
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$14,629 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

Farmhouse Retreat
Need a break from the busyness? Just driving through? Coming in to town to see family or friends? Want a weekend getaway? Come stay in a relaxing and well furnished farmhouse located on 40 acres in the hills of Arcadia, OK. The property features over a mile of wooded walking trails, a three acre pond, family friendly farm animals including everyone's favorite, Kenny the Clydesdale, a scenic back porch and more. The property and farmhouse is family friendly and accommodates up to six guests.

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!

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.

Sommers Cottage
Satisfy your wanderlust and brighten your stay at Sommers Cottage centrally located in Duncan, OK. Newly furnished and full of flower power including a fun mural for selfies. A lot of love has been poured into our cottage to make it unique, clean and well-appointed. Sommers Cottage is a 2 Bedroom 1 Bathroom home built in 1940. Perfect for singles, couples or business travel. *Wifi *Washer & Dryer *Record player *Iron & Ironing board *Smart TV's *Ceiling Fans *Hair dryer

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

Heron House - Cabin in retreat-like setting

Blue Bell Lakeside Duplex(w/ 10ac pond/lake/pool)

Peaceful 2 bedroom home in the country with pool

“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

Cozy Route 66 Cabin with Hot Tub in Edmond, OK
Family- and pet-friendly home rentals

RiverfrontCabin on 130 Acres/Kayaks/Fishing/R&R

Cozy Studio Apartment

Creekside Cabin

The Wanette Weekend Cottage

The Roost, No pet fees, fenced yard

Rails & Trails at Moore

Modern & historic - Amazing Studio near State Fair

A Cozy Yukon Getaway off I40!
Family-friendly home rentals with a pool

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

Hilltop Hideaway with a pool & tree house view!

Beautiful Large Group Retreat w/Private Pool

The Prancing Pony

The Oasis - A Relaxed 5 Bedroom Home with a Pool

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,944 GYD | G$20,272 GYD | G$21,526 GYD | G$20,272 GYD | G$21,944 GYD | G$21,944 GYD | G$21,944 GYD | G$20,063 GYD | G$20,272 GYD | G$20,272 GYD | G$21,735 GYD | G$21,526 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
- iFly Indoor Skydiving
- Will Rogers Park
- Holy City of the Wichitas





