Chickasha Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chickasha vacation rentals

2.0 star property
10.0 out of 10, Exceptional, (1)
"Awesome rental property and host, who even brought us a gas grill out on thanksgiving day because we opted for steaks instead of a traditional turkey day meal. Would definitely recommend and stay again! Thanks Rick!"
United States
Jason W.
The price is ¥23,223
¥37,864 total
includes taxes & fees
Dec 27 - Dec 28
England House: 3BR w/ workspace & WiFi, family friendly
9.8 out of 10, Exceptional, (8)
"Accommodations very nice and neighborhood very quiet. Great place to stay"
United States
Todd R.
The price is ¥13,645
¥39,158 total
includes taxes & fees
Dec 25 - Dec 26
The Cozy Chickasha | Fiber | Extra Parking | W/D
9.8 out of 10, Exceptional, (13)
"Very cute VRBO to stay in!"
United States
Donette S.
The price is ¥18,133
¥45,190 total
includes taxes & fees
Dec 25 - Dec 26
Good Vibes Chickasha | Fiber WIFI | W/D | NEW!
10.0 out of 10, Exceptional, (5)
"Great little place. Woukd definitely rent again!"
United States
Jayson m.
The price is ¥18,133
¥45,190 total
includes taxes & fees
Dec 25 - Dec 26
Rock & Roll Chickasha | Fiber | TV | W/D | Parking
10.0 out of 10, Exceptional, (7)
"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 "
United States
Mark B.
The price is ¥30,342
¥72,743 total
includes taxes & fees
Dec 25 - Dec 26
Ralphie's House Chickasha | FAST WIFI | Brand New!
10.0 out of 10, Exceptional, (11)
"Perfect fit and location for our trip to Chickasha for a softball tournament. Clean, comfortable, and great communication with the hosts. Thanks! "
United States
Chris M.
The price is ¥14,363
¥39,398 total
includes taxes & fees
Jan 21 - Jan 22, 2026
The Charm Chickasha | Fiber | W/D | Dog Friendly
9.8 out of 10, Exceptional, (9)
"The house was super cozy and cute!! The beds were comfy and the kitchen had everything we needed. I definitely recommend!"
United States
Shelly J.
The price is ¥26,213
¥67,143 total
includes taxes & fees
Dec 29 - Dec 30
Drover House | USAO | Private Pool | King Bed | WD
The price is ¥24,979
¥49,370 total
includes taxes & fees
Dec 27 - Dec 28
3-bedroom 2-bathrooms house in peaceful Chickasha / Downtown area
The price is ¥26,556
¥36,273 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Secluded Container home In the country. Hot tub. Fire pit. Retreat
10.0 out of 10, Exceptional, (2)
"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!"
United States
Kristin B.
The price is ¥13,895
¥21,856 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Spacious 2 Bedroom Bunkhouse RV, Farm View, Family and Dog Friendly
The price is ¥66,351
¥102,493 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Rip at Selah- Unique Bunkhouse Style Retreat - Close to OU Campus
2.0 star property
9.0 out of 10, Wonderful, (2)
"We had a wonderful stay! The property was beautiful, very clean, and thoughtfully furnished with everything we needed. The area was outstanding plenty of entertainment, dining, pickleball courts and attractions nearby, yet still peaceful and relaxing. The host was extremely accommodating and made sure our stay was perfect. Highly recommend this place and would definitely stay again!"
United States
Doug N.
The price is ¥46,836
¥74,001 total
includes taxes & fees
Dec 25 - Dec 26
The Blue Stag at Selah 2 bed 2 bath+ loft Sleeps 7
10.0 out of 10, Exceptional, (13)
"Great stay. thank you. Bed very comfortable."
United States
Lisa H.
The price is ¥21,076
¥25,305 total
includes taxes & fees
Dec 29 - Dec 30
Charming 1-bedroom house heat AC, WiFi in lovely Tuttle / Bridge Creek Oklahoma
2.0 star property
The price is ¥12,646
¥21,991 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Rest, Rejuvenate, and Renew in our cozy Relaxation Room
10.0 out of 10, Exceptional, (14)
"Such a unique place to stay…really enjoyed it!! The hosts were great "
United States
Gayle L.
The price is ¥18,126
¥35,917 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Painted Silos - The Horse Bin. Elgin, Ft Sill and Lawton areas.
2.0 star property
The price is ¥49,178
¥76,774 total
includes taxes & fees
Dec 25 - Dec 26
The Marmont at Selah - 2 Bed, 2.5 Bath - Close to OU Campus
2.0 star property
The price is ¥50,739
¥77,320 total
includes taxes & fees
Dec 28 - Dec 29
Dolly's Den at Selah- 3 bed 2 bath Sleeps 7
10.0 out of 10, Exceptional, (1)
"It was great. We really enjoyed staying there. There were a lot of spiders in the other building. A bathroom in the other building would have been nice. But overall was a very cute and cozy place. It was very clean and accommodating. We will stay again if we are close again. Thank you. Any problems we had. They sent someone out very quickly to fix it. "
United States
Donita H.
The price is ¥25,604
¥63,354 total
includes taxes & fees
Dec 25 - Dec 26
Secluded Modern Farmhouse on 3 Acres - 4m. from all things Chickasha
9.4 out of 10, Exceptional, (23)
"Our family had a great weekend and enjoyed our time at the cabin! The views are amazing and the space offers a great getaway from the city! "
United States
Makynzi L.
The price is ¥41,450
¥72,679 total
includes taxes & fees
Dec 27 - Dec 28
Superb view Lake Ellsworth! Log cabin in the country.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chickasha Hotel Reviews

Find out more about Chickasha

Search for holiday rentals in Chickasha on Expedia! You can easily find your home rentals, villas, holiday apartments in Chickasha using one of the methods below:

  • View our selection of featured holiday rentals in Chickasha
  • Use the map to find apartments and other holiday homes in the Chickasha neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chickasha while they last

Look no further and take a look at our great range of rental properties in Chickasha!

Frequently asked questions

Are there vacation rentals in Chickasha?

Yes, we offer vacation rentals in Chickasha close to Grady County Fairgrounds, or you can select a 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's the top vacation rental in Chickasha?

England House: 3BR w/ workspace & WiFi, family friendly: Visitors give good reviews to this Chickasha vacation home rental, which offers a garden, a selection of books, and air-conditioning 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 you can cook with friends or family. Some other top choices in Chickasha are The Cozy Chickasha | Fiber | Extra Parking | W/D and Good Vibes Chickasha | Fiber WIFI | W/D | NEW!.

How many vacation rentals are there in Chickasha?

With 11 Expedia vacation rentals, you're sure to find just the right place for your Chickasha stay.

What’s there to see and do in Chickasha?

Austin 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 Grady County Fairgrounds and Chickasaw Pointe Golf Course.

What’s a vacation rental in Chickasha like?

A vacation rental is a private property you can book for several days or longer in Chickasha. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for families.