Holiday rentals in Osage

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Top-rated holiday rentals in Osage

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Guest favourite
Bungalow in Tulsa
4.91 out of 5 average rating, 447 reviews

Primrose Bungalow TU/Downtown/Cherry Street/Rt. 66

This is the perfect location to truly experience Tulsa! You will be close events at the Tulsa State Fair, TU, Arts District, Brady Theatre, Cains Ballroom, the BOK center, Cox Event Center, OneOK Field. After exploring come back & relax at the Primrose Bungalow that instantly feels like home when you walk through the front door. Set a mood with candles surrounding the faux fireplace or catch some extra zzzz's with all cotton bedding, weighted blanket, & room darkening curtains. STR21-00234

Superhost
A rustic cabin is nestled among lush greenery and tall trees, featuring a log exterior and a metallic blue roof. A small porch is visible at the front, surrounded by potted plants, while a wheelbarrow rests nearby in the natural setting.
Guest house in Skiatook
4.8 out of 5 average rating, 138 reviews

Cabin in the Osage Woods

This is a lovely cabin in the woods - sitting next to my home.( about 150 feet away) The area could be described as "rustic"- insofar as it IS the Oklahoma Osage Hills- 20 miles via a nice drive into Tulsa. Also about 45 minutes from Pawhuska, Oklahoma, home of the Osage Nation - and the Pioneer Woman, Ree Drummond. The view is overlooking the Osage Hills of Oklahoma. You can be as private as you want, or hike, drive to the lake, kayak. Peaceful and serene. Perfect for rural- loving folks.

Guest favourite
A winding path leads through an eclectic garden filled with various plants and artistic decorations. Distinctive garden pots, sculptures, and colorful ornaments can be seen throughout the area, creating a unique, inviting atmosphere surrounding the log cabin.
Cabin in Owen Park
4.98 out of 5 average rating, 292 reviews

An Artist's Cozy Log Cabin Minutes From Downtown.

Spend the night in a very Private, Cozy, Eclectic and Historically Imfamous Log Cabin, surrounded by an artist couple's one acre garden. Right by Downtown Tulsa! Located in Historic Owen Park Neighborhood. One of the oldest neighborhoods in Tulsa. Very close to The B.O.K. Arena, Tulsa Ball Park, Cain's Ballroom, Tulsa's Arts District, many restaurants, and the Tulsa Gathering Place. This Cozy cabin is perfect for a couple wanting a relaxing weekend and also a wonderful writer's retreat!

Top guest favourite
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
4.97 out of 5 average rating, 121 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!”

Top guest favourite
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
4.99 out of 5 average rating, 135 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, 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!

Top guest favourite
The kitchen features rich wooden cabinetry and a granite countertop. Modern appliances, including a refrigerator and stove, are complemented by natural light from the window above the sink. A decorative vase with fresh flowers adds a touch of warmth to the space.
Home in Sand Springs
4.95 out of 5 average rating, 109 reviews

Cheerful 2-bedroom home- indoor electric fireplace

Relax with the whole family at this peaceful place to stay. Home is located in a quiet family oriented neighborhood with spacious fenced back yard where your kids & pets can play. Accommodation is centrally located within 11 miles from Keystone State Park and 10 miles from many great locations in & surrounding downtown Tulsa area including BOK Center, Tulsa Fairgrounds, the Cox Business Center, The Gathering Place. Property offers spacious parking for boats, trailers, etc.

Top guest favourite
The exterior of a two-story guesthouse features a sloped slate roof and a welcoming facade painted in soft tones. Large windows are complemented by a contemporary entry door, providing a cozy and modern appearance. Flanking the entrance are neatly arranged shrubs and flowers.
Guest house in Tulsa
4.91 out of 5 average rating, 771 reviews

Carriage House Suite | Historic Downtown

Tucked behind a century-old home in a historic downtown district, this charming first-floor carriage house suite offers a quiet, refined retreat with a distinctly cottage feel. Thoughtfully restored, the space blends timeless character with modern comfort—ideal for couples, solo travelers, or business guests seeking a peaceful stay near the heart of the city. Begin your mornings with complimentary coffee, or enjoy a short stroll to a local coffee shop just one block away.

Top guest favourite
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, 224 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 favourite
An open guest house interior showcases a spacious bed with a patterned blanket, accompanied by a wooden dining table and chairs. A full kitchen area is visible, with modern appliances, including a washer and dryer. Natural light filters in through multiple windows.
Guest house in Owen Park
4.93 out of 5 average rating, 130 reviews

Backyard Bungalow

Historic carriage house converted into a tiny guest home, complete with everything needed for your stay. Full kitchen, washer and dryer, updated bathroom, quality mattress and entertainment center in a cozy space right next to downtown entertainment district. The historic Owen Park neighborhood is conveniently located within minutes of night life, restaurants, business, Gathering Place and Tulsa River Parks. The guest house is located at the back of a family home.

Guest favourite
A modern living space features a grey sofa with decorative pillows, a coffee table, and a small dining setup with two chairs. Large windows allow natural light to fill the room, showcasing contemporary decor and wood flooring.
Flat in Downtown Tulsa
4.94 out of 5 average rating, 693 reviews

Location, Location, Location Cozy Modern Apt w/Gym

Newly renovated historic building in downtown Tulsa and close to everything! Walk across the street to the BOK Center, a few blocks from Cox Business Center, Cain’s Ballroom, Drillers Stadium, Brady Theatre, the Performing Arts Center..minutes from the Gathering Place, Utica Square Shopping, Cherry Street and River Parks. Only a 10min drive to the airport and the fairgrounds. All furnishings are West Elm. Washer/dryer inside the unit. Gym access

Top guest favourite
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, 262 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 favourite
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.
Guest house in Pawhuska
4.95 out of 5 average rating, 258 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.

Popular amenities for Osage holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Osage County
  5. Osage