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

Chickasha Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Chickasha vacation homes

A kitchen with wooden cabinets, a stainless steel stove, a microwave, and a dishwasher.

1. Chickasha ChristmasTown - Family Holiday Retreat

Chickasha ChristmasTown - Family Holiday Retreat
Chickasha
The price is CA $224
CA $534 total
includes taxes & fees
Oct 6 - Oct 7
Chickasha ChristmasTown - Family Holiday Retreat
A kitchen with a wooden floor, stainless steel appliances, and a dining area with orange curtains.

2. The Cozy | Downtown + 50-Ft Leg Lamp

The Cozy | Downtown + 50-Ft Leg Lamp
Chickasha
9.8 out of 10, Exceptional, (8 reviews)
"Accommodations very nice and neighborhood very quiet. Great place to stay"
United States
Todd R.
The price is CA $297
CA $388 total
includes taxes & fees
Oct 6 - Oct 7
The Cozy | Downtown + 50-Ft Leg Lamp
A modern kitchen with white cabinets, a microwave, and a sink. There is a dining area with a table and chairs, and a neon sign on the wall.

3. The Rock & Roll | Downtown + 50-Ft Leg Lamp

The Rock & Roll | Downtown + 50-Ft Leg Lamp
Chickasha
10.0 out of 10, Exceptional, (5 reviews)
"Great little place. Woukd definitely rent again!"
United States
Jayson m.
The price is CA $336
CA $438 total
includes taxes & fees
Oct 6 - Oct 7
The Rock & Roll | Downtown + 50-Ft Leg Lamp
A compact kitchen with a central island, built-in dishwasher, and a ceiling fan.

4. 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.
The price is CA $285
CA $519 total
includes taxes & fees
Oct 7 - Oct 8
3-bedroom 2-bathrooms house in peaceful Chickasha / Downtown area
A single-story house with a red door, a front porch, and a small garden.

5. 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.
The price is CA $285
CA $652 total
includes taxes & fees
Oct 6 - Oct 7
Ralphie’s House “A Major Award” near Leg Lamp!
A kitchen with white cabinetry, a built-in microwave, a stove, a dishwasher, and a refrigerator. There is a window with blinds, a sink, and a countertop with various items.

6. 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.
The price is CA $466
CA $609 total
includes taxes & fees
Oct 6 - Oct 7
Drover House | USAO | Private Pool | King Bed | WD
A bedroom with a bed, dresser, and wall decor.

7. The Charm | Downtown + Dog Friendly

The Charm | Downtown + 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.
The price is CA $318
CA $415 total
includes taxes & fees
Oct 6 - Oct 7
The Charm | Downtown + Dog Friendly
A single-story house with a red front door, two windows, and a porch.

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

The Pinewood House | Near USAO + Close to Downtown
Chickasha
The price is CA $445
CA $582 total
includes taxes & fees
Oct 6 - Oct 7
The Pinewood House | Near USAO + Close to Downtown
A living room with a fireplace, a leather sofa, a wooden chair, and a coffee table.

9. The Good Vibes | Downtown + 50-Ft Leg Lamp

The Good Vibes | Downtown + 50-Ft Leg Lamp
Chickasha
9.8 out of 10, Exceptional, (15 reviews)
"Very cute VRBO to stay in!"
United States
Donette S.
The price is CA $353
CA $457 total
includes taxes & fees
Nov 2 - Nov 3
The Good Vibes | Downtown + 50-Ft Leg Lamp
A modern kitchen with a central island, stainless steel appliances, wooden cabinets, and pendant lighting.

10. The Pine Needle Cottage at Selah - 2 Bed, 1.5 Bath

The Pine Needle Cottage at Selah - 2 Bed, 1.5 Bath
Norman
The price is CA $160
CA $359 total
includes taxes & fees
Oct 6 - Oct 7
The Pine Needle Cottage at Selah - 2 Bed, 1.5 Bath
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a coffee maker.

11. 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.
The price is CA $109
CA $194 total
includes taxes & fees
Oct 6 - Oct 7
Rest, Rejuvenate, and Renew in our cozy Relaxation Room
A living room with a white shelving unit, a clock, and a sofa.

12. Brass & Bloom Retreat is a calm, cozy stay in a quiet neighborhood.

Brass & Bloom Retreat is a calm, cozy stay in a quiet neighborhood.
Mustang
10.0 out of 10, Exceptional, (3 reviews)
"Communication was excellent. The check in process was very smooth. The house was very clean. The location was great for our young children."
United States
Brandon W.
The price is CA $156
CA $329 total
includes taxes & fees
Oct 6 - Oct 7
Brass & Bloom Retreat is a calm, cozy stay in a quiet neighborhood.
A modern kitchen with a central island, bar stools, and wooden cabinetry.

13. The Alpine at Selah - 3 Bedroom, 2 Bathroom Luxury Cottage

The Alpine at Selah - 3 Bedroom, 2 Bathroom Luxury Cottage
Norman
The price is CA $353
CA $588 total
includes taxes & fees
Oct 6 - Oct 7
The Alpine at Selah - 3 Bedroom, 2 Bathroom Luxury Cottage
A stone house with a central entrance and two side wings, illuminated by exterior lighting.

14. 15 Min to Fort Sill • 5BR Sleeps 12 • Game Room

15 Min to Fort Sill • 5BR Sleeps 12 • Game Room
Elgin
9.4 out of 10, Exceptional, (3 reviews)
"Everything about our day was perfect beautiful home perfect location, and the host was amazing when it came to communication"
United States
Julie J.
The price is CA $558
CA $1,030 total
includes taxes & fees
Oct 16 - Oct 17
15 Min to Fort Sill • 5BR Sleeps 12 • Game 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

Best Western Plus Chickasha Inn

Best Western Plus Chickasha Inn

10/10 Excellent
"Room was clean, staff was very friendly and breakfast was good."
Sandra 2-night trip
Posted 2 days ago
Best Western Plus Chickasha Inn

Find out more about Chickasha

Chickasha Vacation Homes information

Number of reviews
57
Accommodation
36 Vacation Homes
Lowest Price
CA $194
Highest Price
CA $652

Explore a world of travel with Expedia