Top 12 Airbnb Vacation Rentals In And Near Chickasha, Oklahoma - Updated 2024

Villy
Villy  
Updated
| 5 min read

Chickasha is a small city in Grady County, Oklahoma, with droves of things to do. Located just south of the Oklahoma City metropolitan area, there are several buildings in the city that are on the National Register of Historic Places, such as Griffin House and New Hope Baptist Church. Chickasha hosts the notable Festival of Light, which takes place during the winter and features millions of lights on trees, romantic carriage rides and Christmas spirit in every corner. There’s also the Arts Festival, sporting events and other entertainment events for you to check out. If you’re planning to go to these events, keep reading to discover the top Airbnb vacation rentals in and near Chickasha, Oklahoma.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 02, 2024.

1. The 17th House (from USD 129)

Explore the character of The 17th House, an absolutely charming home for rent in Chickasha. This accommodation sits on a quiet street but is still near restaurants so that you can get a taste of the local favorites. Free parking is available on location if you need somewhere to leave your vehicle between sightseeing. After culinary adventures, relax by switching on the 42-inch (106.68-centimeter) HDTV with access to several streaming platforms.

The backyard and shared patio are the perfect places to unwind in the sunshine. If you have small kids, they’ll enjoy resting on the grass.

Stayed at this property?
Chickasha, Oklahoma, United States
33.28 km (20.7 mi) from Williamson farms
179 reviews   Wifi Available
ENTIRE HOME 3 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the only thing that could use improvement will be the kitchen and living room furniture
the bathrooms have been nicely remodeled and are well stocked with toiletries
made it comfortable and smooth for the whole family
Cleanliness:
very nice and clean house
overall it was a nice place clean and quiet neighborhood
the home was clean and comfortable
very welcoming house to stay in the home is nicely decorated and clean with reliable amenities
awesome home friendly hosts clean and comfortable
Host:
hosts responded very quickly and were very helpful
great host they worked with us when our event was rescheduled
great place micah and cara were very responsive when i asked a couple questions
micah and cara were super responsive with all questions during our stay
great stay micah and cara were very accommodating when we decided to add another day to our reservation
Location:
the house is a great location for our event house is beautiful
the house was well supplied in a good location and met all our needs
perfect place to stay for games at the sports complex
Read more reviews

2. The Charm (from USD 112)

This cozy rental house in Chickasha is an ideal location for short- and long-term stays alike. There’s a designated work desk here, which means you can merge your working and living environment smoothly. During your breaks, take advantage of the books and reading materials left by the host. You can also nap in the bedroom with room-darkening shades.

The shared backyard boasts a barbecue for those who enjoy grilled delicacies. Although the accommodation is within walking distance of the historic downtown area, it also has free parking for your convenience.

Stayed at this property?
Chickasha, Oklahoma, United States
32.82 km (20.4 mi) from Williamson farms
55 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 6 Guests 1 Bedroom 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
such a comfortable place and many thoughtful touches
Cleanliness:
house is very clean and comfortable
the house was adorable very clean and cozy
place was beautifully appointed and sparkling clean quiet and serene
great place quiet and clean
immaculately clean adorably decorated and shane & maggie were extremely easy to communicate with
Host:
quick and friendly responses from the host
the hosts are very responsive
the hosts and place were wonderful
best hosts in the whole world
very cozy the homeowners are very attentive and make you feel so warm and welcomed
Location:
great location for playing at chickasha sports complex
amazing people with an amazing location a must try
extremely clean unit close to everything that chickasha has to offer
Read more reviews

3. Apartment in the heart of the Paseo Arts District (from USD 103)

Very conveniently located in the Paseo Arts District and near numerous bars, restaurants, galleries, and shops, this artistic Airbnb vacation rental in Oklahoma City has eclectic decor and may accommodate up to five guests. The house comes with two cozy bedrooms, one full bathroom, a fully stocked kitchen, and a splendid sunroom to enjoy some time off.

A laptop-friendly workspace is also provided, thus making the place ideal for business travelers. Choose this place to enjoy the loveliest and most walkable neighborhood of Oklahoma City.

Stayed at this property?
Oklahoma City, Oklahoma, United States
31.67 km (19.7 mi) from Williamson farms
602 reviews   Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the king sized bed was very comfortable as were the other furnishings
bed was comfortable and clean and coffee to start our day
plenty space and very comfortable
clean ac was on when we arrived parking and a full kitchen
Cleanliness:
counters obviously hadn’t been clean
great space clean and usual
very clean with comfortable beds and an overall welcoming atmosphere
great place clean comfortable and convenient
denise’s place was very comfortable clean and private
Host:
host was easy to communicate with
she was very accommodating and responsive
great house great host
beautiful house and excellent hosts
the host was very responsive and provided a guidebook for things to do in the city
Location:
great location to a great neighborhood
wonderful location and cute comfortable house
great place wonderful location
awesome location and very good value
great location charming artist enclave
Read more reviews

4. Private room and bathroom (from USD 31)

The spacious house is conveniently located just 25 minutes from the airport and a short drive away from Norman. The room on offer has a tasteful interior with oak dormer windows and a lovely new carpet while it enjoys its own private bathroom. Except for being a child-friendly apartment, the indoor fireplace and the free parking will make your stay really comfortable. If you are a romantic soul, you will simply enjoy gazing at the stars in the nights or the dazzling sunsets. The property is located in Tuttle, rural Oklahoma, thus don’t expect much public transportation.

Stayed at this property?
Tuttle, Oklahoma, United States
4.58 km (2.9 mi) from Williamson farms
32 reviews   Wifi Available
PRIVATE ROOM IN HOME 3 Beds 7 Guests 1 Bedroom 1 Bathroom

Accommodates: 7

Top guest reviews
Amenities & Room:
the beds were super comfy too
the private bath was great and the a/c was great
beautiful home and the room was huge with it's own privet bathroom
Cleanliness:
very clean quiet
the room was very spacious clean and comfortable
the room was amazing clean and very big
the place was spacious clean and very comfortable
the room was spacious clean and exactly what we needed
Host:
david was a great host without a doubt
they are perfect hosts and very accommodating
david was very friendly and enjoyed hanging out with my group of friends
david and jennifer are great hosts
david and jennifer were very nice hosts and gave recommendations on activities and restaurants
Location:
close to i44 but definitely country
the neighborhood is quiet and huge
i would recommend this location to anyone looking for a family friendly and quiet place
Read more reviews

5. Earthy two-room suite

You will find this artistically decorated house in Norman, very close to a number of fine restaurants and shopping centres. Although there is only one room for rent, the space is large enough to sleep a maximum of six guests (including children), while they have access to the well-equipped kitchen, the laundry room or the dining/living room. The ambience that fills the place is due to the vaulted ceilings, in case you wonder why it feels so great to be here. This is a perfect place to stay if you are visiting the Medieval Fair or Norman Music Fest.

Stayed at this property?
Norman, Oklahoma, United States
16.47 km (10.3 mi) from Williamson farms
48 reviews  
Private room in house 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Cleanliness:
clean functional and comfortable
the place was clean and cozy
very clean very comfortable would stay here again
robin was very nice and made sure everything was clean and prepared for us
super clean with all the amenities
Host:
friendly host
she is such a good host
robin was a great host
super nice host generous & friendly
robin is an amazing kind host
Location:
this is a great location
conveniently located parked in driveway pretty home spacious area for guests
the place is spacious and in a great neighborhood
robin’s place is very charming and cozy
her place is comfortable secure kid friendly easy to find and very accommodating
Read more reviews

6. Nautical apartment

This is the perfect place to stay if for any reason you are visiting Oklahoma University, which is actually only a 10-minute drive away. The spacious studio apartment can easily sleep two guests, who have at their disposal a bathroom and a basic kitchenette. Take advantage of the cute balcony to enjoy a drink or a quiet evening reading a book.

Although resting in a quiet neighborhood, the property enjoys close proximity to tons of shops and eating venues, while the Riverwind Casino and Southwind Hills are literally a three-minute drive away.

Stayed at this property?
Norman, Oklahoma, United States
15.84 km (9.9 mi) from Williamson farms
29 reviews  
Entire guesthouse 1 Bed 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the air mattress was surprisingly comfortable and spacious
the nautical style apartment was a really cool theme
it was very comfortable and had a nice kitchen area
Cleanliness:
the condo towels and bed sheets were very clean
this place is so cute and clean
this place was great for a quick night very clean easy to check in and good location
Host:
the hosts are amazing people
everything was provided promptly and the owners made sure we were secure
i was welcomed and always checked on by the owners
the hosts were very nice friendly and helpful
doug was very hospitable and friendly and we definitely enjoyed our stay
Location:
the location was great near ou just a 10-15 minute drive away
quiet neighborhood conveniently located and i will definitely be back
it is a great central location for anything in moore and norman
great place to stay for a weekend in norman location is convenient to the ou campus
great place to stay if your going to explore norman for the weekend
Read more reviews

7. Cozy apartment with a balcony

Perfect for small groups but also for solo adventurers, this chilled-out flat will instantly make you feel at home. The house comes with a large room consisting of a living/dining area plus an office, a bathroom, a well-equipped kitchen and a lovely balcony with chairs. The super comfy bed and the extremely accommodating host are definitely the highlights of your stay. Besides enjoying easy access to several shops, restaurants and bars, this listing is also a block away from Natural Grocers.

Stayed at this property?

18.55 km (11.6 mi) from Williamson farms
79 reviews  
Entire apartment 4 Beds 5 Guests

8. Bonus private room

Perfect for couples or solo travellers who want to crash in for a night or two, guests may enjoy the whole second floor of this house, where a room, bathroom and living room are all private. However, by all means, guests can have access to the kitchen and the laundry area, while they are provided with all home essentials and a satellite television as well. The property might be nestled in a rural area, yet the airport is only 15 minutes away and similarly, Oklahoma City some 20 minutes drive away.

Stayed at this property?

11.25 km (7.0 mi) from Williamson farms
24 reviews  
Private room 1 Bed 2 Guests

9. Guest room with a private bathroom

Ideal for independent travelers or couples, this private room enjoys its own private bathroom, where Egyptian cotton towels will absolutely make the difference. Guests are entitled to use the kitchen with all the basic cooking utensils, and the living room which surprisingly comes with all the latest electronic equipment.

A beautiful duck pond is just around the corner inviting you to take a rest. Guests can easily reach Sooner Mall within 10 minutes, while downtown Oklahoma or Bricktown are just half an hour away.

Stayed at this property?

20.69 km (12.9 mi) from Williamson farms
10 reviews  
Private room 1 Bed 2 Guests

10. Quirky, spacious cabin

Relax and forget all your worries or arrange a lovely family reunion in this fascinating 2-story cabin that lies on 31 acres (12.55 hectares) and can easily fit up to 10 guests. If you are into sports, you will love this place, as there are volleyball and basketball courts, as well as a pool (seasonal) and a pond (with canoe possibility) just outdoors.

The area is pretty much secluded, so don’t expect the fastest internet connection; remember. You are here to enjoy the rural landscape. Nevertheless, the most adventurous souls may travel 29 kilometers (18 miles) to Wichita Mountain Wildlife Refuge or the bustling city of Lawton.

Stayed at this property?

72.17 km (44.9 mi) from Williamson farms
8 reviews  
Entire cabin 5 Beds 10 Guests

11. Farmhouse with great outdoors

This humble farmhouse is beautifully surrounded by acres of grapevines and is a must-visit place for the wine-lovers. It is large enough to sleep up to nine guests, who will have the chance to try the tasting room or the host’s highly rated restaurant. The rodeo arena will be the highlight of your stay, which you may, of course, enjoy when in action. The house comes with all basic amenities, as well as all cooking utensils to make your own meals, while your host is super friendly and welcoming.

Stayed at this property?
Anadarko, Oklahoma, United States
64.6 km (40.2 mi) from Williamson farms
62 reviews   Wifi Available
Entire residential home 4 Beds 12 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
a great spot to get away from wifi and cell phones
the beds were super comfy
our stay was very nice the house is not fancy but serviceable and comfortable
we also conveniently cooked a few meals easily prepared in the kitchen
the food in the dining room is amazing
Cleanliness:
it was very spacious and clean
the house inside was mostly clean and was a comfortable space
everything is clean and well maintained but it’s not the ritz
a very nice spacious house in a quiet secluded area within a winery yard
Host:
great little country escape alexis was great host
her staff are always helpful and informative
alexis was attentive and her staff was really friendly
alexis was a great host
the employees from the winery were welcoming & friendly
Location:
excellent place with delicious wine only a short walk away
a good country location 40 minutes from lawton
loved the sweet house and location could not have asked for more
this is an ideal airbnb for those looking for a relaxing quiet time away
we really enjoyed being surrounded by quiet and the oklahoma countryside at the house
Read more reviews

12. Spacious three-bedroom home

A great place for families or groups of friends, this large house comes with three bedrooms, two bathrooms, a well-stocked kitchen (with a Keurig coffee maker), and a living room that actually hosts a piano (for music lovers). It will certainly be a haven for children who can enjoy time outside on the swingset or the playhouse, while the adults relax and unwind on the back patio. Indoors, guests may enjoy the coziness of the fireplace or endless hours with the company of Netflix and Hulu on the smart TV.

Although tucked away in a peaceful neighborhood, the property is only 15 minutes away from the airport and another 20-minute drive to Oklahoma downtown.

Stayed at this property?
Newcastle, Oklahoma, United States
7.79 km (4.9 mi) from Williamson farms
27 reviews   Wifi Available
ENTIRE HOME 3 Beds 5 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Cleanliness:
everything was clean and modern
the house was clean with comfortable beds
your house is super beautiful clean and cosy
their home was very clean and inviting and we felt perfectly safe there
she has a lovely clean home in a safe neighborhood
Host:
the house was amazing and amy was a fantastic host
amy was super accommodating
amy and her husband are very friendly and helpful
we could not have asked for better hosts or a better space for our time there
great neighborhood clean environment and very friendly/professional hosts definitely will return
Location:
great location close to the highway in a quiet neighborhood
this is a nice home in a great location
Read more reviews

Chickasha: so much to offer

This lovely city and its beautiful surrounding villages have so much to offer to visitors. Be sure to book a place to stay in Chickasha in advance to avoid disappointment.

Stayed at this property?

Frequently asked questions about the top Airbnb vacation rentals in and near Chickasha, Oklahoma


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Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Meet Villy, a perpetual explorer with an insatiable curiosity for the world and an unwavering eagerness to learn. Growing up in Greece, Villy embarked on a journey to transcend her comfort zone....Read more

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