A solitary barn in a vast field under a dramatic sky.

Chickasha Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Chickasha vacation rentals

Terrace/patio

1. King Bed | Non-Smoking

King Bed | Non-Smoking
Chickasha OK
10.0 out of 10, Exceptional, (92 reviews)
"Staff seemed genuinely friendly upon arrival,it set a nice tone for the whole trip."
United States
Anonymous traveler
$56 nightly
The price is $65
Sep 13 - Sep 14
Total with taxes and fees
King Bed | Non-Smoking
Exterior

2. Ralphie’s House “A Major Award” near Leg Lamp!

Ralphie’s House “A Major Award” near Leg Lamp!
Chickasha
10.0 out of 10, Exceptional, (9 reviews)
"The upstairs made a great hangout for the teenage girls in our party. We enjoyed our time together as a family there! "
United States
Cynthia J.
$400 nightly
The price is $460
Aug 24 - Aug 25
Total with taxes and fees
Ralphie’s House “A Major Award” near Leg Lamp!
Coffee/tea maker, fridge, microwave, oven

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

The Cozy Chickasha | Fiber | Extra Parking | W/D
Chickasha
9.8 out of 10, Exceptional, (8 reviews)
"Accommodations very nice and neighborhood very quiet. Great place to stay"
United States
Todd R.
$241 nightly
The price is $277
Aug 24 - Aug 25
Total with taxes and fees
The Cozy Chickasha | Fiber | Extra Parking | W/D
2 bedrooms, desk, iron/ironing board, WiFi (free)

4. The Charm Chickasha | Fiber | W/D | Dog Friendly

The Charm Chickasha | Fiber | W/D | Dog Friendly
Chickasha
10.0 out of 10, Exceptional, (11 reviews)
"I stayed in this location for a work stay and it was very nice. Cute place"
United States
Victoria J.
$241 nightly
The price is $277
Aug 24 - Aug 25
Total with taxes and fees
The Charm Chickasha | Fiber | W/D | Dog Friendly
Smart TV, fireplace, Netflix, books

5. Good Vibes Chickasha | Fiber WIFI | W/D | NEW!

Good Vibes Chickasha | Fiber WIFI | W/D | NEW!
Chickasha
9.8 out of 10, Exceptional, (14 reviews)
"Very cute VRBO to stay in!"
United States
Donette S.
$269 nightly
The price is $309
Aug 23 - Aug 24
Total with taxes and fees
Good Vibes Chickasha | Fiber WIFI | W/D | NEW!
Interior

6. 3-bedroom 2-bathrooms house in peaceful Chickasha / Downtown area

3-bedroom 2-bathrooms house in peaceful Chickasha / Downtown area
Chickasha
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and location worked great for us. "
United States
BJ R.
$337 nightly
The price is $365
Aug 31 - Sep 1
Total with taxes and fees
3-bedroom 2-bathrooms house in peaceful Chickasha / Downtown area
Coffee/tea maker, fridge, microwave, oven

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

Rock & Roll Chickasha | Fiber | TV | W/D | Parking
Chickasha
10.0 out of 10, Exceptional, (5 reviews)
"Great little place. Woukd definitely rent again!"
United States
Jayson m.
$269 nightly
The price is $309
Aug 23 - Aug 24
Total with taxes and fees
Rock & Roll Chickasha | Fiber | TV | W/D | Parking
Exterior

8. The Pinewood House | Near USAO + Close to Downtown

The Pinewood House | Near USAO + Close to Downtown
Chickasha
$358 nightly
The price is $411
Sep 1 - Sep 2
Total with taxes and fees
The Pinewood House | Near USAO + Close to Downtown
Coffee/tea maker, fridge, microwave, oven

9. Drover House | USAO | Private Pool | King Bed | WD

Drover House | USAO | Private Pool | King Bed | WD
Chickasha
10.0 out of 10, Exceptional, (12 reviews)
"Very accommodating hosts. Enjoyed the stay."
United States
Larry K.
$374 nightly
The price is $430
Aug 24 - Aug 25
Total with taxes and fees
Drover House | USAO | Private Pool | King Bed | WD
Lobby

10. 3 Full Bed | Non-Smoking

3 Full Bed | Non-Smoking
Chickasha OK
10.0 out of 10, Exceptional, (88 reviews)
"Two nights here, and we felt right at home. The fitness center was convenient for a workout before heading out each day."
United States
Anonymous traveler
$64 nightly
The price is $74
Sep 13 - Sep 14
Total with taxes and fees
3 Full Bed | Non-Smoking
Interior

11. 1 King Bed & 1 Queen Bed

1 King Bed & 1 Queen Bed
Chickasha OK
10.0 out of 10, Exceptional, (85 reviews)
"Roomy enough for our group with nice amenities available like laundry facilities if needed during our visit."
United States
Anonymous traveler
$60 nightly
The price is $69
Sep 13 - Sep 14
Total with taxes and fees
1 King Bed & 1 Queen Bed
Interior

12. 1 King Bed & 1 Full Bed

1 King Bed & 1 Full Bed
Chickasha OK
10.0 out of 10, Exceptional, (67 reviews)
"Distance to Golden River Casino wasn't bad at all, making it an easy evening option!"
United States
Anonymous traveler
$59 nightly
The price is $68
Sep 13 - Sep 14
Total with taxes and fees
1 King Bed & 1 Full Bed
Lobby

13. 2 Full Bed | Non-Smoking

2 Full Bed | Non-Smoking
Chickasha OK
10.0 out of 10, Exceptional, (60 reviews)
"Overall good deal with pleasant amenities such as the fridge and microwave in the room."
United States
Anonymous traveler
$57 nightly
The price is $65
Sep 13 - Sep 14
Total with taxes and fees
2 Full Bed | Non-Smoking
Lobby

14. 1 King Bed & 2 Full Bed

1 King Bed & 2 Full Bed
Chickasha OK
10.0 out of 10, Exceptional, (55 reviews)
"Very functional place if you're looking mainly for convenience, quick check-in process didn't waste any time at all."
United States
Anonymous traveler
$65 nightly
The price is $75
Sep 13 - Sep 14
Total with taxes and fees
1 King Bed & 2 Full Bed
1 bedroom, iron/ironing board, WiFi, bed sheets

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

Charming 1-bedroom house heat AC, WiFi in lovely Tuttle / Bridge Creek Oklahoma
Tuttle
10.0 out of 10, Exceptional, (18 reviews)
"This was a charming place to stay. We only stayed one night as we were just passing through but the home would be comfortable for a longer stay. Clean, comfortable, well stocked and so cute! The host was very welcoming and made check in and check out so easy!"
United States
Judy S.
Charming 1-bedroom house heat AC, WiFi in lovely Tuttle / Bridge Creek Oklahoma
Property grounds

16. Italian cabin in Blanchard, OK

Italian cabin in Blanchard, OK
Blanchard
$137 nightly
The price is $142
Aug 23 - Aug 24
Total with taxes and fees
Italian cabin in Blanchard, OK
Coffee/tea maker, fridge, microwave, oven

17. Bear Cabin

Bear Cabin
Blanchard
$137 nightly
The price is $142
Aug 23 - Aug 24
Total with taxes and fees
Bear Cabin
TV, fireplace

18. Western cabin in Blanchard, OK

Western cabin in Blanchard, OK
Blanchard
$175 nightly
The price is $181
Aug 23 - Aug 24
Total with taxes and fees
Western cabin in Blanchard, OK
Dining

19. Secluded Modern Farmhouse on 3 Acres - 4m. from all things Chickasha

Secluded Modern Farmhouse on 3 Acres - 4m. from all things Chickasha
Ninnekah
10.0 out of 10, Exceptional, (1 review)
"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.
$414 nightly
The price is $433
Sep 20 - Sep 21
Total with taxes and fees
Secluded Modern Farmhouse on 3 Acres - 4m. from all things Chickasha
Coffee/tea maker, fridge, microwave, oven

20. Rest, Rejuvenate, and Renew in our cozy Relaxation Room

Rest, Rejuvenate, and Renew in our cozy Relaxation Room
Fletcher
9.0 out of 10, Wonderful, (2 reviews)
"We loved everything about our stay. The location was perfect for us, we enjoyed the amenities that were provided, we were nice and relaxed! "
United States
Kendra T.
$139 nightly
The price is $150
Aug 21 - Aug 22
Total with taxes and fees
Rest, Rejuvenate, and Renew in our cozy Relaxation Room
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chickasha Hotel Reviews

Fairfield Inn & Suites by Marriott Chickasha

Fairfield Inn & Suites by Marriott Chickasha

10/10 Excellent
"Very clean and comfortable very good breakfast and the pool. Was very relaxing"
Jenny 3-night trip
Posted 4 days ago
Fairfield Inn & Suites by Marriott Chickasha

Find out more about Chickasha

Everything you need to know about Chickasha vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chickasha vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chickasha vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chickasha vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chickasha. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chickasha in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $65 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chickasha rentals

At Expedia, we put the best Chickasha vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chickasha rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chickasha vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chickasha. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Rock & Roll Chickasha | Fiber | TV | W/D | Parking: Visitors give good reviews to this Chickasha vacation home rental, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of books. Some other top choices in Chickasha are Brand New Charming 2B/2B in Chickasha, Near Downtown! and 3-bedroom 2-bathrooms house in peaceful Chickasha / Downtown area.

How many vacation rentals are there in Chickasha?

With 14 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?

Family-friendly attractions include The Maize at Reding Farm and Muscle Car Ranch, whereas Austin Park and Chickasha Sports Complex are a couple of great spots to enjoy the outdoors. Other places in town to visit include Canadian River Brewing Co and Grady County Fairgrounds.

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.