Holiday rentals in Grady County

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

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.

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.

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.

The Charm Chickasha | Fiber | W/D | Extra Parking

The Charm is a large 850 sq feet 1 bed, 1 bath home located just 6 blocks from Historic Downtown Chickasha. The property was fully remodeled down to the studs and is loaded with a fully stocked kitchen and laundry plus all the amenities you need for a relaxing and comfortable stay. Located near Downtown Chickasha close to the Fairgrounds and sports complex with easy access to anything in Chickasha! 2 mins → Historic Downtown Chickasha + 50 Ft Leg Lamp! 35 mins → Will Rogers World Airport

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.

Suite Caroline’s

Relax with the whole family at this peaceful, cozy home. This completely updated home sleeps up to 6 people with a queen bed in one room, twin trundle beds in the other, and a sleeper couch, and a full kitchen. Stay comfortable anywhere in the house as each room has a mini split system with remotes. For your furry friends, a spacious, fenced back yard. Near USAO, Shanon Springs Park, and the Sports Complex. Quick drive to Grady Co Fairgrounds. Enjoy!

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.

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.