Holiday Rentals in Chickasha

April 2025

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May 2025

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Holiday Rentals in Chickasha

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

10.0 out of 10, Exceptional, (3)
"The house was very cute and everything was just as nice as in the pictures. The pool was a wonderful bonus. The hosts left everything you could want or need. "
Drover House | by USAO | Pool | King Bed | W/D

Brand New Charming 2B/2B in Chickasha, Near Downtown!

Brand New Charming 2B/2B in Chickasha, Near Downtown!

Ralphie's House Chickasha | FAST WIFI | Brand New!

10.0 out of 10, Exceptional, (3)
"Tremendous hosts, everything was as good if not better than the details given in the listing. We will return any time we’re in this area "
The price is €500
includes taxes & fees
10 Apr - 11 Apr
Ralphie's House Chickasha | FAST WIFI | Brand New!

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

9.8 out of 10, Exceptional, (8)
"Hosts were great, very flexible, and responsive to any issues we had. Place was nice and cozy, laundry and full kitchen were perfect for the extended stay. Neighborhood is mostly safe, there are some unsheltered/transient individuals that hang outside the house next door, although they never gave us any trouble."
The Charm Chickasha | Fiber | W/D | Extra Parking

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

10.0 out of 10, Exceptional, (4)
"Nicely decorated duplex in quiet area. Had everything we needed to make our stay enjoyable. Slept well in a comfortable bed. Plan to stay again when we visit family in the area."
The price is €296
includes taxes & fees
4 Apr - 5 Apr
Rock & Roll Chickasha | Fiber | TV | W/D | Parking

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

10.0 out of 10, Exceptional, (6)
"This property was clean and beautiful. "
The Cozy Chickasha | Fiber | Extra Parking | W/D

Good Vibes Chickasha | Fiber | TV | W/D | Parking!

9.6 out of 10, Exceptional, (9)
"We actually stayed at Ralphie’s House right next door to our original booking because of a booking overlap. It was the best VRBO experience that we have had to date! Extremely well themed home. Quiet neighborhood and close to everything in Chickasha. If we do ever come back to this area, this will be our first choice to book again. Excellent Owners and easy to work with. Thank you for such a great experience. "
The price is €296
includes taxes & fees
4 Apr - 5 Apr
Good Vibes Chickasha | Fiber | TV | W/D | Parking!

Secluded Container home In the country. Hot tub. Fire pit. Retreat

Secluded Container home In the country. Hot tub. Fire pit. Retreat

Come and relax in the country

Come and relax in the country

Superb view Lake Ellsworth! Log cabin in the country.

9.6 out of 10, Exceptional, (17)
"Everything about this property was perfect! It felt like home away from home. It had all the amenities plus extras. It was great to not have to worry about purchasing all the extras that were already there. It comfortably fit two families visiting Ft. Sill basic training graduation. We loved the views, and the visitors. :) It was perfect for family time together! "
Superb view Lake Ellsworth! Log cabin in the country.

Charming 1-bedroom house heat AC, WiFi in lovely Tuttle / Bridge Creek Oklahoma

10.0 out of 10, Exceptional, (1)
"This is a great little bungalow. Very comfortable and clean. Has laundry on site which is wonderfully convenient. The host was very accommodating and friendly. The front and back covered porches offer more places to relax and unwind. We loved the farm fresh breakfast! Would highly recommend and would return!"
The price is €154
includes taxes & fees
4 May - 5 May
Charming 1-bedroom house heat AC, WiFi in lovely Tuttle / Bridge Creek Oklahoma

Barndominium on Gorgeous Ranch!

10.0 out of 10, Exceptional, (14)
"It was so nice and quiet. Everything was awesome. Very clean and extremely comfortable."
The price is €177
includes taxes & fees
14 Apr - 15 Apr
Barndominium on Gorgeous Ranch!

Family Home in Small Country Town 15 min from OKC

9.0 out of 10, Wonderful, (4)
"Great property, 2nd time staying here. Awesome host. "
Family Home in Small Country Town 15 min from OKC

The Painted Silos - The Horse Bin. Elgin, Ft Sill and Lawton areas.

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is a neat place to stay. Something a little fun and different from staying in a hotel. The hosts are excellent to work with. I highly recommend!"
The Painted Silos - The Horse Bin. Elgin, Ft Sill and Lawton areas.

Cozy Oklahoma Retreat w/ Covered Patio & Gas Grill

9.6 out of 10, Exceptional, (7)
"Visiting family neaded a few extra beds. A good stay. Thanks "
Cozy Oklahoma Retreat w/ Covered Patio & Gas Grill

Close to the airport! Recharge at our family friendly home in Mustang!

10.0 out of 10, Exceptional, (25)
"We have a twice a year girls trip and ALWAYS stay at this house. The beds are comfy! Good location."
Close to the airport! Recharge at our family friendly home in Mustang!

Spacious 2 Bedroom Bunkhouse RV, Farm View, Family and Dog Friendly

10.0 out of 10, Exceptional, (1)
"Great spot to stay to have access to everything in OKC without having to stay in the city! The host was amazing with communication and even worked with us when we asked to extend our stay. Highly recommend!"
The price is €133
includes taxes & fees
4 May - 5 May
Spacious 2 Bedroom Bunkhouse RV, Farm View, Family and Dog Friendly

Pet-Friendly Elgin Retreat w/ Patio, Grill & Yard!

2.0 star property
9.8 out of 10, Exceptional, (6)
"We came for my nephew Army graduation. The house was clean, fresh, had a comfortable stay. Would recommend this home to anyone. Thank you for a great experience in Oklahoma. "
Pet-Friendly Elgin Retreat w/ Patio, Grill & Yard!

Family friendly home in Elgin 15 min from Fort Sill

9.4 out of 10, Exceptional, (8)
"We attended our son’s graduation from Fort Sill. Makenzee answered every question we had almost immediately. The home was spacious with comfortable couches to relax and watch tv. The yard is nice with a patio with a patio firepit we enjoyed. The kitchen was spacious and well stocked witt dishes. My son enjoyed the workout room. I highly recommend this host and home."
Family friendly home in Elgin 15 min from Fort Sill

Charming Suburban log house in Mustang with 3bd/2bath great patios. Close to FAA

10.0 out of 10, Exceptional, (1)
"It was very nice and it's in a great location!! Highly recommend this propertyeveryteverything"
Charming Suburban log house in Mustang with 3bd/2bath great patios. Close to FAA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Chickasha you may be interested in

Quality Inn

2.5 star property
7.4 out of 10, Good, (442)
"We stayed in a “back busy” separate from the hotel but it was still clean and nice. "
The price is €68
includes taxes & fees
10 Apr - 11 Apr
Quality Inn

Hampton Inn Chickasha

2.5 star property
8.8 out of 10, Excellent, (372)
"It was very nice"
The price is €114
includes taxes & fees
20 Apr - 21 Apr
Hampton Inn Chickasha

Best Western Plus Chickasha Inn

2.5 star property
9.0 out of 10, Wonderful, (219)
"Rooms were clean, pool was warn, good varity of breakfast. My only complaint was the softball team running around till 1am slaming the doors to the room. "
The price is €121
includes taxes & fees
4 May - 5 May
Best Western Plus Chickasha Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Chickasha?

Yes, there are holiday rentals in Chickasha close to Grady County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Chickasha is known for its baseball games and university setting. Make sure you have time to check out the riverfront and gardens during your trip.

What are some of the best holiday rentals that Chickasha has to offer?

Drover House | by USAO | Pool | King Bed | W/D: This highly rated holiday home rental in Chickasha offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Chickasha are Ralphie's House Chickasha | FAST WIFI | Brand New! and The Charm Chickasha | Fiber | W/D | Extra Parking.

How many holiday rentals are there in Chickasha?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Chickasha stay.

What’s there to see and do in Chickasha?

12th Street Park and Chickasha Sports Complex are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Maize at Reding Farm. Other places in town to visit include Chickasha City Hall and Grady County Historical Society Museum.

What’s a holiday rental in Chickasha like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chickasha. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family gatherings.