
Family-friendly vacation 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.

Entire Barndominium located on 5 acres!
Enjoy a peaceful setting on 5 acres with a stocked fishing pond. 1 bedroom(additional queen murphy bed)/1.5 bath with washer and dryer for extended stays. Close to local ballfields if traveling with a team. Fiber optic wifi, tv's, full kitchen, king bed, fully furnished, & newly added tornado shelter. Plug ins available to hookup your EV charger. This property of ours is under constant improvement. We are happy to share a little slice of our heaven with others! Pets welcomed with applicable fee.

⭐️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

Cottage 51, 3 Bedroom, Sleeps 6
Cozy cottage in a quiet neighborhood in central Oklahoma City. Brightly decorated with a full kitchen and bathroom. On-site parking with covered area and a large backyard. Located just a short walk or drive to several neighborhood districts that boast great local restaurants, entertainment venues including Western Avenue District, The Paseo, The Plaza, Midtown and The Adventure District. Just a short drive to take in games at the Softball Hall of Fame and Oklahoma City Thunder Basketball.

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!

Cozy Mid Century Modern Loft Near Campus
Nestled in the historic Southridge District of old Norman, this cozy loft is within walking distance of the University of Oklahoma campus and one block from The Mont, well known restaurant and home of the Sooner Swirl . You will fall in love with the views overlooking this beautiful neighborhood and its midcentury-modern boho vibe. Located in the heart of Norman so within minutes you can be at your event. We are a premier home away from home for OU parents!

Airstream w flush toilet, city water, hot tub
Glamping for Two or a Small Crew (Couples + family) Enjoy a scenic Airstream getaway with hot tub, firepit, patio lights, and space to sleep 4. Includes queen bed, sofa double, flush toilet, shower, and AC. Grill dinner, swing under the stars, or play cornhole. Just 5 minutes to Medicine Park, Old Fort Sill, and the Refuge. Perfect for couples or small families. Price varies based on # of guests, weekday or weekends, season, local festivals, and holidays.

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

“Steele” only 3 miles to OU!

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

Beautiful 3 bedroom house/ pool table/ jacuzzi

Stay on Historic Route 66! OKC Nest: Guesthouse

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

Align New Private Indoor Hot Tub & Sauna Retreat

McNair Westgate House, Golf Oasis, Pool, Hot Tub

Home Away From Home with hot tub!
Family- and pet-friendly home rentals

Cute & Cozy with Trailer Parking

Tinker AFB OKC I-40 Maverick Themed Getaway!

Cozy Condo

Spacious MCM, Hot Tub/Sauna/Cold Plunge/Weights

The Farmhouse at P Bar Farms

King Bed • Nichols Hills • Stylish Studio

Harper's Landing Medicine Park Ft Sill Refuge

Come visit the Happy House!
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

Sweet Home Near OU – Heated Pool • 5 Min Drive

Clean & Comfy Home in Lawton

1145-2 OU-2 bed 2 bath apartment close to OU-2

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

Monthly rental Grand Pool: Massage, HotTub, Games

The Prancing Pony

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 | ﺩ.ﺇ356 | ﺩ.ﺇ345 | ﺩ.ﺇ356 | ﺩ.ﺇ356 | ﺩ.ﺇ386 | ﺩ.ﺇ386 | ﺩ.ﺇ386 | ﺩ.ﺇ353 | ﺩ.ﺇ356 | ﺩ.ﺇ356 | ﺩ.ﺇ382 | ﺩ.ﺇ378 |
| 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 vacation rentals that are family-friendly in Chickasha

Total vacation rentals
Explore 30 vacation rentals in Chickasha

Nightly prices starting at
Chickasha vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chickasha vacation rentals include wi-fi 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!
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- Frontier City
- Oklahoma City Museum of Art
- National Cowboy & Western Heritage Museum
- Science Museum Oklahoma
- University of Oklahoma
- Fairgrounds
- Quail Springs Mall
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- Plaza District
- Oklahoma City University
- The Criterion
- Paycom Center
- Oklahoma City Zoo
- Martin Park Nature Center
- Sam Noble Oklahoma Museum of Natural History
- Bricktown
- Oklahoma Memorial Stadium
- Oklahoma City National Memorial & Museum
- The Zoo Amphitheatre
- Remington Park
- Civic Center Music Hall




