Vacation rentals in Grady County

⭐️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!

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

Secluded Log Cabin - Cozy Fire Pit - NEW hot tub

Nestled in the serene woods, our charming log cabin offers the perfect getaway for nature lovers and those seeking tranquility. This cozy cabin backs right up to a peaceful pond, providing picturesque views. Inside, you’ll find rustic charm combined with modern comforts, creating a warm and inviting atmosphere. Spend your days exploring the surrounding trails, fishing in the pond, or simply relaxing on the porch, soaking in the beauty of the great outdoors. Your unforgettable escape awaits!

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.

Rock & Roll Chickasha | Fiber | TV | W / D | Parking

The Rock & Roll is a 2 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 all amenities you would need for a relaxing and comfortable stay. The house has 2 queen beds + 1 queen size air mattress which sleeps up to 6 guests and Fiber High speed internet for business travelers. Located near downtown Chickasha close to the fairgrounds and sports complex with easy access to anything in Chickasha!

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.

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 have pens that could house your horse or show calf or lambs. Please get with us ahead of time so we can make arrangements.

The cutest granny bungalow with modern amenities

Welcome to The England House, a charming bungalow in Chickasha where vintage style meets modern comfort. Enjoy high-speed internet (it’s fast, trust us), a workspace, full kitchen, dining room, and comfortable bedrooms with blackout shades. Close to downtown, 5 blocks from USAO, close to the Grady County Fairgrounds, Chickasha Sports Complex and Festival of Light—only 40 minutes to OKC or Norman. Your Stay Chickasha starts here!

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.

Brand New Modern Home! 0.5 miles 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.

Cozy Modern Cottage, fenced yard

This new home was built in Spring 2025. Granite counters and upgraded flooring throughout. This Airbnb comes with everything you need for a comfortable stay including a stocked kitchen, 65" TV, soap, shampoo and everything else you need for a relaxing stay. Downtown Chickasha is just 7 miles away where you can find restaurants, shopping and more. Ask about our military discount!

Fresh air living relax & unwind

Stay in this beautiful Home in quiet Minco, Oklahoma for family gathering, out of town work or a small getaway. All BASIC kitchen utensils available, washer, dryer and great back yard size The town has small shopping boutiques, flower shop, stores and restaurants just a few blocks near by.