
Family-friendly holiday 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.

⭐️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

Hidden Hollow Honey Farm: firepit, wildlife, fun!
Low single occupancy rate, $10/guest thereafter. Tucked away on 5 serene acres in central Edmond, Hidden Hollow Honey Farm offers 540sq ft of safe, quiet lodging w/in walking distance of Edmond restaurants & activities. Close to Mitch Park/Golf/Route 66/OCU & UCO/Soccer/Tennis. 2nd bedroom is a small bunkhouse for kids - see pics. WIFI, 2 big Smart TV’s w/antennas, King bed, toys/books/games, rustic cottage kitchen w/coffees/teas/snacks, patios w/firepits/swings, pond/apiary views, & wildlife.

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.

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 Scissortail, a Downtown Wheeler District Stay
🎡 DOWNTOWN RIVERFRONT DISTRICT🎡 Wheeler District is OKC’s newest downtown community showcasing the original historic Santa Monica Pier Ferris Wheel as the gateway for its riverfront plaza. Unique homes built with appealing architectural designs, retail shophomes, fabulous eateries, and a national award winning brewery set this district apart. With the scenic view of its ferris wheel and the downtown skyline, this urban escape provides perfect relaxation amid your Oklahoma City stay!

Centrally Located Guest Suite On 2 Acres
Centrally Located, Less than 5 mins drive to the Adventure District ( Okc Zoo, Science Museum and Tinseltown) 4 miles from Downtown Bricktown This is a Converted in law room with private separate entrance. It also includes a covered back patio with seating The guest suite is attached to the main house. Access to guest suite via Keypad Lock All living areas are treated with BIOSWEEP® SURFACE DEFENSE it provides a safe and effective defense against germs, bacteria, and viruses.

Modern & historic - Amazing Studio near State Fair
Welcome to your quiet and cozy Airbnb nestled in a historic neighborhood, just minutes away from , STATE FAIRGROUNDS, Oklahoma City University and the vibrant Plaza District. With its convenient location, you're less than 12 minutes from Downtown, ensuring easy access to all the city has to offer. Whether you're exploring the local attractions or simply relaxing in the comfort of your space, this Airbnb provides the perfect retreat for your stay. in Oklahoma City..

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!

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.

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.

Sooner Suite - Private Entry & Close to OU!
Come and go as you please from this completely remodeled private entry suite. Quiet neighborhood less than 1 mile to south campus. Enjoy a queen size platform bed and walk-in shower. Cozy and clean. Your space shares a wall with our home’s den. (with newly installed insulation and a solid core door to deter sound though we can’t guarantee you won't hear our small children.)
Popular amenities for Chickasha family-friendly rentals
Family-friendly home rentals with a hot tub

Ultimate Game Night Getaway |Hot Tub, Arcade & Fun

Monthly rental Romantic | Hot tub | Rainshower

Private Lakefront | POOL TABLE | Fishing | HOT TUB

Stay on Historic Route 66! OKC Nest: Guesthouse

McNair 906 Golf Haven, Hot Tub, Ping Pong

Eagles Nest (Hot Tub)

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

New Align Hot Tub & Sauna Retreat Wichita Mountain
Family- and pet-friendly home rentals

The Farmhouse at P Bar Farms

Convenient house near OU campus

The Prancing Pony

Cozy Retreat Near Downtown OKC, OU Medical Dist.

Blue Bungalow/ 66 Airstream OU Med/Downtown $0 fee

Come visit the Happy House!

Respite Retreat Capitol

Peaceful pet friendly home near OKC and more!
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

Special rate* Beautiful Lakeview Fun in the Sun!

Clean & Comfy Home in Lawton

Carmen's Campus-close 2 bedroom luxury 1

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

Lake Oasis w/pool, Hot tub, Gym

Tiny log cottage, Woods, Creek, Mountains, Hot Tub

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 | £72 | £70 | £72 | £72 | £78 | £78 | £78 | £71 | £72 | £85 | £78 | £78 |
| 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 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 £52 per night before taxes and fees

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Chickasha holiday rentals include wifi 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!
Destinations to explore
- Frontier City
- National Cowboy & Western Heritage Museum
- Science Museum Oklahoma
- Oklahoma City Museum of Art
- Myriad Botanical Gardens
- University of Oklahoma
- Oklahoma Memorial Stadium
- Sam Noble Oklahoma Museum of Natural History
- Remington Park
- Oklahoma City Zoo
- The Zoo Amphitheatre
- The Criterion
- Bricktown
- Mount Scott
- Martin Park Nature Center
- Civic Center Music Hall
- Oklahoma City University
- Quail Springs Mall
- Plaza District
- iFly Indoor Skydiving
- Fairgrounds
- Medicine Park Aquarium And Natural Sciences Center
- Paycom Center




