Holiday rentals in Osage

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Top-rated holiday rentals in Osage

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

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Guest favourite
Cabin in Sand Springs
5 out of 5 average rating, 15 reviews

Cabin in the Springs~Waterfront Access•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.

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, 78 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 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.

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, 147 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!”

Guest favourite
The cozy cabin is framed by a green lawn and large trees, creating a serene natural setting. A small porch with chairs leads to the entrance. Bright blue skies and scattered clouds enhance the inviting ambiance of this peaceful retreat.
Tiny home in Sand Springs
4.98 out of 5 average rating, 45 reviews

The Birds Nest: Cozy Country Cabin w/ Hot Tub

Tucked away in the heart of nature, this charming cabin w/ large hot tub on 7 acres is perfectly located minutes from Sandsprings & less than 20 mins from downtown Tulsa, Skiatook & Keystone lake. Inside, you’ll find a thoughtfully designed space with a fully equipped kitchen, living room w/ pull out mattress, queen bedroom, small private queen loft & beautiful bathroom. Outside, enjoy your coffee on the porch , read by the pond, or stargaze by the fire pit. The perfect spot to relax!

Guest favourite
The exterior of a single-story bungalow is shown, featuring a central front porch with steps leading to the entrance. A well-kept yard with shrubs is visible, alongside a pathway that leads to the entrance. The facade is clad in muted gray siding, with large windows on either side of the door.
Home in Sand Springs
4.92 out of 5 average rating, 13 reviews

Calm Country Bungalow

Our bungalow is a calmly eclectic get away from the hustle and bustle. Enjoy a new kitchen with dishwasher, new gas range and oven, and ice maker in the freezer. Relax with the family in a peaceful neighborhood. A huge fenced yard lets your children run and play safely. 15 minutes from Tulsa. 5 minutes from Sand Springs shops, restaurants, and Walmart. 5 minutes to Lake Keystone. This is a strategically located base camp for launching multiple day-trip excursions during an extended stay.

Top guest favourite
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
5 out of 5 average rating, 15 reviews

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.

Top guest favourite
Guest house in Mannford
4.96 out of 5 average rating, 26 reviews

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!

Top guest favourite
Farm stay in Cleveland
4.95 out of 5 average rating, 40 reviews

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.

Top guest favourite
Home in Sand Springs
5 out of 5 average rating, 23 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
Guest house in Sapulpa
5 out of 5 average rating, 16 reviews

Guest House on the Farm

Escape to our newly built guest suite located on a charming two-acre hobby farm. We’re conveniently located just minutes from the highway, only a 10-minute drive to Sapulpa and about 20 minutes to Tulsa via the turnpike. A nearby lake, just 10 minutes away, offers kayaking, fishing, hiking, swimming, and boating. If you enjoy shopping and small-town charm, downtown Sapulpa features several unique local shops worth exploring.

Top guest favourite
The living area features a charming combination of white cabinetry and soft furnishings, complemented by a stone fireplace and large windows allowing natural light. A dining table is set for six, and decorative floral arrangements add a touch of color throughout the space.
Guest house in Jenks
4.96 out of 5 average rating, 100 reviews

The Rose Cottage w/ Gardens & easy access to Tulsa

Charming and tranquil, this quaint Cottage is an enchanted haven where you can leave your cares behind. The Rose Cottage offers a wonderful retreat where you will feel rejuvenated, refreshed and renewed. Located close to restaurants and local attractions including the new Tulsa outlet mall located 1.5 miles away, with a grocery store just down the street. Check out all the amenities and come join us for a peaceful getaway.

Top guest favourite
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, 250 reviews

The Scissortail Farmhouse - LAND, HOT TUB, horses!

Looking for a serene escape in a convenient location? The Scissortail Farmhouse is a home nestled on the edge of a working regenerative farm that supplies produce to many of Tulsa’s best local restaurants. It is minutes from the airport, downtown, the Gathering Place, zoo, 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!

Popular amenities for Osage holiday rentals

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