light blue sky above, hinting at the peaceful rural setting close to the modern cabin.

Cabin in Pawhuska

4.98 out of 5 average rating, 116 reviews

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!

Superhost

The Tiny House is nestled along the bank of a tranquil pond, surrounded by lush trees displaying autumn colors. A covered patio provides an inviting space, while a fire pit and grill area are visible nearby. Gravel and natural landscaping create a rustic outdoor setting.

Cabin in Sapulpa

4.77 out of 5 average rating, 142 reviews

The Tiny House - Cabin with Ponds on 40 Acres

The Tiny House at R&R Retreat is a rustic getaway situated on 40 private acres with 3 ponds (covering a combined 10+ acres!), lots of trails, wildlife, and tons of natural beauty, all conveniently located 5 minutes from downtown Sapulpa (and historic Route 66!) and 25 minutes from downtown Tulsa. Experience the best of both worlds thanks to the off-grid atmosphere and high-speed Wifi! One of five cabins on the site, the Tiny House offers lots of opportunities for relaxation in a "tiny" package.

Top guest favorite

A serene lake scene captures a vibrant sunset reflecting on the water, with silhouettes of trees along the shore. Gentle ripples create a shimmering effect, while varied cloud formations enhance the expansive sky filled with warm hues of orange, pink, and blue.

Place to stay in Cleveland

4.96 out of 5 average rating, 104 reviews

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.”

Top guest favorite

A tranquil view of a cottage situated beside a small private lake, surrounded by lush greenery. The calm water reflects the natural scenery, while trees line the shore. The cottage features a wraparound porch, providing a serene and picturesque setting.

Tiny home in Ochelata

4.99 out of 5 average rating, 319 reviews

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.

Top guest favorite

A comfortable living area features a tan leather sofa with orange accent pillows and a matching chaise lounge. A wooden dining table with four chairs is visible. Light wood paneling and flooring contribute to a cozy, natural ambiance. A ceiling fan above offers airflow.

Cabin in Sperry

4.94 out of 5 average rating, 211 reviews

Gunker Ranch / Log Home

Beautiful, genuine true Log Home in the Osage Oklahoma Hills. Quiet, peaceful area with gorgeous sunrises and sunsets! Surrounded by horses, cattle, goats, and many other type farm animals. Excellent roads to cycle on and take leisurely, relaxing drives. Friendly people who enjoy life in the country - just like you will when you arrive! It is a destination of peace and relaxation. Only 15 minutes north of Downtown Tulsa. Easy drive to any part of Tulsa or Osage County.

Top guest favorite

An arched stone gateway leads to a charming cottage surrounded by lush green foliage. A pathway of irregular stone pavers winds through the landscape, inviting guests to explore the natural beauty of the property. A rustic stone chimney rises from the cottage, blending harmoniously with the surroundings.

Guesthouse in Tulsa

4.97 out of 5 average rating, 120 reviews

The Curious Little Cottage

This former 19th century stable hand quarters (Built in 1880) has been remodeled into a modern studio. Filled with curious tidbits, mind bending puzzles and unique creations it will provide a wonderful little cozy getaway. Tucked away in the back corner of the property you can enjoy the privacy of a cabin in the middle of town. Curious little cottage is only eight blocks from Tulsa Fairgrounds, minutes away from shopping downtown and the blue dome district.

Top guest favorite

A historic cabin, constructed from native sandstone, is surrounded by lush, green grass and trees. The structure features large windows that reflect the evening light, with a gentle glow emanating from within. A white fence lines the property, enhancing the rural setting.

Farm stay in Pawhuska

4.96 out of 5 average rating, 251 reviews

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.

Top guest favorite

A private entrance to the music studio is shown, featuring a wooden porch with a swing and a bench for seating. Windows provide views into the interior, while a well-maintained lawn and trees create an inviting outdoor ambiance.

Guesthouse in Inola

4.98 out of 5 average rating, 451 reviews

The Music Studio with Instruments

Beautifully sits on the side of a hill overlooking a pond with a pecan grove as the backdrop. Peaceful, quiet, conveniently located just off a main highway * Prepare your food in the kitchen area or cook on the grill * Swing on the front porch or sit on the back porch * Walk among the trees, feed the ducks, pet the donkey, enjoy nature! NOTE: Need something more economical, check out "The Bunkhouse" - same location

Top guest favorite

The exterior of a newly remodeled guest house is shown, featuring a rustic red wooden facade with white trim. A welcoming white door is positioned at the front, and a small wooden deck is visible. The surrounding landscape includes open fields and a bright sky.

Guesthouse in Pawhuska

4.95 out of 5 average rating, 246 reviews

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.

Guest favorite

A charming cottage with a light green exterior features a welcoming covered porch, accented by two wooden chairs and vibrant flowers in a planter. A stone walkway leads to the entrance, surrounded by lush grass and trees, offering a spacious outdoor setting.

Cottage in Pawhuska

4.94 out of 5 average rating, 285 reviews

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!

Guest favorite

A geodesic dome is situated on a wooden deck among trees, showcasing its unique triangular windows. A wooden ladder leads up to the entry, and a small outdoor seating area is visible on the deck. Natural surroundings include leaves and shrubs.

Dome in Sand Springs

4.88 out of 5 average rating, 154 reviews

Geodesic Sunset Dome

This cozy geodesic dome has its own private nook overlooking our second pond. Heating and air are a must in Oklahoma and we got you covered so you are comfortable all year long. You also get access to our beautiful outdoor shower and our unique compost toilet for a truly memorable experience. Included in the dome is a mini fridge, microwave, Kuerig coffee, along with bowls, utensils, and towels.

Top guest favorite

A modern farmhouse is set against a backdrop of lush greenery, featuring a covered porch and large windows. A gravel driveway leads to the entrance, framed by trees that provide shade, with an open field visible in the distance.

Home in Tulsa

4.99 out of 5 average rating, 186 reviews

The Scissortail Farmhouse - LAND, HOT TUB, horses!

Looking for a serene escape in a convenient location? The Scissortail Farmhouse is a new guest home nestled on the edge of a working regenerative farm that supplies produce to many of our best local restaurants. It is minutes from the airport, downtown, and popular Tulsa attractions. We hope you enjoy our little slice of country that is about as close as you can get to the big city!