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Family-friendly vacation 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

Top 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
4.95 out of 5 average rating, 111 reviews

GUEST HOUSE 1.5 miles to OU CAMPUS

MichaelRating, 5 stars5 months ago
Great place to stay . Beautiful atmosphere. Would definitely recommend
Top guest favorite
A charming yellow cottage is framed by a well-maintained front yard featuring lush green grass and neatly trimmed shrubs. The front porch showcases four black wrought iron chairs and a glass table, inviting relaxation in the sun. Bright flower pots add a splash of color to the entrance.
Home in El Reno
4.98 out of 5 average rating, 92 reviews

The Yellow Cottage with an Inviting Hot Tub

ElizabethRating, 5 stars2 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!
Superhost
A spacious living area is furnished with a sectional sofa, accented by decorative pillows. A coffee table sits at the center, accompanied by soft lighting from recessed ceiling fixtures. Two artworks adorn the walls, adding a modern touch to the neutral palette.
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 stars7 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.
Guest favorite
Cabin in Lawton
4.91 out of 5 average rating, 101 reviews

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

JaylinRating, 5 stars5 days ago
The host was incredibly welcoming and made sure we had everything we needed for a comfortable stay. Communication was easy and prompt they truly went above and beyond. You can tell the host puts a lot of thought and care into making guests feel at home. The property was absolutely beautiful even better than the pictures The home was spotless, beautifully decorated, and so cozy. It was the perfect peaceful getaway every detail was thoughtfully done. This was one of the best stays we’ve ever had. A stunning place paired with a kind and attentive host made for an unforgettable trip! From the moment we arrived, we felt right at home. The beautiful setting and amazing hospitality made it a perfect experience.
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
4.96 out of 5 average rating, 169 reviews

Hidden Treasure Pool House Near I-40

Megan DufraneRating, 5 stars1 week ago
We were on a cross country move with lots of plants and a cat and having a secure place to park without having to unload 2 cars for the night was such a luxury. The property and home were so beautiful...I wish we had more time to walk and explore but we were too exhausted from the drive. We did enjoy the fluffy kitty welcome wagon though :)

Family- and pet-friendly home rentals

An inviting entryway features a stone floor with natural variations. Tall live trees and ferns are placed along the walls, creating a welcoming atmosphere. A large gray door provides access ahead, while a console table rests beneath two stylish lamps, adding warmth to the space.
Home in Oklahoma City
4.85 out of 5 average rating, 109 reviews

Chateau Secor 2 - Sleeps 10-12

AlyusRating, 5 stars1 month ago
This was perfect for our group of 11. We had 9 teenagers and 2 adults and we loved the house.
A welcoming living room is presented, featuring comfortable grey seating with decorative pillows. A round coffee table sits at the center, while natural light enters through the open door and large windows, illuminating the space. A mirror reflects the room's serene ambiance.
Home in The Village
4.96 out of 5 average rating, 57 reviews

Five Star Property/Newly Updated

ShannonRating, 5 stars5 months ago
Great place, great location..repeat visitors and will continue to check for this spot when I am looking for a place in OKC.
Guest favorite
A cozy living room features a beige sofa and a dark leather couch, both adorned with decorative cushions. A coffee table rests on a patterned area rug, while built-in shelves display books and decorative items. Natural light enters through multi-pane windows, framed by wooden trim.
Home in Oklahoma City
4.95 out of 5 average rating, 131 reviews

Capitol House

JacobRating, 5 stars4 months ago
A stay at the Capital house always makes our time in OKC much more enjoyable. These are expert hosts that provide a great experience.
A cozy living area features a vibrant green sectional sofa, complemented by a patterned area rug. Light filtering through the window illuminates the room, highlighting various artworks on the walls and decorative items on the shelves.
Home in Paseo
4.76 out of 5 average rating, 609 reviews

Heart of the Paseo Artist Retreat

JodiRating, 5 stars5 months ago
We've stayed with Denise several times because her home is clean, convenient, peaceful and in a great location - near our family, a nice park and several good restaurants. She also makes it so easy to get in and out. 10/10!
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 stars7 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.
Superhost
The living area features a comfortable brown sofa with decorative pillows, accompanied by a small chair. A wooden coffee table sits in front, displaying a decorative bowl. A standing lamp and a window with horizontal blinds provide soft lighting, enhancing the cozy ambiance.
Townhouse in South Oklahoma City
4.73 out of 5 average rating, 22 reviews

Petfriendly furnished townhouse unit 32

ChachieRating, 5 stars16 months ago
Came into OKC for work. The place has everything I'm looking for in a pet friendly extended stay. A true home away from home. Jennifer was easy to communicate with throughout my stay. And the neighbors that I spoke with were all very nice. This spot is at the top of my list whenever I come back into town
Superhost
A spacious living area is furnished with a light-colored sectional sofa, centered around a dark wooden coffee table. Natural light filters through large windows, illuminating a modern fireplace and a wall-mounted TV. Wood flooring adds warmth to the inviting space.
Home in Oklahoma City
4.71 out of 5 average rating, 35 reviews

Boho Bungalow in the heart of OKC

PakuRating, 5 stars3 weeks ago
It was a great place for our weekend stay. It was close to all the places we wanted to explore. The hosts were friendly and let us checked in early. The only downside is having to park in the street. There were a few other cars parked in the streets so it felt a bit crowded having to park on the street. Overall it was a good experience!
A cozy living room features hardwood floors and large windows allowing natural light to illuminate the space. A blue sofa and a comfortable armchair are positioned near a round coffee table. Soft lighting from two lamps creates a welcoming atmosphere, complemented by a large TV on a media console.
Apartment in Oklahoma City
4.81 out of 5 average rating, 470 reviews

Cozy, Private, Historic Mesta Park Apartment!

KatelynRating, 5 stars2 weeks ago
This place is absolutely adorable. Such a convenient location. Cassi was super helpful. Will book again for another stay!

Family-friendly home rentals with a pool

Top guest favorite
A swimming pool is featured at the center of a spacious patio area, with a gently curving shape and steps leading down into the water. Outdoor seating is arranged nearby under a shaded structure, enhancing relaxation options. Lush greenery and a wooden fence define the perimeter.
Guesthouse in Lawton
5 out of 5 average rating, 241 reviews

No Cleaning Fee. Home near Post and the Refuge.

JanaRating, 5 stars2 weeks ago
Travis was very welcoming and the guest house was wonderful. Perfect for our soldier's family day!
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, 283 reviews

Special rate* Beautiful Lakeview Fun in the Sun!

StephenRating, 5 stars6 months ago
Sheri was a wonderful hostess! She went above and beyond to ensure we had a fantastic vacation. The house was super clean and smelled great! The views were absolutely breathtaking as well. Sheri even recommended a local restaurant which was super delicious! We highly recommend staying at Sheri’s place if you are in the area!
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 stars1 month 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
Guest favorite
A cozy living area features a gray sofa adorned with decorative pillows, complemented by a light-colored coffee table. A large window allows natural light to flood the space, while potted plants add a hint of greenery. Framed artwork hangs on the wall, enhancing the inviting atmosphere.
Apartment in Norman
4.73 out of 5 average rating, 197 reviews

OU-2 Bed, 1 bath next OU.

MayviRating, 5 stars1 week ago
Carmen’s apartment was so cute and cozy. I had a fantastic stay at this Airbnb! The place was spotless, cozy, and exactly as described in the listing. The host was incredibly welcoming and responsive, making check-in and communication super easy. The location was perfect—close to everything I needed but still quiet and relaxing. I especially appreciated the little touches like extra towels, and coffee. I’d absolutely stay here again and highly recommend it to anyone visiting the area!
Guest favorite
Home in Norman
4.92 out of 5 average rating, 38 reviews

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

CherissaRating, 5 stars9 months ago
We loved our stay at this fully stocked and large home. We felt peace and comfort from the moment we walked in until the moment we left. Backyard oasis is where we spent most of our time.
Guest favorite
The kitchen features a built-in box-car table made from rustic wood, surrounded by metal chairs. Dark cabinetry contrasts with white subway tiles, and stainless steel appliances, including a refrigerator and stove, are visible. A cozy seating area can be seen in the background.
Home in Northwest Oklahoma City
4.96 out of 5 average rating, 46 reviews

Unique Home with Custom Upgrades and Cool Finishes

HanniaRating, 5 stars4 months ago
I stay in Edmond a week out of every month & have for the last year. This was my favorite place I’ve stayed. The house was very clean & had everything I could’ve needed. It was in a great neighborhood.
Superhost
Home in Bethany
4.89 out of 5 average rating, 45 reviews

Luxury Estate Home at Lake Overholser off Rt. 66

FrancesRating, 5 stars8 months ago
Wonderful stay for our group, and the kids enjoyed the pool!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 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