Vacation rentals in Osage

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Osage

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Top guest favorite

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

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!

4.99 out of 5 average rating, 134 reviews

Top guest favorite

Home in Osage

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 king couch that converts to a bed, a fold out bed/chair and a double air mattress on frame found in the bathroom cabinet. There is also an event center at the same location that is a communal space for guests or booked separately.

4.98 out of 5 average rating, 89 reviews

Guest favorite

A rustic cabin nestled among trees and colorful foliage, situated near a calm body of water. An outdoor seating area features wooden chairs, while natural stone borders the landscape. The atmosphere suggests a peaceful retreat away from urban life.

Cabin in Pawhuska

The Cabin @ at Taylor Ranch

The Lodge at Taylor Ranch is home to two of Oklahoma's premiere disc golf courses, but we offer more than just disc golf! Our rustic, yet cozy cabin sits just above the water! In the winter you can snuggle up next to the fireplace or in the summer you can jump off the dock and go swimming! We are 6 miles away from The Mercantile (10 minute drive). We have hosted many Weddings, Parties, Disc Golf Tournaments, Retreats, Boy Scout Camp-outs, Fishing Derbies, etc! We also have an RV Park as well!

4.92 out of 5 average rating, 557 reviews

Top guest favorite

The single-story brick home features a spacious front yard with two mature trees. A well-maintained driveway leads to dual garages on the left side. Large windows with decorative treatments allow natural light to illuminate the welcoming entryway beneath a hipped roof.

Home in Mannford

Welcome to Keystone Sunrise

Enjoy fishing, boating, hiking, or just relaxing on the back patio that adjoins the corps land. Located in a small quiet neighborhood with lake access by golf cart or a short walk out the back door. A full service marina, floating restaurant, and boat ramp one mile away. The home has a split floor plan with private on suites for both guest bedrooms, a flex room for gaming/kids play or can sleep 2 guests with an air bed, and a spacious well equipped kitchen with a large dining table.

5.0 out of 5 average rating, 15 reviews

Top guest favorite

An aerial view captures a serene A-frame cabin with a sloped roof. A spacious wooden deck extends from the front, accompanied by a cozy fire pit area with surrounding seating. Lush greenery and a gravel path create a peaceful outdoor setting.

Cabin in Cleveland

Great lake views, luxury hot tub

Fun amenities: Luxury hot tub w/ blue tooth speaker, pool and ping pong table, wii gaming area, foosball table, ladder ball, disc golf hole, tree swing, fire pit, giant deck, bbq grill, smart tvs in every room. Serene, A frame cabin with stunning lake views only 20 minutes from downtown Tulsa. Watch the game on the 70' in the living room, unplug by the cozy firepit, or have a game night followed by some hot tub time. Nearby Pier 51 marina for easy boating! Superhosted by a local family.

4.92 out of 5 average rating, 39 reviews

Guest favorite

Guesthouse in Mannford

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!

4.91 out of 5 average rating, 35 reviews

Top guest favorite

Farm stay in Cleveland

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.

4.96 out of 5 average rating, 48 reviews

Top guest favorite

Home in Sand Springs

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.

5.0 out of 5 average rating, 6 reviews

Top guest favorite

Home in Sand Springs

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.

5.0 out of 5 average rating, 25 reviews

Top guest favorite

An A-frame cabin is shown, featuring a distinctive angled roof and expansive glass windows that allow natural light to fill the interior. The cabin is surrounded by trees and has a spacious deck with seating, blending seamlessly with the tranquil lakeside environment.

Place to stay in Cleveland

The K-Frame House: Lakefront A-Frame Escape

Nestled on the wooded banks of Keystone Lake, the K-Frame House is a modern A-frame cabin designed to help you relax and slow down. Floor-to-ceiling windows, easy lake access, and two wraparound decks put the water at the center of every moment. Whether you’re here for a romantic escape, a summer getaway with family, or a fishing trip on one of Oklahoma’s best bass lakes, the K-Frame offers an experience for both new and returning guests.

4.95 out of 5 average rating, 97 reviews

Top guest favorite

Dome in Sand Springs

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.

4.89 out of 5 average rating, 244 reviews

Guest favorite

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

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.

5.0 out of 5 average rating, 46 reviews