
Family-friendly holiday rentals in Chickasha
Find and book unique family-friendly homes on Airbnb
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 $98 AUD per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chickasha holiday 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!
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!

Align New Private Indoor Hot Tub & Sauna Retreat
Nestled amongst The Wichita Wildlife Refuge and Downtown Medicine Park, this BRAND NEW tranquil retreat features a Private Indoor Hot tub/Pool, Private Sauna, Gym, 2 Bedrooms both with King Beds, 2 full Bathrooms with showers and a mountain view balcony. Need more space? Accommodate up to 8. Book both houses on the same property at Soak Haus Balance 5 Min Walk to Downtown Medicine Park 6 Min Drive to Lake Lawtonka 6 Min Drive to Wichita Mountains 15 Min Drive to Fort Sill 20 Min Drive to Lawton

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.

Country Oasis 5 minutes from Chickasha
Escape to this peaceful countryside barndominium, just 5 minutes from the Chickasha Sports Complex, Grady County Fairgrounds, and historic downtown Chickasha. Whether you’re here for a tournament, business, or a relaxing getaway, you’ll enjoy the perfect blend of comfort and convenience. The home is fully accessible and equipped with grab bars in the shower and bedroom. Enjoy the convenience of a full-size washer and dryer, well Equipped kitchen, comfortable furnishings, and ample space.

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.

“Steele” only 3 miles to OU!
🌟 4BR | 2BA Home with Pool & Hot Tub! 🌟 Escape to comfort and style in Norman’s most desirable neighborhood! Perfect for singles, couples, or families, this home has everything you need for a relaxing stay. 💦 Private Pool & Hot Tub – unwind, relax, and soak your stress away (use at own risk) 🏡 Spacious & Modern – 4 bedrooms, 2 bathrooms, fully equipped kitchen📍 Prime Location – just 3 miles from OU— it’s ah Steele! Note: No parties, events, or gatherings permitted.

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.

Caroline's Suite
Relax with the whole family at this peaceful, cozy home. This completely updated home sleeps up to 6 people with a queen bed in one room, twin trundle beds in the other, and a sleeper couch, and a full kitchen. Stay comfortable anywhere in the house as each room has a mini split system with remotes. For your furry friends, a spacious, fenced back yard. Near USAO, Shanon Springs Park, and the Sports Complex. Quick drive to Grady Co Fairgrounds. Enjoy!

*2 KINGS* Clean & Comfortable* Home Away From Home
Bring the whole family to this great place with lots of room for fun. Walking distance to a park. Less than 2 miles to Mustang Town Center which offers affordable day passes to community zero entry pool (seasonal), fitness, rock wall, disc golf and more! Easy commute to FAA, armory, airport, restaurants, Bricktown, convention center and Scissor Tail Park. All new furniture and beds as of 4/2022. Level 2 electric vehicle charging available.

Cardinal Birdhouse Cottage ADA friendly.
The Cardinal Birdhouse Cottage provides a barrier free entry with an elevated water-view deck. So close to shops and restaurants but restful and convenient with a Nectar mattress, wireless internet, large television, coffee maker, microwave, small fridge and many other amenities. This suite is ADA friendly with an oversized shower and close designated parking. The Cardinal shares a deck with the Bluebird and does NOT have a round window.
Popular amenities for Chickasha family-friendly rentals
Family-friendly home rentals with a hot tub

Eagles Nest (Hot Tub)

Apache Retreat- 1 mile to OU Campus with Hot Tub

McNair Golf Front, Hot Tub, Poker Room, Ping Pong

Home Away From Home with hot tub!

Book the Lodge-Pool-hot tub 4 king,14 bed, dine 24

Sooner Oasis-Pool, Hot Tub, Arcade, 3 miles to OU!

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

GUEST HOUSE 1.5 miles to OU CAMPUS
Family- and pet-friendly home rentals

Creekside Cabin

Harper's Landing Medicine Park Ft Sill Refuge

The Prancing Pony

Sleeps 6 in Prime Location

Entire Barndominium located on 5 acres!

The Tiny House

Spacious Contemporary

Welcome to the Ranch at OU.
Family-friendly home rentals with a pool

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

Roomy two Story, Cozy w/ private pool

Warm Getaway with a Poolside Patio in Norman, OK

No Cleaning Fee. Home near Post and the Refuge.

Charming, one room Carriage House w/pool

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

Ft Sill house big enough for everyone.

The Oasis - A Relaxed 5 Bedroom Home with a Pool
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $147 AUD | $136 AUD | $144 AUD | $144 AUD | $143 AUD | $158 AUD | $147 AUD | $134 AUD | $136 AUD | $136 AUD | $145 AUD | $144 AUD |
| 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 |
Destinations to explore
- Fairgrounds
- Plaza District
- University of Oklahoma
- Paycom Center
- Quail Springs Mall
- Frontier City
- Oklahoma Memorial Stadium
- Science Museum Oklahoma
- Oklahoma City University
- Oklahoma City Museum of Art
- Oklahoma City Zoo
- Civic Center Music Hall
- Martin Park Nature Center
- Oklahoma City National Memorial & Museum
- Sam Noble Oklahoma Museum of Natural History
- Remington Park
- National Cowboy & Western Heritage Museum
- Myriad Botanical Gardens
- Chickasaw Bricktown Ballpark-SE
- Bricktown
- Will Rogers Park
- iFly Indoor Skydiving
- Mount Scott
- Holy City of the Wichitas





