Holiday rentals in Oologah

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Top-rated holiday rentals in Oologah

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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
4.98 out of 5 average rating, 205 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.

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, 301 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 hot tub with illuminated water sits on a wooden deck, overlooking the calm Illinois River. Trees frame the view, and a sunset casts a serene glow over the landscape, creating a peaceful setting for relaxation.
Cabin in Tahlequah
4.99 out of 5 average rating, 172 reviews

A-Frame Cabin on the river

Modern, brand new a-frame cabin on the river. Overlooks the peaceful Illinois river. Watch the floaters go by from the comfort of your deck. The cabin is luxurious with all the modern amenities, hot tub professionally maintained, fast wifi and Roku TV. This is the perfect place to sneak away with a loved one for a long weekend on the river. By day you watch the constant stream of floater and kayakers, by early evening it’s the wildlife’s turn with eagles, owls and crane take over the banks.

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, 342 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.

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, 102 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, 193 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, 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.

Top guest favourite
An open-concept living area features a stone fireplace and wooden beams across the high ceiling. Comfortable seating surrounds a light rug, while a dining table sits in the background. Large windows invite natural light and provide views of the surrounding outdoor space.
Home in Claremore
5 out of 5 average rating, 122 reviews

Red Fox Ridge Cabin Getaway

Retreat to this spacious 7-acre cabin getaway and gaze at deer, foxes, and birds, while you unwind in peace. Nestled on a wooded hillside just miles off of Route 66, Red Fox Ridge is perfect for any nature lover or large group looking for an escape. Enjoy a fire pit, yard games, and a large family room, so all guests can revel as one. Sip your morning coffee from the front or back porches with nature as company, before the rest of your group wakes up.

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, 118 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, 140 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 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, 124 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, 248 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 Oologah holiday rentals

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