Holiday rentals in Oologah

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Oologah

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

%{current} / %{total}1 / 1
Top guest favourite
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.
Guest house in White City
4.97 out of 5 average rating, 136 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 downtown and the blue dome. Open my profile to see our other unique themed airbnbs.

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, 763 reviews

CARRIAGE HOUSE-Historic Guesthouse Duplex Downtown

From the moment you arrive, the home's character and charm are immediately inviting. Thoughtful decor, warm touches, a comfy bed, and an intimate cottage-like feel welcome you into a little haven. Set in a lovely, walkable neighborhood with tree-lined streets, perfect for morning strolls to the neighborhood coffee shop 1 block away. Minutes from Downtown near all the concert venues and local spots, the Carriage House delivers comfort, character, convenience, and an unmistakable sense of warmth.

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, 137 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.

Top guest favourite
A living room is presented with a comfortable sofa adorned with decorative pillows. A round coffee table sits in front of the sofa on a patterned area rug. Natural light enters through a large window, which is framed by dark curtains, and a floor lamp provides additional lighting.
Guest house in Owasso
4.97 out of 5 average rating, 180 reviews

The Apartment Away

We welcome you to The Apartment Away from busy city streets with private entry, just outside of Owasso. Your private entrance opens to a living room with smart TV, fully stocked kitchen with island, and laundry room. The spacious bedroom has a queen size memory foam mattress, and en suite bathroom with walk-in shower. Heated and cooled attached sunroom is great for watching wildlife. We are on 2 wooded acres just a couple miles from shops and stores, in a safe and quiet country neighborhood.

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
4.98 out of 5 average rating, 132 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 front view of the cabin showcases its rustic charm, framed by vibrant yellow leaves in autumn. The cabin features large windows, inviting natural light inside. A second-floor balcony overlooks the scenic wooded surroundings, creating a harmonious blend with nature.
Guest house in Bartlesville
4.92 out of 5 average rating, 201 reviews

Cabin in the Woods, 10 minutes to Bartlesville

Our guest cabin is set on 20 wooded acres in the Osage Hills at the end of a private gravel road. It feels completely isolated, but it's only 10 minutes to downtown Bartlesville, 20 minutes to Pioneer Woman's Merc, and an hour to Tulsa. There is a full kitchen, living area, and full bath on the ground floor, with a queen and twin bed on the 2nd floor. There is no TV to interfere with the quiet, although WiFi keeps you connected. We live in the main house and are always available if needed.

Guest favourite
A spacious guest room is highlighted by a queen bed dressed in warm-toned linens. Natural light filters through large windows adorned with sheer curtains. A cozy seating area includes a sofa and a round coffee table. A decorative fireplace and small dining set add to the inviting decor.
Guest house in Owasso
4.89 out of 5 average rating, 282 reviews

French Woods Quarters

Our guesthouse has a very warm, peaceful decor to parallel the nature around it. You will likely see many deer and other wildlife from the huge covered back porch while enjoying a meal cooked in your full kitchen. You will also have access to an attached single-car garage where there is also a washer and dryer available for your use. The pool is left open year round. Whether you need a place to get away and relax or place to call home while you're traveling for work, this is your place!

Top guest favourite
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, 324 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 favourite
A quaint white cottage is surrounded by greenery, with vibrant flowering plants adding color to the landscape. A large rock serves as a natural feature in the foreground, providing a vantage point for a small animal positioned atop it. Soft sunlight bathes the scene.
Cottage in Claremore
4.99 out of 5 average rating, 317 reviews

Cozy Country Cottage

This cozy cottage is set on five acres of scenic countryside just north-east of Tulsa. I designed and built this 480 square foot home for myself and lived in it happily for five years. But, now I’ve moved on to my next project and I’m eager to share this cottage with my guests! The house gets beautiful light, has a very comfortable bed, and is ideal for single travelers and couples. Take a soak in the tub after a long day on the road and feel your cares melt away. Stay a while, relax.

Top guest favourite
The spacious kitchenette features a central island with marble countertops, a sink, and modern appliances. Light wood flooring extends into the living area, which includes a dining table and artwork on the walls, enhancing the openness of the studio.
Guest suite in Claremore
4.98 out of 5 average rating, 211 reviews

Private Studio Apartment in Claremore

A great overnight stop or week away from home. The studio is attached to homeowners house (converted garage space) but has separate, private coded entry. Driveway parking for one car. TV with antenna channels and streaming capability. WiFi available. Kitchenette area with coffee maker, fridge, sink and microwave. Empty nesters occupy home. Quiet and safe neighborhood. Two person maximum. Spacious open floor plan - one bedroom, one bathroom. The bed is a queen size bed.

Guest favourite
A spacious living area features a leather sofa, an armchair, and a side table under a ceiling fan. Walls made of wood showcase framed artworks and decorative items. Natural light filters through the windows, revealing a patterned area rug that adds warmth to the space.
Cabin in Ramona
4.9 out of 5 average rating, 177 reviews

Bluestem Getaway Cabin

Beautiful cozy cabin located central to Bartlesville, Tulsa, Skiatook, and Pawhuska. A perfect place to step back in time while enjoying all modern amenities including all new top of the line bedding and linens, complimentary coffee/tea bar with flavored teas, creamers, and syrup, and complimentary cookies. Fully fenced backyard where pets are allowed. Indoor and outdoor games provided. The Bluestem Mercantile is within walking distance for your shopping pleasure.

Top guest favourite
A single-story cottage features a covered front porch, adorned with rocking chairs, and surrounded by well-maintained landscaping. The structure has a light-colored exterior with wooden accents and is set against a backdrop of a vast green lawn and mature trees.
Home in Claremore
5 out of 5 average rating, 161 reviews

The Pineapple Cottage Just off the Famous Route 66

UPDATE: MAGGIE AND WINSTON are now on the back property! Both are both Tennessee Walking horses. both trained and used for mounted and search and Rescue! OWNER will be on premises at times to feed and clean up after horse! ROMANTIC Getaway! Avid Readers /Writers Retreat! THAT is How Guests are describing the Pineapple Cottage!!! Enjoy and Explore NE Oklahoma and the Famous Route 66 with easy access to everything from this centrally located Cottage.

Popular amenities for Oologah holiday rentals

  1. Airbnb
  2. United States
  3. Oklahoma
  4. Rogers County
  5. Oologah