
Family-friendly holiday 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.

⭐️Backyard Bungalow⭐️Work Travel Friendly
Our Backyard Bungalow is cozy with country charm. Enjoy a peaceful morning on the porch with a hot cup of coffee. Located only 13 miles from Will Rogers Airport and the FAA Academy, this bungalow will give you the comfort of home as you're traveling. The bungalow is located adjacent to the owners home within a quiet neighborhood and just 20 miles from both Oklahoma City and Norman. Internet access will be provided, along with ample space for work-related needs. We look forward to your stay!

The Highland Hideout- 2 Bed/2 Bath/Firepit
Looking for peace and quiet, you can’t beat this farmhouse. Located just 4 miles north of Broadway Ave in Sulphur, nestled at the end of a long private driveway this home is the perfect location to getaway from it all. With 2 bedrooms and 2 bathrooms. It has a view overlooking a beautiful pond and you can be sure to see some of the most beautiful sunsets Oklahoma has to offer. If you love farm life without the hassle, this is the place to be. You’ll also get to see and enjoy our Highland cattle

The Adventure Home
Relax with the whole family at this peaceful place to stay. Our home is located two blocks from USAO and a seven minute to downtown Chickasha, where you can find the Leg Lamp. It is also a three minute drive to Shannon Springs Park, home of the Festival Lights. The home offers a spacious back yard and out door dinning area. Our kitchen is fully equipped to cook in. About this space. It is a two bedroom that can comfortably sleep 5 with a queen and a twin over full bunk bed. *New* Washer/dryer

Peaceful 2 bedroom home in the country with pool
Relax with the whole family at this peaceful place to stay in the country. The master bedroom has a king size bed, TV and full size closet. The second bedroom has a Queen size bed and a Twin size bed Bathroom has shower/tub The laundry room equipped with a washer, dryer, iron and ironing board Fully equipped kitchen Enjoy swimming in the pool, walking trails in the woods 10 min drive to the famous Chicken Shack for some good food and great atmosphere •Queen air mattress available

Modern, Clean, Cute Private Apartment close to OU!
Guests will love staying at this entire above-home apartment that features tons of amenities to make their stay memorable. This place features a private entrance, coffee, snacks, beverages, Fast Wifi, & free parking! 15 minutes to OU & Riverwind Casino! This place also has a private, covered pavilion that is great for hanging out and cooking on our outdoor grill. Outdoor area may be shared. Our beautiful swing set located in the back yard is perfect for photoshoots or enjoying the weather.

Oak Spring Retreat! Rest, Hike, Fish and Explore!
Relax with the whole family at this peaceful getaway . This 3 bedroom 2 bathroom home sleeps 6 and is located on 20 secluded acres with private wooded hiking trails and a 3 acre spring fed stocked pond! Enjoy exploring our one of a kind property and seeing all the wildlife! We have a row boat available so bring your poles! Our game shop has ping pong, basketball and other games. Located 45 minutes from OKC and 10 minutes from OKlahoma Baptist University! REST ADVENTURE PLAY EXPLORE UNPLUG

Sage Guest Cottage! Your Own Very Private HotTub!
Sage Cottage is located in the beautiful Pottawatomie County in our own Oaklore Forest. The cottage sleeps two on our queen size bed, Has a mini-kitchen and 3-piece bathroom with stand-up shower. The kitchen is equipped with a small bar sink, double hot plate, toaster, microwave, coffee pot, kuerig, toaster oven, small fridge and cooking essentials. There is a bistro table, picnic table, grill & breakfast table inside! Free Wi-Fi, Hot tub open all year, robes, see "other things to note"

Exotic Animal Hotel
Come stay in your very own unique safari room! Come stay the night with over 100 exotic animals from around the world! We are an exotic animal encounter experience! Your windows from your room are connected to the ringtail lemur and ruffed lemur enclosures! There is also a fire pit, playground, and a ton of hiking! You can even see a lot of the animals from outside your Airbnb! This is a very family oriented environment! You are encouraged to just relax and spend time with your family!

Tiny Cabin at the DonkeyRanch
It's a 200sqft Cabin in the middle of a 20 acre Pasture with views of the Slick Hills and Mt Scott.Minutes from lake Lawtonka and Medicine Park. Donkeys and horses roam free,as do normal country bugs and critters Plenty of room for family events and reasonable parties,,, I deleted the rest of this message.. Rent or Don't I could've sold the cabin ,but argued with Mom that people need to get off their ass and experience a different life. Safe place,except Oklahoma weather and Donkey shit

The Scissortail, a Downtown Wheeler District Stay
🎡 RIVERFRONT DOWNTOWN DISTRICT🎡 Wheeler District is OKC’s newest downtown community showcasing the original historic Santa Monica Pier Ferris Wheel as the gateway for its riverfront plaza. Unique homes built with appealing architectural designs, retail shophomes, fabulous eateries, and a national award winning brewery set this district apart. With the scenic view of its ferris wheel and the downtown skyline, this urban escape provides perfect relaxation amid your Oklahoma City stay!

The Painted Silos - The Sunflower Bin
Nestled in Elgin, Oklahoma, this converted grain bin offers a unique experience. A short drive from Ft. Sill, Medicine Park and the Wichita Mountain Wildlife Refuge. Featuring modern amenities with a rustic charm, this silo has been tastefully decorated and outfitted with all the luxuries you need for a cozy stay. This charming silo sleeps up to four and includes a stylish living area, fully equipped kitchen, dining area, one spacious bedroom, cozy built in bunk beds, and 1.5 bath.

Relaxing Farm retreat on 40 acres in Arcadia
Come and relax on a 40 acre farm in Arcadia, OK! The beautiful two story wood barn features a newly built out 2,000 sq.ft. apartment with all the amenities for a comfortable stay. This includes a full kitchen, 85 inch TV with surround sound, two loft bedrooms with three beds each, a Weber Grill, & plenty of relaxing space. The property includes hiking trails, kayaks, multiple animals, and Kenny the Clydesdale! Please no parties, we live on site and enjoy the quiet relaxing farm too.
Popular amenities for Chickasha family-friendly rentals
Family-friendly home rentals with a hot tub

POOL OPEN 3/31 - Lake Oasis w/pool, Hot tub, Gym

Isn't She Lovely Waterfront-HotTub

Apache Retreat- 1 mile to OU Campus with Hot Tub

Cozy Route 66 Cabin with Hot Tub in Edmond, OK

Eagles Nest (Hot Tub)

The lil' Okie in Norman, OK

Home Away From Home with hot tub!

McNair Westgate House, Golf Oasis, Pool, Hot Tub
Family- and pet-friendly home rentals

Cozy Studio Apartment

10 min OKANA! Ask longer stays Cozy Cottage-Metro

Tinker AFB OKC I-40 Maverick Themed Getaway!

King Bed • Nichols Hills • Stylish Studio

The Blue House Oasis in Wanette

Tiny Home with Private Patio

The Prancing Pony

Harper's Landing Medicine Park Ft Sill Refuge
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

Home Away From Home, 1b get-away & more!

“Steele” only 3 miles to OU!

1 BR Close to OU & Downtown/Indoor Pool & Hot Tub!

Beautiful Large Group Retreat w/Private Pool

Grand Pool oasis: Massage, HotTub, Games

The Oasis - A Relaxed 5 Bedroom Home with a Pool

Warm Getaway with a Poolside Patio in Norman, OK
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £71 | £69 | £71 | £71 | £77 | £77 | £77 | £71 | £71 | £71 | £77 | £76 |
| Avg. temp | 3°C | 6°C | 11°C | 15°C | 20°C | 25°C | 28°C | 27°C | 23°C | 16°C | 10°C | 4°C |
Quick stats about holiday rentals that are family-friendly in Chickasha

Total holiday rentals
Explore 30 holiday rentals in Chickasha

Nightly prices starting at
Chickasha holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 1,120 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Chickasha holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chickasha rentals

4.9 Average rating
Chickasha stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Frontier City
- Oklahoma City Museum of Art
- National Cowboy & Western Heritage Museum
- Science Museum Oklahoma
- Fairgrounds
- University of Oklahoma
- Myriad Botanical Gardens
- Plaza District
- Oklahoma Memorial Stadium
- Quail Springs Mall
- Paycom Center
- Oklahoma City Zoo
- Oklahoma City University
- The Zoo Amphitheatre
- Martin Park Nature Center
- Bricktown
- Civic Center Music Hall
- The Criterion
- Remington Park
- Oklahoma City National Memorial & Museum
- Sam Noble Oklahoma Museum of Natural History
- Medicine Park Aquarium And Natural Sciences Center




