Family-friendly vacation rentals in Chickasha

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Chickasha family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A serene pool area is surrounded by lush greenery and well-maintained landscaping. The spacious casita features large windows and a distinctive roof design, while flower pots add subtle color along the pool's edge. The inviting spa and comfortable seating create a relaxed atmosphere.
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 favorite
An outdoor patio features a hot tub illuminated by soft lighting, surrounded by a seating area with two chairs and a fire pit. French doors lead into the living space, creating a cozy atmosphere for evening relaxation.
Apartment 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 favorite
A spacious outdoor area showcases a large pool surrounded by a concrete patio. Comfortable seating arrangements are visible, including loungers and sofas. The home features multiple entry points, and string lights are draped overhead, enhancing the ambiance.
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
A comfortable living area features a welcoming arrangement of leather sofas surrounding a wooden coffee table. A flat-screen television is mounted on a white brick wall, while a fireplace adds warmth. Natural light streams in through large windows, framed by light-colored drapes.
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 favorite
The exterior of The Yellow Cottage showcases a cozy yellow façade with white trim and green shutters. A welcoming porch is adorned with potted plants and two comfortable chairs. A well-maintained lawn and a stone walkway lead to the entrance, framed by seasonal greenery.
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!
A well-appointed bedroom features a spacious bed with neatly arranged white linens and purple accent pillows. A small desk with a plant is positioned near the window, allowing natural light to illuminate the room.
Apartment in Chickasha

#Friends of the core rental

Family- and pet-friendly home rentals

Guest favorite
A spacious house exterior features a welcoming front porch, framed by decorative wooden railings. The brick facade is complemented by a driveway that provides ample parking space. Bright windows allow natural light to brighten the inviting entrance, set against a clear blue sky.
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
A cozy living area features a white-brick fireplace with a decorative mantel adorned with greenery and statues. Two patterned curtains frame the windows, allowing light to filter through. A vintage red armchair is positioned near a wooden table, enhancing the inviting atmosphere.
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
A cozy living area is presented, featuring a comfortable sectional sofa adorned with two decorative pillows. A round coffee table is centered on a patterned rug, and natural light filters through a partially draped window, adding warmth to the neutral-toned walls.
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 favorite
A charming cabin features a stone facade and a covered porch with wooden railings. The well-maintained yard is surrounded by lush greenery, and steps lead to an elevated entrance. The clear blue sky adds brightness to the scene, enhancing the cozy outdoor appeal.
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
A bright living area features two upholstered chairs flanking a wooden coffee table. A flat-screen TV is mounted on the wall, while a decorative mirror and plant add subtle touches. The space is complemented by hardwood flooring and a patterned area rug.
Home in Del City
4.79 out of 5 average rating, 58 reviews

Home by Tinker/6 mi to Downtown OKC

VanessaRating, 5 stars5 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 favorite
A modern kitchen features white cabinetry with glass accent doors and a stainless steel refrigerator. A large sink is positioned beneath a window, while a microwave and gas stove are integrated into the counter. Subtle gray backsplash complements the granite countertops.
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
A spacious bed is centered in the room, layered with a textured blanket and decorative throw. Soft lighting is provided by a hanging bulb, creating a warm ambiance. A piece of wall art featuring a heart design is displayed above the bed, enhancing the room's character.
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 favorite
A vibrant pool area features a sparkling blue pool surrounded by colorful lounge chairs and umbrellas. Tropical plants in decorative pots enhance the relaxing atmosphere, with a picturesque view of the calm lake in the background. A pink float adds a playful touch to the water.
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 favorite
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 favorite
A cozy living area features a light-toned sofa with decorative cushions arranged around a coffee table. Natural light filters in through a nearby window, illuminating the space. A patterned rug adds texture, while framed mirrors enhance the visual interest of the walls.
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 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

Destinations to explore