
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 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

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

Come visit the Happy House!
The Happy House is not just a place to sleep, its a colorful, magical, whismsical and Happy experience! Happy decor, art, flowers, mushrooms, and mythical creatures brighten every smile. Enjoy the outdoors with the privacy fenced XL backyard, trampoline, swing set, grill, and patio table or enjoy the snacks, drinks, toys, board games, and TV den inside. Bring your pets big or small, we'll be happy to welcome them all! Just 5 min to Tinker AFB, 15 min to Paycom, Bricktown, OKC Zoo.

Route 66 Oklahoma City 1925 Red Caboose
Enjoy a wonderful night in our 1925 CB&Q wooden caboose. As you pull into the driveway of our little farm, you won’t believe you’re only 20 minutes from downtown Oklahoma City and less than 10 minutes from Edmond. You may encounter deer, turkeys, road runners and much more. Enjoy the lonesome howl of distant coyotes in the evening as you step outside this old waycar. If you’re looking for a unique experience and you’re a romantic fool such as I, come stay a night in 13744.

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.

Powell Cabin Inside Turner Falls Park
This cozy (non-smoking) 1-bed/1-bath cabin at Turner Falls Park accommodates up to 4 people (2 adults, 2 kids). If you need more space or plan to host a party, please look elsewhere. The cabin is fully furnished and steps from picnicking, swimming, and the Falls. *Important Turner Falls Rules:* * Tickets required for all guests daily, including check-in/check-out days. * No re-entry after 10pm. * No pets. * Respond to all host messages.

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

Ultimate Game Night Getaway |Hot Tub, Arcade & Fun

Private Lakefront | POOL TABLE | Fishing | HOT TUB

“Steele” only 3 miles to OU!

Family Home + Back Guest Home

Isn't She Lovely Waterfront-HotTub

Eagles Nest (Hot Tub)

Hogwarts house: hot tub, massage, kitchen, sleep6

Align New Private Indoor Hot Tub & Sauna Retreat
Family- and pet-friendly home rentals

Adorable 1 bedroom cabin with free on-site parking

The Larissa- calm, clean, convenient, serene

The Wanette Weekend Cottage

Beautiful 3 bedroom house/ pool table

Rails & Trails at Moore

The Prancing Pony

The Oasis - A Relaxed 5 Bedroom Home with a Pool

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!

Hilltop Hideaway with a pool & tree house view!

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

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

No Cleaning Fee. Home near Post and the Refuge.

Cute poolhouse with amenities

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $134 SGD | $124 SGD | $132 SGD | $124 SGD | $134 SGD | $134 SGD | $134 SGD | $123 SGD | $124 SGD | $124 SGD | $133 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 1,120 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
- Fairgrounds
- Science Museum Oklahoma
- Plaza District
- University of Oklahoma
- National Cowboy & Western Heritage Museum
- Oklahoma Memorial Stadium
- Quail Springs Mall
- Paycom Center
- Oklahoma City University
- Myriad Botanical Gardens
- Martin Park Nature Center
- Oklahoma City National Memorial & Museum
- Remington Park
- Sam Noble Oklahoma Museum of Natural History
- Oklahoma City Zoo
- The Criterion
- The Zoo Amphitheatre
- Civic Center Music Hall
- Chickasaw Bricktown Ballpark-SE
- Mount Scott





