
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$14,648 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!

Secluded A-Frame Cabin near Lake Thunderbird & OU
Relax & unwind, this beautiful A-Frame cabin is nestled on 2.5 private acres of peace and quiet. Escape the city life in this immaculate cabin featuring a modern kitchenette with new furnishings. The spiral stairs lead to a comfortably sized loft and sleeping area. A short drive away you can experience local wineries, attractions, and the ever popular Lake Thunderbird State Park. Once back home it is time to enjoy the spacious deck with Chiminea along with spectacular views of the landscape.

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.

Oak Spring Retreat! Rest, Hike, Fish and Explore!
Relax with the whole family at this peaceful getaway . This 3 bedroom 2 bathroom home sleeps 6 and is located on 20 secluded acres with private wooded hiking trails and a 3 acre spring fed stocked pond! Enjoy exploring our one of a kind property and seeing all the wildlife! We have a row boat available so bring your poles! Our game shop has ping pong, basketball and other games. Located 45 minutes from OKC and 10 minutes from OKlahoma Baptist University! REST ADVENTURE PLAY EXPLORE UNPLUG

Exotic Animal Hotel/ with lemur viewing
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.

The Roost, No pet fees, fenced yard
Boomer Sooner Stay | Walk to OU Stadium, Campus Corner & OU Events Each bedroom has its own climate control & USB electrical outlets. Roku TVs in the living-room & both bedrooms. Fully equipped kitchen. We are pet-friendly, please leave no trace of the pet Large yard Nearby attractions: Sutton Wilderness,Gillis-Rother Soccer Complex, Fair grounds, Andrew Park, featuring a delightful water splash area for kids. Walking distance (15 to 20 min )to OU, shops, restaurants, & clubs.

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 is open. Pool closed October.

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.
Popular amenities for Chickasha family-friendly rentals
Family-friendly home rentals with a hot tub

Heron House - Cabin in retreat-like setting

Ultimate Game Night Getaway |Hot Tub, Arcade & Fun

“Steele” only 3 miles to OU!

Sage Guest Cottage! Your Own Very Private HotTub!

Lake Oasis w/pool, Hot tub, Gym

Apache Retreat- 1 mile to OU Campus with Hot Tub

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

Eagles Nest (Hot Tub)
Family- and pet-friendly home rentals

Windsong Villas

Creekside Cabin

Entire Barndominium located on 5 acres!

The Wanette Weekend Cottage

Rails & Trails at Moore

Modern & historic - Amazing Studio near State Fair

Tiny Home with Private Patio

A Cozy Yukon Getaway off I40!
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!

The Prancing Pony

The Oasis - A Relaxed 5 Bedroom Home with a Pool

Cute poolhouse with amenities

Warm Getaway with a Poolside Patio in Norman, OK

La casa Linda: Beautiful Pool, Hot tub, Pool table
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,972 GYD | G$20,298 GYD | G$21,553 GYD | G$20,298 GYD | G$21,972 GYD | G$21,972 GYD | G$21,972 GYD | G$20,088 GYD | G$20,298 GYD | G$20,298 GYD | G$21,762 GYD | G$21,553 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
- Frontier City
- Paycom Center
- 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
- Civic Center Music Hall
- Oklahoma City Zoo
- Oklahoma City National Memorial & Museum
- Remington Park
- Myriad Botanical Gardens
- Bricktown
- Chickasaw Bricktown Ballpark-SE
- Mount Scott
- Will Rogers Park
- iFly Indoor Skydiving
- Holy City of the Wichitas





