Holiday rentals in Grady County

4.97 out of 5 average rating, 290 reviews

Cottage in Tuttle

⭐️Backyard Bungalow⭐️Work Travel Friendly

Our Backyard Bungalow is cozy with country charm. Enjoy a peaceful morning on the porch with a hot cup of coffee. Located only 13 miles from Will Rogers Airport and the FAA Academy, this bungalow will give you the comfort of home as you're traveling. The bungalow is located adjacent to the owners home within a quiet neighborhood and just 20 miles from both Oklahoma City and Norman. Internet access will be provided, along with ample space for work-related needs. We look forward to your stay!

4.81 out of 5 average rating, 116 reviews

The Adventure Home

Relax with the whole family at this peaceful place to stay. Our home is located two blocks from USAO and a seven minute to downtown Chickasha, where you can find the Leg Lamp. It is also a three minute drive to Shannon Springs Park, home of the Festival Lights. The home offers a spacious back yard and out door dinning area. Our kitchen is fully equipped to cook in. About this space. It is a two bedroom that can comfortably sleep 5 with a queen and a twin over full bunk bed. *New* Washer/dryer

4.85 out of 5 average rating, 72 reviews

Home in Verden

The Ranch

Country living at its best! Come see the night stars unobstructed from tall buildings. Hear the coyotes howl and the crickets chirp. There are two living spaces with several sofas for plenty of room. Fiber internet and tv. The heat and air unit has been replaced. There are 2 complete bathrooms with 2 showers, 2 toilets, 2 sinks. We don’t add cleaning fees to your stay. We have pens that could house your horse or show calf or lambs. Please get with us ahead of time so we can make arrangements.

4.92 out of 5 average rating, 26 reviews

Cute Place/Quiet Neighborhood

Enjoy a peaceful stay at our cute-cozy and centrally-located place. There are 3 bedrooms in the home with one bathroom, a small, well equipped kitchen with ice maker in the fridge, cozy living room, TV trays for your dining enjoyment or a small eating area. Enjoy the convenience of the laundry room with a washer and dryer. The fenced in back yard is great for kids, pets, or just hanging out for some outdoor air. This quiet neighborhood is just around the corner from anything you may need.

4.94 out of 5 average rating, 17 reviews

Charming Bungalow

Relax with the whole family at this peaceful place to stay. The comforts of home while you’re away. We will consider small pets upon approval, with small additional pet fee. Wonderful neighborhood. Close to the college or downtown. Lots of good restaurants in the area or use the backyard to grill. Kitchen has a Keurig with coffee and tea, toaster, crockpot, dishes, and the essentials. The backyard is fenced. Walking distance to the festival of lights and USAO. The fairgrounds are only 3.6

5 out of 5 average rating, 3 reviews

Farm stay in Minco

RHR~ a peaceful & historic farm

Welcome to Red Hill Ranch, this peaceful home on an equestrian resort, offers stunning views of a private lake and access to trails. Sited on historic Chisholm Trail and just a short drive to El Reno, Chickasha, and OKC, the location could not be more ideal. Expect peaceful countryside and the convenience of nearby events. For those traveling with horses, we offer overnight boarding options. Whatever the occasion, this getaway provides a perfect setting for both adventure and relaxation.

5 out of 5 average rating, 4 reviews

Home in Ninnekah

Pet-Friendly Home w/ Porch Near Chickasha!

Private Yard | In-Unit Washer/Dryer | Peaceful Surroundings Experience serenity and small-town charm when you stay at this vacation rental in Ninnekah, OK! Whether you're passing through the area on a road trip or looking for a break from busy city living, this 2-bedroom, 2-bath home has everything you'll need for a convenient stay. Ready to venture out? Explore Shannon Springs Park or go boating on Lake Chickasha. Afterward, whip up a home-cooked meal and watch your favorite show.

4.94 out of 5 average rating, 93 reviews

Cabin in Blanchard

Italian Cabin

At Lori’s Country Cabins you can kick back and relax at this unique and peaceful getaway in the country but still close to town. The Italian cabin offers a private porch with seating, charcoal grill and a fire pit right outside your duplex style cabin. Fix a snack or a full meal with a kitchenette. More than two staying, no worries there is a loft with a movable ladder for easy access with a floor mattress. Pets are welcome with a non-refundable pet fee.

4.96 out of 5 average rating, 24 reviews

Happy House

Relax with the whole family at this peaceful place to stay. Quality and comfort with no pretense allows you to be away from home and still feel at home. And, just like home, there's an office with internet connection so necessary work won't interfere with family fun. The huge fenced backyard with covered patio is fabulous for outdoor activities or just unwinding. A warm, dry, furnished and clean storm shelter - just in case.

Shipping container in Chickasha

5 out of 5 average rating, 123 reviews

Serenity Cottage + hot tub in the country

Relax. Refocus. Write a special moment into your story. Our thoughtfully designed shipping container is where comfort and elegance intertwine. We want your stay to be filled with simple pleasures. No TV but fast WiFi for your devices. Find solace on the porch, sipping coffee with a fresh cinnamon roll. Immerse yourself in relaxation in the hot tub. As evening falls, gather around the fire pit under the starlit sky.

5 out of 5 average rating, 5 reviews

Brand New Modern Home, Under 1 Mile To Downtown!

New to Airbnb, this modern brand new cottage is ready for your next trip. Great Location! Walk to downtown. Just half a mile to Downtown Chickasha with food and shopping options. Wood floors, granite counter tops, a small fenced backyard and brand new appliances. I am an AirBNB Superhost so you can expect a flawless stay every time. Military Discounts Apply! Pets Welcome! this peaceful and centrally-located place.

4.89 out of 5 average rating, 35 reviews

Drover House | by USAO | Pool | King Bed | W/D

The Drover House is a 1750 square foot, 5 bed, 2 bath home with a private swimming pool located just 5 blocks from USAO College Campus. The property is newly remodeled and features all the amenities you need for a comfortable stay including a private in-ground swimming pool. The Drover is located on a very quiet street with easy access to anything in Chickasha!

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Popular amenities for Grady County holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Grady County

5 out of 5 average rating, 6 reviews

Tiny home in Blanchard

Lions Lair

CrystinRating, 5 stars1 week ago

Very pretty and great place to stay! Lori and her husband were very kind! The cabin is nice with everything we needed for the night. We would love to stay again!

Home in Mustang

Little House on The Prairie

LauraRating, 5 stars10 months ago

Great house & Great Host! Would definitely return if back in the area! Thanks for hosting us!

5 out of 5 average rating, 31 reviews

Cabin in Blanchard

Western Cabin

SamRating, 5 stars1 week ago

perfect place to stay if you are in OKC for softball right in the middle of 3 major parks. Great hosts, comfortable, couldn't ask for much more

4.99 out of 5 average rating, 181 reviews

Barn in Chickasha

Cottage in the country 2 QN bdrm

LaurieRating, 5 stars8 months ago

This place was so inviting and comfortable. The owners communicated quickly. We had a restful time

4.81 out of 5 average rating, 81 reviews

Suite Caroline’s

CaleyRating, 5 stars2 weeks ago

Due to unforeseen circumstances, we had to cancel soon after we arrived. The host understood what had happened and was very responsive and friendly about the situation.

5 out of 5 average rating, 12 reviews

Brand New Modern Home! 0.5 miles to Downtown!

JuliaRating, 5 stars3 weeks ago

very nice place. will stay again when necessary

5 out of 5 average rating, 10 reviews

Home away from Home

KrisRating, 5 stars1 week ago

It was the true definition of southern hospitality, upon walking in it was like walking in to Granny's house. After getting settled in and sat down relaxing i was waiting for grandma to walk out with a plate of cookies or some sort of baked goods. Kristyl was quick with response and very informative. I would definitely give it a 9/10. ( it would have been a 10/10 but no cookies). Thanks for letting us stay with you it made the experience there memorable.