Holiday rentals in Oologah

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Top-rated holiday rentals in Oologah

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Guest favourite
A quaint cottage is set amidst an expansive green lawn, surrounded by trees and shrubs. The exterior features a light-colored facade with a welcoming wooden door and window boxes, creating a tranquil retreat feel. Open space enhances the rural atmosphere.
Home in Oologah
4.95 out of 5 average rating, 62 reviews

The Cottage at Prairie Grove

The Cottage has everything you need. Whether a family or a group, we are exactly what you’ve been looking for. The home is situated on its own peaceful space of property, you feel like you are in the country while still being a short drive away to amenities. Have a cup of coffee on the patio while you watch the deer graze in the mornings. The kids and even adults will love the merry go round!🛝 Only 4 miles to Lake Oologah and 25 miles to downtown Tulsa, this is the perfect spot to “getaway”

Guest favourite
A unique two-story structure made from shipping containers features black exterior siding and wooden shutters. Large windows provide ample natural light, while a covered balcony extends across the upper level, offering a shaded outdoor space amidst surrounding trees.
Shipping container in Claremore
4.94 out of 5 average rating, 103 reviews

The Container Cove

Experience the unique charm of The Container Cove, a family-owned retreat perfect for getaways. This special short-term rental combines innovative, eco-friendly design (it’s made out of shipping containers) with the beauty of Oologah Lake. Enjoy peaceful mornings and evenings on the 2nd-floor balcony, with beautiful lake views and sunrises. Inside, find home comforts and a beautifully designed space. Escape the ordinary at this tranquil, secluded haven. We look forward to hosting you!

Top 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
4.91 out of 5 average rating, 195 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 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, 157 reviews

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!

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, 182 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.

Guest favourite
The master bedroom features a spacious bed with striped bedding and decorative pillows. Natural light enters through large windows, adorned with sheer curtains. A nightstand and lamp complement the seating area, while plants add a touch of greenery to the room's warm ambiance.
Loft in Collinsville
4.96 out of 5 average rating, 119 reviews

Charming Loft located in the heart of Collinsville

Welcome to the Loft On Main, where you step back in time to experience a 115 year old building that has been renovated for your enjoyment. Enjoy a bright and welcoming 2 bedroom and one bath that sleeps four people. It has a comfortable king bed and 2 twins, high speed internet, Roku and YouTube TV. This loft is located in the heart of Collinsville, Oklahoma that is 15 miles from Tulsa International Airport and 20 miles to downtown Tulsa.

Top guest favourite
A spacious bed is dressed in soft green bedding with a decorative pillow featuring playful animal illustrations. Natural light filters through a nearby window, illuminating the tranquil ambiance of the room. Light-colored walls and warm wood trim enhance the inviting atmosphere.
Guest house in Claremore
4.98 out of 5 average rating, 143 reviews

Cottage in the Country

Forget your worries in this spacious and serene space. Wide open spaces for kids and dogs to run! Quaint little country spot. 80 acres to take a walk, feed the goats, and enjoy yourself in a very laidback setting! This space is a guest house located directly behind a main residence. However the owner will respect your privacy and will not bother you. You have free access to walk, roam, hit golf balls and let your pets run.

Top guest favourite
A modern geodome is situated on a spacious wooden deck, surrounded by trees. The entrance features a grey door and decorative planters on each side. Steps lead up to the deck, providing an inviting entry to the retreat.
Dome in Bartlesville
4.93 out of 5 average rating, 103 reviews

Unique Geodome Escape Secluded Stay n Osage County

Welcome to DomeVista, a modern geodome where cozy comfort meets wide-open skies. Stargaze through the skylight, sip coffee on the deck, or relax by the firepit overlooking the pond. With a king bed, cold AC, and a hot shower, this is glamping elevated. Just minutes from Bartlesville, Woolaroc, Bluestem Falls, and The Pioneer Woman Mercantile, DomeVista is the perfect blend of nature, comfort, and convenience.

Top guest favourite
A neatly maintained outdoor area features lush green grass and several trees, providing shade. The house is visible in the background, with a pitched roof that complements the natural surroundings. Colorful plants and garden beds are arranged along the perimeter, enhancing the tranquil setting.
Home in Claremore
4.93 out of 5 average rating, 126 reviews

Cozy Barndominium

Take it easy at this unique and tranquil getaway in country setting on one flat acre , with plenty of parking . Close to Will Rogers Downs and Cherokee Casino. 5 miles to turnpike gate off highway 44 & close to route 66. The home is newly built & everything is new. All new appliances & a new 58" smart tv. Just installed a new water heater so now have plenty of hot water! We would love to have you stay.

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!

Guest favourite
Dome in Sand Springs
4.87 out of 5 average rating, 223 reviews

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.

Top guest favourite
Home in Claremore
4.95 out of 5 average rating, 157 reviews

Country Home in Claremore

Relax with the whole family at this peaceful place to stay. Cute older home but well kept on one acre, 4 miles north of RSU campus. The backyard is fully fenced and ready for your fur babies. The house has three bedrooms: one bedroom has a double/full size bed and a smart tv, one bedroom has a queen size bed and a smart tv, the master bedroom has a queen size bed and a smart TV.

Popular amenities for Oologah holiday rentals

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