
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

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 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.

Cool Bungalow near the Plaza, Paseo, & Fairgrounds
This unique blue Bungalow features art that highlights the area including Midtown, Paseo, the Plaza and all the great things 23rd St. has to offer. Built in 1924, this home has all the charm of an older home with all the modern amenities of a new one. The ground floor features a living room, dining room, a closet turned into a place to "get ready", bathroom, bedroom with a queen bed, kitchen, and laundry room. The upstairs houses a second bedroom with a queen and twin bed.

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

Monthly rental Romantic | Hot tub | Rainshower

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

McNair 906 Golf Haven, Hot Tub, Ping Pong

Eagles Nest (Hot Tub)

Align New Private Indoor Hot Tub & Sauna Retreat

Monthly rental 2-bedrm:Hot tub | Garden | shopping

HEART OF PLAZA District | HOT TUB | POOL TABLE

Large Central OKC Indoor Hot Tub- Weekly Discounts
Family- and pet-friendly home rentals

Entire Barndominium located on 5 acres!

The Larissa- calm, clean, convenient, serene

Convenient house near OU campus

The Campus Cottage - Walkable to OU Campus

The Prancing Pony

Cozy Retreat Near Downtown OKC, OU Medical Dist.

welcome to the soonerschooner

Respite Retreat Capitol
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

Clean & Comfy Home in Lawton

“Steele” only 3 miles to OU!

Boyd Street Retreat

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

No Cleaning Fee. Home near Post and the Refuge.

The Chartreuse Moose, apartment w/pool for 4

Sunrise Suite Cedar Springs Ranch OK
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $169 NZD | $164 NZD | $169 NZD | $169 NZD | $183 NZD | $183 NZD | $183 NZD | $167 NZD | $169 NZD | $200 NZD | $183 NZD | $183 NZD |
| 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 $122 NZD per night before taxes and fees

Verified guest reviews
Over 1,030 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, Wi-Fi 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
- Fairgrounds
- Plaza District
- The Criterion
- Quail Springs Mall
- Mount Scott
- Oklahoma City University
- The Zoo Amphitheatre
- Paycom Center
- Medicine Park Aquarium And Natural Sciences Center
- Bricktown
- Remington Park
- Oklahoma City Zoo
- Sam Noble Oklahoma Museum of Natural History
- Civic Center Music Hall
- Oklahoma Memorial Stadium
- Martin Park Nature Center




