Holiday houses in Oologah

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Top-rated holiday rentals in Oologah

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

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Top Guest favourite
A light-filled living area features a gray sofa adorned with yellow accent pillows. A decorative tray is positioned on a round table in the foreground, displaying an arrangement of a flower and a sign that reads 'Love Lives Here.' Wall art adds character to the space.
Home in Claremore
4.99 out of 5 average rating, 189 reviews

Sunset Cottage

Relax with the whole family at this peaceful cottage retreat. Surrounded by tranquil scenery including front porch views of open pasture land and neighboring horses. Newly renovated 3 bedroom home with large fenced in yard. Plenty of parking Minutes from Tulsa located on the south side of Claremore. Conveniently located with easy access to Route 66 and Will Rogers turnpike. (2 miles). Tulsa Airport -21 minutes Catoosa (Blue Whale) - 10 minutes Owasso - 24 minutes Broken Arrow -20 minutes

Guest favourite
A pinball table and an arcade cabinet are positioned in a cozy corner. The pinball machine features vibrant artwork with interactive screens displaying various games, while the arcade cabinet offers a classic gaming experience with a joystick and buttons. Soft light creates a fun atmosphere.
Home in Owasso
4.9 out of 5 average rating, 124 reviews

Ready Player One?

This unique place has a style all its own, and includes a cool pinball table and arcade cabinet! Adults and kids alike will enjoy the generous amenities and whimsical room decorations - we don't take ourselves too seriously and hope our place can offer you an entertaining space to relax, de-stress and enjoy yourself after travel (and hopefully distract the kids for a while). Our neighborhood also offers plenty to do - scenic fishing ponds, a playground, and a community pool (open seasonally).

Top Guest favourite
The charming exterior of Talo features a vibrant yellow door framed by a white archway. The red siding contrasts with multiple windows, allowing natural light to fill the interior. Lush greenery surrounds the front garden, showcasing the thoughtful landscaping of the market garden.
Home in Bartlesville
5.0 out of 5 average rating, 289 reviews

Scandinavian-Inspired Urban Farm with Sauna

Talo is a Finnish-style farmhouse bursting with creatively designed spaces and surrounded by a working urban farm. Unique amenities include a six-person barrel sauna, outdoor claw-foot tub, Solo Stove fire pit, and a level 2 EV charger. It's a 30-minute drive to Pawhuska and the Pioneer Woman's Mercantile, Tall Grass Prairie National Preserve, and the Osage Nation Museum. Talo is only minutes from downtown Bartlesville, home to Frank Lloyd Wright’s Price Tower and many great restaurant options.

Top 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.
Guesthouse in Owasso
4.89 out of 5 average rating, 313 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!

Superhost
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
4.9 out of 5 average rating, 105 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
Home in Claremore
4.95 out of 5 average rating, 164 reviews

Country Home in Claremore

Welcome to our peaceful country home! Designed with families and traveling workers in mind, this property offers the ultimate relaxing getaway. Step outside to a massive, private lawn. Cute older home but well kept on one acre. The backyard is fully fenced and ready for your fur babies. Blazing fast internet, spacious living room and a country kitchen with modern appliances make this house feel like home. Washer, dryer and laundry pods help you keep up with laundry while traveling.

Guest favourite
A spacious living room is furnished with a light-colored sectional couch and an ottoman. Natural light filters through the blinds, highlighting the guitar on the wall. A smart TV is mounted above a white console table, which is complemented by a decorative lamp.
Home in Owasso
4.95 out of 5 average rating, 108 reviews

Suburban Sleepover

Great for whole-family getaways, friend reunions, or work travel. This “suburban sleepover” is set with three queen beds along with two full sized couches. There are two full bathrooms. The kitchen and living room can comfortably accommodate groups! The kitchen is fully stocked, and the living room has a smart TV for your convenience. There is a back patio table and front porch swing to sit and sip coffee or tea in the mornings. Plus, the two-car garage is free for parking!

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.

Superhost
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
5.0 out of 5 average rating, 130 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, 121 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.

Superhost
The exterior of the spacious modern home is showcased, featuring a combination of dark and light wooden finishes. The surrounding green lawn is visible, framed by mature trees and a natural stone pathway leading to the house.
Home in Catoosa
4.88 out of 5 average rating, 214 reviews

Creekside Gathering Spot + Event Retreat

Reconnect and celebrate at the Creekside Gathering Spot + Event Retreat. Perfect for reunions, weddings, showers, and group getaways, this spacious home features a chef’s kitchen, pool table, third-story lookout, and a detached event space for up to 50 guests (event fee applies). Outside, unwind in the private outdoor oasis—lounge on the wraparound deck, listen to the creek, and soak in the peace that makes this place unforgettable.

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.
Guesthouse in Claremore
4.97 out of 5 average rating, 154 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.

Popular amenities for Oologah holiday rentals