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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
Guest house 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!
Top guest favourite
Cottage in Edmond
4.97 out of 5 average rating, 117 reviews

Vineyard View Cottage/ Hot tub/ king bed/ birding

SteveRating, 5 stars1 week ago
Linda's place was exactly what I needed. It's so green, so peaceful - exactly what I needed for a stress free stay. The birds chirped every day, the frogs serenaded me at night, every day I watched a fox and her kits traipse through the grounds like they owned the place. I wandered the 10 acres for hours. Between the vineyard, the pond, the chipping golf course and just her design of the entire property, it was perfect. The loft has kind of a rustic, organic design that I appreciate. Douglas MacArthur, the calico cat, loves attention and will hang out as long as you want. Linda is great, very communicative, helpful, my kind of people. If you're considering Green Shoe, this is your place to relax in the evening, 15 minutes from the foundation. Book this place - I'll be back for sure.
Guest favourite
Flat in Lawton
4.91 out of 5 average rating, 105 reviews

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

geriRating, 5 stars1 week 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
Guest house 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!
Flat in Chickasha

#Friends of the core rental

Family- and pet-friendly home rentals

Top guest favourite
Home in Edmond
4.96 out of 5 average rating, 241 reviews

Open and bright - 4 bedrooms, 3 full bathrooms

KrisRating, 5 stars2 weeks ago
Brent and Jennifer were wonderful hosts. They were responsive and friendly. They answered our questions quickly about the home before we stayed. They were easy to coordinate with on check in time. They answered a question quickly toward the beginning of our stay. Brent gave us a thorough tour of the home and even discussed storm options with us and how to stay safe (because OK has its storms from time to time). The home was just as described. The best recommendation I can say is that we intend to stay again as Edmond is a place we frequent. We thoroughly enjoyed our stay and highly recommend this delightful place in Edmond and Brent and Jennifer as hosts!
Guest favourite
Cabin in Medicine Park
4.77 out of 5 average rating, 158 reviews

Historic Romantic Mountain Cabin- Medicine Park

LisaRating, 5 stars1 week 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.
Guest favourite
Flat in Downtown Oklahoma City
4.81 out of 5 average rating, 567 reviews

Cozy Studio Near Popular Local Attractions

AnnaRating, 5 stars3 weeks ago
It was a great stay! Jose was nice and quick with communication! Would definitely come back again.
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 stars4 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.
Guest favourite
Home in Edmond
4.91 out of 5 average rating, 245 reviews

Spacious Comfort; Home Away from Home!

LorryRating, 5 stars3 weeks ago
We came for an AKC competition and stayed with our dogs at Jackie's there was plenty of room the yard was large, the bedrooms were large and the living room was comfortable for all of us ladies to watch TV in the evenings. she had plenty of dishes for everything and we use the grill one evening the bedrooms are all very large and spacious having access to the garage was nice also. we would stay again!
Guest favourite
Cabin in Medicine Park
4.92 out of 5 average rating, 320 reviews

The Flute Player

LisaRating, 5 stars1 week ago
This little cabin is soooo cute and cozy. We loved just sitting on the porch enjoying the scenery and meeting other guests in the area. Only thing I wish we would have known to load and unload in the alleyway and we could have avoided 7 trips up and down the steps in the heat. Will know next time because we will definitely be back. One other thing is that the front steps from parking to cabin…probably could not take my 86 year old mother…with a cane or walker. Maybe someone will make an easier route to the top. Anyway we loved it and will definitely go back!!

Family-friendly home rentals with a pool

Top guest favourite
Guest house in Northwest Oklahoma City
4.96 out of 5 average rating, 287 reviews

Special rate* Beautiful Lakeview Fun in the Sun!

LelaRating, 5 stars6 days 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
Flat in Norman
4.73 out of 5 average rating, 199 reviews

OU-2 Bed, 1 bath next OU.

MatiasRating, 5 stars1 month ago
Great stay!
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 stars3 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.

Quick stats about holiday rentals that are family-friendly in Chickasha

  • Total rentals

    20 properties

  • Nightly prices starting at

    $77 SGD 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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