
Family-friendly vacation rentals in Chickasha
Find and book unique family-friendly homes on Airbnb
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 G$14,638 GYD per night before taxes and fees

Verified guest reviews
Over 1,120 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!
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

Eagles Nest (Hot Tub)
This cabin is rustic yet elegant, rock interior wall in kitchen with apron sink, butcher block cabinet tops and stainless appliances. There is a grand rock wood fireplace, stained concrete floors, deep soaking tub in master bath. The cabin has a bedroom and bath downstairs and bedroom and bath upstairs. Features a 4-seater hot tub in private covered patio. Eagles Nest sits in the foothills of the Wichita Mountains which gives it that amazing "cabin feel." Eagles Nest is a home away from home.

Adorable Private Guest House, Quiet, Clean, Wi-Fi!
Guests will love staying at this entire guest house that features tons of amenities to make their stay memorable. This place features a private entrance, coffee, snacks, beverages, Fast Wifi, free parking, and more! Located close to University of Oklahoma & Riverwind Casino! This place also has a covered pavilion that is great for hanging out and cooking on our outdoor grill. Our beautiful swing set located in the back yard is perfect for photoshoots or enjoying the weather. May be shared.

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.

Chief Cabin Wichita Mountains Medicine Park Cache
The Chief Cabin at The Lazy Buffalo portrays the life of the Great Comanche Chief Quanah Parker. His original Star House which is on the National Register of Historic Places is less than a mile away. Nestled at the foothills of the mountains and 3 miles from the entrance to the Wichita Mountains Wildlife Refuge, The Lazy Buffalo offers 13 individually themed cabins. The Chief Cabin sleeps 4 guests and has two queen size beds and full bathroom with walk in tiled shower.

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.

GRACE HOUSE: Luxury King Bed Retreat| OU Campus
Welcome to The Grace House, a charming bungalow located just a short walk from the University of Oklahoma! It’s ideal for OU football weekends, campus trips, or family retreats. Stroll over to Gaylord Family–Oklahoma Memorial Stadium, The Library Bar & Grill, Midway Deli, and the North Oval. Additionally, we're only 20 miles away from Oklahoma City, making it easy to enjoy OKC Thunder games or explore Riverwind Casino and Lake Thunderbird State Park.

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!

Harper's Landing Medicine Park Ft Sill Refuge
Beautiful Guesthouse (1 BR 1 BA) nestled between the base of Mt. Scott in the Wichita National Wildlife Refuge and Gondola Lake. King Size Bed & A Queen Size Sofa Sleeper Fireplace Well stocked Kitchen Walk-In Shower Cozy Living Area Screened patio Large Screen Smart Television with Direct TV, Netflix, and other streaming options. Fire Pit Steps to Hiking and Biking Trails Minutes to town Minutes to Ft Sill Gate (Apache)

Serenity Cottage + hot tub in the country
Serenity Cottage at Red Hills Cottage Co. Slow down. Breathe deep. Make memories that last. Welcome to Serenity Cottage, a luxury shipping container retreat thoughtfully designed to help you escape the busyness of everyday life and rediscover the joy of simple moments. From the moment you arrive, you'll be greeted with fresh flowers and complimentary homemade cinnamon rolls—our way of saying, "We're so glad you're here."
Popular amenities for Chickasha family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Mermaid studio: Hot tub | Rainshower

“Steele” only 3 miles to OU!

Cozy cottage with hot tub by Lake Thunderbird

Isn't She Lovely Waterfront-HotTub

Apache Retreat- 1 mile to OU Campus with Hot Tub

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

Lord Of The Rings: hot tub, massage, cook, sleep10

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

Adorable 1 bedroom cabin with free on-site parking

Creekside Cabin

Fun 3 bedroom home with extras. Good vibes await!

The Roost, No pet fees, fenced yard

Relax & Recharge | Hot Tub | Sauna | Cold Plunge

Rails & Trails at Moore

Modern & historic - Amazing Studio near State Fair

Tiny Home with Private Patio
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

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

GUEST HOUSE 1.5 miles to OU CAMPUS

Carmen's Campus-close 2 bedroom luxury 1

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

Poppy's Place - Campus Home w/ Pool

The Prancing Pony

No Cleaning Fee. Home near Post and the Refuge.
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,957 GYD | G$20,284 GYD | G$21,539 GYD | G$20,284 GYD | G$21,957 GYD | G$21,957 GYD | G$21,957 GYD | G$20,075 GYD | G$20,284 GYD | G$20,284 GYD | G$21,748 GYD | G$21,539 GYD |
| 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 |
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- Fairgrounds
- University of Oklahoma
- Plaza District
- Paycom Center
- Frontier City
- Quail Springs Mall
- Science Museum Oklahoma
- Oklahoma Memorial Stadium
- Oklahoma City Museum of Art
- Oklahoma City University
- National Cowboy & Western Heritage Museum
- Sam Noble Oklahoma Museum of Natural History
- Martin Park Nature Center
- Oklahoma City National Memorial & Museum
- Civic Center Music Hall
- Oklahoma City Zoo
- Remington Park
- Myriad Botanical Gardens
- Bricktown
- Chickasaw Bricktown Ballpark-SE
- iFly Indoor Skydiving
- Mount Scott
- Will Rogers Park
- Holy City of the Wichitas





