
Family-friendly vacation rentals in Chickasha
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chickasha
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Chickasha family-friendly rentals
Family-friendly home rentals with a hot tub

GUEST HOUSE 1.5 miles to OU CAMPUS
We absolutely loved our stay at this poolside cabana! Having direct access to the pool and play area was a highlight for our kids (ages 10 and 6) and truly made the trip special for our family. The cabana was the perfect size for our getaway—clean, comfortable, and stocked with all the amenities we needed. The bed was super cozy, and the AC kept us cool and comfortable throughout our stay. The neighborhood is beautiful, peaceful, and felt very safe. We would definitely book this Airbnb again—10/10 recommend!

Wichita Mtns Barn@Ft Sill, Medicine Park, Hot tub
This place was absolutely perfect for our quick trip to Lawton. My daughter will be stationed at Ft.Sill for her basic training so we took a road trip to check it out before hand. During our stay the weather was predicted to be very dangerous, the staff stepped in and made sure we were ok and had an underground area to go in case of a tornado! Praise God , all we got was rain! But Blake and his staff made sure our safety was a priority! The cabin itself is super cute with a great history. The shared pool on property is very clean and was a nice end to a day of walking through the Holy City and the mountains. Tu Familia in Medicine park restaurant is a . must visit. Amazing food, and the view is breath taking! This barn / house was secured enough to buy close enough to get to the cool attractions in the area! The beds were very comfortable and I love the sliding barn doors that create two seperate spaces of privacy is needed! We will book through Blake again!

Hidden Treasure Pool House Near I-40
Wow—what an incredible 5-night stay! This place had everything we could ask for and more. We honestly didn’t want to leave. First off, the pool and spa area was gorgeous. We spent hours each day lounging, swimming, and soaking up the sun. And if you’re into golf, you’ll love that there is a driving range and putting green right there on the property, mere steps from the swimming pool area. The inside was just as amazing. There is an epic movie theater setup with a giant screen and a surround sound that made every night feel like a private cinema. Add in the pool table and poker table and our evening entertainment was covered. The shower was unreal. It was massive, almost like a private spa room, with two shower heads and tons of space. The king size bed was super comfortable - we slept like a rock every night. Everything was spotless, super well-maintained, and the hosts, Gail & Dustin, were amazing! They were very responsive and incredibly welcoming. We will definitely go again!

Just Like Home #3: OKC-50th St. Luxury Stay for 10
Our upstairs flooded so we came here with our toddler and had a nice time. Very easy to baby proof. The beds are very comfortable and the layout of the house is really cool and easy to navigate. Really loved the master bedroom jet tub and the hot tub outside.

The Yellow Cottage with an Inviting Hot Tub
The house was lovely and comfortable. Quite charming. Our favorite part was the back porch and the hot tub. Had the weather been nicer we would’ve utilized the back porch a lot more but we did still use the hot tub. The whole experience was great and if we need an Airbnb in El Reno again we will definitely stay here! Thank you guys!

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Family- and pet-friendly home rentals

Fresh, Modern Home Next to Midtown/Plaza District
Would definitely stay here again. Host was available and helpful. House was perfect location, lots to do nearby. Very clean and lots of space.

Charming house in Heart of OKC W- wk/mo discounts
My 2 boys and I stayed there for 6 months while I looked for a new place because we had a house fire. Mary was great. The stress of making sure I have the essentials right after a fire, Mary had them for us. Definitely didn't have to buy toilet paper, dish soap, etc., for about 3 months. The heat went out on the coldest day, and she made sure someone was out there within 2 hours. She responded to all messages within an hour. I had no problems, and I hope she enjoyed us. The house is an old house, but the appliances are up-to-date. I truly don't have any complaints.

Furnished pet friendly townhouse Unit 8
Great day had everything you’d need and the our host was very responsive and kind I loved our stay thank you for having us

Historic Romantic Mountain Cabin- Medicine Park
the experience was great for a romantic getaway! loved the jet tub, especially after a lot of walking! we saw several deer and a friendly lizard. Also had a couple of fiddle backs show up but nothing to worry about.

Creekside Cabin
Great location within walking distance to town! Beautiful waterfront views and had all the amenities needed to have a wonderful stay!

Home by Tinker/6 mi to Downtown OKC
Great place with a great price! Very close to where we needed to be so it was very convenient for us. Close to big stores which made it so easy for us to get things we needed!! Loved the stay.

Capitol House
Absolutely perfect. Beautiful house, in the middle of Oklahoma. Very nice, friendly host that replies straight away.

Solar Powered Plaza District Studio
Thie was a cute little divided studio above a garage but it had a modern and homey feel about it. The area of town is undergoing a renewal so there are lots of trendy and cool dining locations around. The apartment itself was comfortable well priced.
Family-friendly home rentals with a pool

Special rate* Beautiful Lakeview Fun in the Sun!
Sheri was super accommodating and helpful! The pool was essential for a summer visit to Oklahoma. Beds were comfortable, the pool area was huge with tons of cute seating, the extra linens came in handy when my kids had trouble sleeping in the same bed and I had to make up the couch. I usually hate tile floors but the rugs and furniture were very cozy and comfortable. I didn’t feel like anything was an afterthought. Something to be aware of: the shower is suuuuuper small and has limited shelves. This was fine for our purposes but I did have a hard time shaving my legs and keeping stuff from falling. It’s definitely got a pool house vibe, which was just right for me and my kids visiting family nearby.

Fun Large 4 Bed/4 Bath w/Pool! Norman/OKC
Beautiful space with amazing natural lighting throughout! The cozy patio was perfect for relaxing, and we loved the comfortable couch and incredibly soft bed - we slept wonderfully. The pool area is quite pretty with nice brown loungers for sunbathing. Just note that the diving board shown in photos isn't currently available and the hot tub wasn't heated during our stay. Overall a pleasant experience!

Luxury Estate Home at Lake Overholser off Rt. 66
This house is beautiful and charming. The pool is fabulous and so is the spacious kitchen! The beds were comfortable and everything was clean. We stayed here during our daughter‘s wedding so we needed a true home away from home and this place was perfect. We hope to stay here again! Also there is a great little coffee place right out the back gate on the lake. It’s about a 2 minute walk. Thank you for being a great host and answering all of our questions so quickly.

OU-2 bed 2 bath apartment close to OU-3
We loved staying here! We walked into with snacks waiting! We came for a basketball tournament so after a long day, it was nice to come back and feel right at home! Would definitely come back if we are in the area again
Quick stats about vacation rentals that are family-friendly in Chickasha
Total rentals
20 properties
Nightly prices starting at
G$12,560 GYD before taxes and fees
Total number of reviews
680 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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