
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!

No Cleaning Fee. Home near Post and the Refuge.
Furnished 1,000 sq ft. home, recently re-modeled and includes conveniences designed to meet the needs of families looking for a quiet and relaxing get-away with their Soldier, busy professionals, or those enjoying a vacation. I want this house to be your "home away from home" . So you do not need to bring your iron, bath, or kitchen items! This home is located 10 miles from Lake Lawtonka, Ft. Sill and Wichita Mountains Wildlife Refuge. Pool open mid May to early June Pool closed October.

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

Hidden Hollow Honey Farm: firepit, wildlife, fun!
Low single occupancy rate, $10/guest thereafter. Tucked away on 5 serene acres in central Edmond, Hidden Hollow Honey Farm offers 540sq ft of safe, quiet lodging w/in walking distance of Edmond restaurants & activities. Close to Mitch Park/Golf/Route 66/OCU & UCO/Soccer/Tennis. 2nd bedroom is a small bunkhouse for kids - see pics. WIFI, 2 big Smart TV’s w/antennas, King bed, toys/books/games, rustic cottage kitchen w/coffees/teas/snacks, patios w/firepits/swings, pond/apiary views, & wildlife.

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.

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 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.

Italian Cabin
At Lori’s Country Cabins you can kick back and relax at this unique and peaceful getaway in the country but still close to town. The Italian cabin offers a private porch with seating, charcoal grill and a fire pit right outside your duplex style cabin. Fix a snack or a full meal with a kitchenette. More than two staying, no worries there is a loft with a movable ladder for easy access with a floor mattress. Pets are welcome with a non-refundable pet fee.

Hidden Treasure Pool House Near I-40
If you like a little extra in your travels, you're welcome to our 1300 sq. ft. Guest Home on a 17 acre setting just 35 minutes from downtown OKC or 20 minutes from Weatherford OK. Secure location with a gated entry and some quiet scenic country but just a short drive away from the action in OKC. Great place for couples, solo adventurers, business travelers, and a family with children. NO parties or large groups. No more than 6 people on the premises.

Serenity Cottage + hot tub in the country
Relax. Refocus. Write a special moment into your story. Our thoughtfully designed shipping container is where comfort and elegance intertwine. We want your stay to be filled with simple pleasures. No TV but fast WiFi for your devices. Find solace on the porch, sipping coffee with a fresh cinnamon roll. Immerse yourself in relaxation in the hot tub. As evening falls, gather around the fire pit under the starlit sky.
Popular amenities for Chickasha family-friendly rentals
Family-friendly home rentals with a hot tub

“Steele” only 3 miles to OU!

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

Apache Retreat- 1 mile to OU Campus with Fire Pit

Cozy Route 66 Cabin with Hot Tub in Edmond, OK

Eagles Nest (Hot Tub)

Log Cabin by the Woods, Creek, Mountains, Hot Tub

L-Town Retreat (Hot tub, full kitchen) Ft Sill

The lil' Okie in Norman, OK
Family- and pet-friendly home rentals

The Yellow Door - West Side Norman Retreat & Pool

Creekside Cabin

The Wanette Weekend Cottage

Tinker AFB OKC I-40 Maverick Themed Getaway!

Peaceful Home • Nichols Hills • Walk to OKC Ballet

Rails & Trails at Moore

Bow Hunting Paradise/Forest Retreat-Arbuckle Lake

Open skies Fresh air Great times- Modern Farmhouse
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

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

Special rate* Beautiful Lakeview Fun in the Sun!

Hilltop Hideaway with a tree house view!

Carmen's Campus-close 2 bedroom luxury 1

Villa On 45th-Gorgeous 3 bedroom w/pool & hot tub!

Beautiful Large Group Retreat w/Private Pool

1 BR Close to OU & Downtown/Indoor Pool & Hot Tub!
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $125 SGD | $121 SGD | $125 SGD | $125 SGD | $135 SGD | $135 SGD | $135 SGD | $123 SGD | $125 SGD | $125 SGD | $134 SGD | $132 SGD |
| 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 $90 SGD per night before taxes and fees

Verified guest reviews
Over 1,030 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
- University of Oklahoma
- Fairgrounds
- Myriad Botanical Gardens
- Quail Springs Mall
- Plaza District
- Paycom Center
- Oklahoma City Zoo
- Civic Center Music Hall
- Oklahoma City University
- Martin Park Nature Center
- Bricktown
- Remington Park
- The Criterion
- The Zoo Amphitheatre
- Oklahoma Memorial Stadium
- Sam Noble Oklahoma Museum of Natural History
- Oklahoma City National Memorial & Museum




