- USA
- Oklahoma
- Grady County
- Rentals by Owner
Discover Your Ideal Property Rental by Owner in Grady County, Oklahoma for a Seamless Stay
Discover Your Perfect Grady County Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Timeshares
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Family Vacation Rentals
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Sustainable Travel
Grady County Rentals by Owner
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- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
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- TV
- Air Conditioner
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- Balcony/Terrace
- Air Conditioner
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- TV
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Accessibility
- Air Conditioner
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- TV
- Air Conditioner
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- Balcony/Terrace
- Air Conditioner
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- View
Why Choose Rent By Owner for your Grady County vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Grady County
When should you plan your Rentals by Owner stay?
Choosing the optimal time to vacation here ensures you can enjoy all that this destination has to offer, while also taking advantage of favorable rental availability and rates in Grady County.
Peak Season Highlights
Spring (March to May)
During the spring, the area experiences mild temperatures and blooming scenery, making it an ideal time for outdoor activities and exploring nearby attractions.
Fall (September to November)
Autumn offers comfortable weather and vibrant foliage, providing a scenic backdrop for your stay and outdoor adventures in this destination.
Off-Season Highlights
Summer (June to August)
The summer months bring hotter temperatures, but it's still a popular time for visitors seeking warm weather and seasonal events, especially if you enjoy outdoor pursuits.
Winter (December to February)
In winter, the area sees cooler weather and fewer tourists, providing a peaceful setting where you can enjoy a quiet retreat and local hospitality.
Weekly Weather Forecast for Grady County
How to Book Your Grady County vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Grady County
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling with a private barbecue area available at many rentals in the region.
- Relax by a charming outdoor swimming pool, perfect for sunny Oklahoma days.
- Make the most of spacious patios or decks ideal for morning coffee or evening gatherings.
- Take advantage of scenic outdoor seating areas to unwind and soak in the local landscape.
- Benefit from access to well-maintained hiking trails and nature paths nearby.
- Use outdoor fire pits for cozy evenings and socializing under the stars.
- Some properties offer private yards or gardens to enjoy the area's natural beauty at your leisure.
Top Attractions Around Grady County
What attractions are nearby?
Within this region, you can enjoy a variety of outdoor activities and local attractions that showcase the best of the area’s natural beauty and cultural heritage, making it an ideal destination for a memorable stay.

Family Activities
- Grady County Museum: Explore local history and engage with interactive exhibits that make family learning fun and informative within the region.
- Lake Murray State Park: Enjoy outdoor activities such as picnicking, boating, and hiking at this scenic spot beloved by families visiting the area.
- Reed Conference Center & Event Venue: Attend family-friendly events and festivals held here, perfect for creating memorable experiences together.
- Chickasaw National Recreation Area: Discover nature trails, swimming areas, and wildlife watching opportunities that appeal to visitors of all ages in this part of Oklahoma.
Adult Activities
- Visit the Carnegie Library in Chickasha: Explore this historic library offering a glimpse into local culture and architecture, perfect for a relaxing afternoon in the area.
- Enjoy outdoor activities at Lake Chickasha: Spend your day boating, fishing, or picnicking by the scenic waters of this popular destination within the region.
- Experience local history at the Grady County Historical Museum: Delve into the area's rich heritage through engaging exhibits that showcase its unique past.
- Discover natural beauty at the Salt Plains National Wildlife Refuge: Observe diverse wildlife and enjoy walking trails just a short drive from here, making it ideal for nature enthusiasts.
Other Places to Stay in Grady County, OK
Grady County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Ahead: Take advantage of the region's scenic parks and local events by scheduling your outings in advance to fully enjoy your stay.
- Choose a Rental Close to Key Attractions: Selecting a vacation rental near popular spots ensures easy access and more time to explore this destination’s charm.
- Experience Local Cuisine and Culture: Make time to visit nearby eateries and immerse yourself in the regional traditions, enriching your visit here.
- Utilize Reliable Transportation Options: Whether renting a vehicle or using local transit, convenient transportation helps you make the most of your trip throughout the area.
Transportation Options
- Grady County Regional Airport: This local airport offers convenient flights, making it easy to access the area and your rental here with minimal travel hassle.
- Intercity Bus Services: Bus providers serve the region, providing an affordable and reliable transportation alternative to explore the area and reach your vacation rental comfortably.
- Rental Car Services: Major car rental companies operate within the region, giving you the flexibility to travel at your own pace while discovering Grady County’s attractions.
- Local Taxi and Ride-Sharing: Taxis and ride-sharing options are readily available, offering a convenient way to get around locally and reach your rental property with ease.
Local Customs Options
- Western Heritage Celebrations: Embrace local traditions during community festivals that highlight the area's rich cowboy and Western history.
- Local Cuisine Etiquette: When dining in this region, it’s customary to enjoy hearty, home-style dishes that reflect Southern influences and hospitality.
- Religious Community Events: Participating in church gatherings and celebrations is a common way to experience the warm sense of community here.
- Agricultural Traditions: Respect for local farming customs is evident in community fairs and markets that showcase regional produce and livestock.
Frequently Asked Questions About Grady County Rentals by Owner
1. What are the top vacation rentals in Grady County?
There are a lot of options in Grady County. If you plan on staying in the Grady County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Grady County:
- The Cozy Chickasha | Fiber | Extra Parking | W/D
- Ralphie's House Chickasha | FAST WIFI | Brand New!
- Rock & Roll Chickasha | Fiber | TV | W/D | Parking
- Pet-Friendly Home w/Porch Near Chickasha!
- The Good Vibes House in Chickasha, OK!
- The Charm Chickasha | Fiber | W/D | Extra Parking
- Drover House | by USAO | Pool | King Bed | W/D
- Brand New Charming 2B/2B in Chickasha, Near Downtown!
- The Cozy, Fiber Internet, Roku TVs, Washer & Dryer, Near DT Chickasha & Leg Lamp!
- Rock & Roll House, Fiber Internet, ROKU TV, Washer & Dryer, by DT Chickasha & Leg Lamp!
2. How many Rentbyowner vacation rentals are available in Grady County?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 21 in the Grady County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Grady County.
3. What is the cancellation policy for a rental by owner in this region?
4. How do I ensure my booking is secure when reserving a rental in this area?
5. Are there any additional fees I should be aware of when booking a rental here?
6. What amenities are commonly included in rentals by owner in this destination?
7. How far in advance should I book a vacation rental here to secure the best availability?
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- Air Conditioner
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