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Family-friendly holiday rentals in Chickasha

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Chickasha family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Guesthouse in Norman
4.94 out of 5 average rating, 115 reviews

GUEST HOUSE 1.5 miles to OU CAMPUS

BrittanyRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Lawton
4.91 out of 5 average rating, 105 reviews

Wichita Mtns Barn@Ft Sill, Medicine Park, Hot tub

geriRating, 5 stars2 weeks ago
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!
Top Guest favourite
Guesthouse in Hinton
4.97 out of 5 average rating, 175 reviews

Hidden Treasure Pool House Near I-40

StaciRating, 5 stars2 weeks ago
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!
Superhost
Home in Oklahoma City
4.81 out of 5 average rating, 78 reviews

Just Like Home #3: OKC-50th St. Luxury Stay for 10

TonyRating, 5 stars9 months ago
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.
Top Guest favourite
Home in El Reno
4.98 out of 5 average rating, 92 reviews

The Yellow Cottage with an Inviting Hot Tub

ElizabethRating, 5 stars4 months ago
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!
Apartment in Chickasha

#Friends of the core rental

Family- and pet-friendly home rentals

Guest favourite
Home in Downtown Oklahoma City
4.91 out of 5 average rating, 164 reviews

Fresh, Modern Home Next to Midtown/Plaza District

ChelseaRating, 5 stars2 weeks ago
Would definitely stay here again. Host was available and helpful. House was perfect location, lots to do nearby. Very clean and lots of space.
Superhost
Home in Oklahoma City
4.82 out of 5 average rating, 57 reviews

Charming house in Heart of OKC W- wk/mo discounts

Ta’LynnRating, 5 stars2 months ago
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.
Superhost
Townhouse in South Oklahoma City
4.67 out of 5 average rating, 27 reviews

Furnished pet friendly townhouse Unit 8

HeatherRating, 5 stars6 months ago
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
Guest favourite
Cabin in Medicine Park
4.77 out of 5 average rating, 158 reviews

Historic Romantic Mountain Cabin- Medicine Park

LisaRating, 5 stars2 weeks ago
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.
Superhost
Home in Medicine Park
4.92 out of 5 average rating, 214 reviews

Creekside Cabin

DRating, 5 stars1 month ago
Great location within walking distance to town! Beautiful waterfront views and had all the amenities needed to have a wonderful stay!
Superhost
Home in Del City
4.79 out of 5 average rating, 58 reviews

Home by Tinker/6 mi to Downtown OKC

VanessaRating, 5 stars6 days ago
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.
Guest favourite
Home in Oklahoma City
4.95 out of 5 average rating, 132 reviews

Capitol House

jodyRating, 5 stars1 month ago
Absolutely perfect. Beautiful house, in the middle of Oklahoma. Very nice, friendly host that replies straight away.
Superhost
Guesthouse in Oklahoma City
4.88 out of 5 average rating, 51 reviews

Solar Powered Plaza District Studio

JasonRating, 5 stars9 months ago
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

Guest favourite
Guesthouse in Northwest Oklahoma City
4.96 out of 5 average rating, 287 reviews

Special rate* Beautiful Lakeview Fun in the Sun!

LelaRating, 5 stars1 week ago
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.
Guest favourite
Home in Norman
4.93 out of 5 average rating, 41 reviews

Fun Large 4 Bed/4 Bath w/Pool! Norman/OKC

AliRating, 5 stars4 weeks ago
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!
Superhost
Home in Bethany
4.88 out of 5 average rating, 48 reviews

Luxury Estate Home at Lake Overholser off Rt. 66

AllisonRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Norman
4.74 out of 5 average rating, 199 reviews

OU-2 bed 2 bath apartment close to OU-3

TahwneeRating, 5 stars3 months ago
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 holiday rentals that are family-friendly in Chickasha

  • Total rentals

    20 properties

  • Nightly prices starting at

    $101 NZD 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

  • Wi-Fi availability

    20 properties include access to Wi-Fi

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