Holiday rentals in Osage

Cabin in the Springs~Waterfront Scenery•Grand Deck

Cabin in the Springs is a peaceful 2BR retreat with pond views, a huge wraparound deck, and rocking chairs for slow mornings and quiet evenings. Fish the pond, watch the birds, and truly unplug. The king suite offers a jetted spa tub with separate shower and a cozy twin nook just off the primary; perfect for reading or kids. The guest BR also features its own ensuite. Set on an acre at the end of a quiet dead-end road… tucked away, yet minutes from town The Canyons golf course, and Osage Casino.

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.

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!”

Katie's Cottage

Take it easy at this unique and tranquil getaway. Full kitchen, walk-in shower, washer/dryer, cable TV, wifi, relaxing deck on the back, outside dining beside a peaceful Koi pond and waterfall. For those chilly evenings there is a fire pit for roasting hot dogs or toasting marshmallows or just relax in the Adirondack chairs on the patio. Sitting in the wicker rockers on the front porch you have a wonderful view of the farm pond and with any luck you will catch a glimpse of a deer or two.

Pickleball | Hot Tub + Fire Pit | Downtown

Tucked in a quiet historic neighborhood, this guesthouse is your cozy retreat near Downtown Tulsa. Walking distance to vibrant local restaurants and shops on Cherry Street and The Gathering Place, America's #1 free park. After work or play, unwind in your private backyard - hot tub bubbling, firepit crackling, string lights overhead. Steps from lighted pickleball and tennis courts and walking trails, it’s perfect for couples, traveling nurses, or remote professionals to relax and recharge.

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.

Cozy Home Near Keystone Lake| 2BR |Family Friendly

Rustic 2BR guesthouse just 5 min from Keystone Lake! Perfect for families, couples, or friends seeking lake fun. Full kitchen, cozy gathering space, and private outdoor yard with pup-friendly amenities. Explore Keystone Lake just moments away! Enjoy fishing, boating, or scenic lake days. Ideal weekend escapes, a quick getaway, or tranquil stays near the water. Enjoy a full kitchen with essentials, includes Wi-Fi, laundry, coffee setup. Only a short 30 minutes from downtown Tulsa!

DillyRanch - A small Homestead Property

Enjoy the sounds of nature when you stay in this unique place. The sounds of nature start at about 5am with the Roosters waking up.....and possibly waking you up. Once the sun comes up the ducks will chime in. The Bunny's usually don't talk much, however the dog may bark and the cat's might start a fight. Located about 20 min outside of Tulsa and about 5 min away from Keystone Lake this one acre property is surrounded by trees and it feels like being far away from civilization.

Keystone Lake Getaway

Escape to the peace of the countryside in this newly remodeled retreat near Keystone Ancient Forest and Keystone Lake. Surrounded by nature, rolling trees, and frequent deer sightings, this cozy getaway offers the perfect mix of comfort and tranquility. Relax in plush beds after a day of hiking, boating, or exploring the outdoors. Tucked away for privacy, yet located less than two miles from adventure and lake fun. Forget your worries in this spacious and serene space.

Bridgewater Cabin (Modern/private/in city limits!)

A modern cabin in town! 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. 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. 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!

Geodesic Sunset Dome at Three Ponds Community

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.

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!