
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 Earth House: rest & recharge in central Norman
**PLEASE DO NOT USE ANY PLUG INS, SCENTED CANDLES OR DETERGENT/DRYER SHEETS W SYNTHETIC FRAGRANCE**Fully restored hundred year old home in the heart of Norman, the Earth house is next to the historic Earth Natural Foods and Cafe. This unique studio space has an open floor plan, murphy bed, vaulted ceilings and custom kitchen. Located one mile from campus corner, downtown and the University of Oklahoma there is easy access to stores, restaurants, museums and a 25 minute drive to Oklahoma City.

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

Clean, cozy vibe- walk to Plaza! 2/2
Designed with natural textures, earthy tones, & great natural light to ensure a cozy, calm vibe you won’t want to leave! Dbl master suite w/ 2 queen bds & 2 ensuite private baths makes this perfect for 2 couples, families, professionals, or anyone looking to stay in the heart of OKC and still get a local experience. PLAZA is OKC's best arts districts & only a 3 block walk to delicious food, world class street art, coffee, local shops, festivals, live music, & more. Downtown OKC is 5 min drive!

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.

The Hive
Gorgeous and unique town home located in the beautiful Wheeler District in Oklahoma City. This unit is steps away from local dining and a 5 star brewery, and walking distance to the iconic OKC ferris wheel, park, and Oklahoma River walking and bike trail. The Hive is a two-floor residence located above a design and wine boutique with two bedrooms, two full baths, and a powder bath. The unit has one dedicated parking spot and keyless entry. *no smoking is allowed anywhere on the premises*

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!

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.

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.

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

Monthly rental Romantic | Hot tub | Rainshower

Ultimate Game Night Getaway |Hot Tub, Arcade & Fun

Sage Guest Cottage! Your Own Very Private HotTub!

Stay on Historic Route 66! OKC Nest: Guesthouse

Eagles Nest (Hot Tub)

Align New Private Indoor Hot Tub & Sauna Retreat

McNair Westgate House, Golf Oasis, Pool, Hot Tub

Welcome to the Ranch at OU. * HOT TUB *
Family- and pet-friendly home rentals

Cozy Condo

Modern & historic - Amazing Studio near State Fair

The House with the Blue Door

The Prancing Pony

Park Place - Historic & Stylish

Respite Retreat Capitol

Peaceful pet friendly home near OKC and more!

"The Happy House" 3 bed/2 bath Beautiful Home
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

Hilltop Hideaway with a tree house view!

Clean & Comfy Home in Lawton

“Steele” only 3 miles to OU!

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

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

No Cleaning Fee. Home near Post and the Refuge.

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 | £72 | £70 | £72 | £72 | £78 | £78 | £78 | £71 | £72 | £72 | £77 | £76 |
| 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
- Oklahoma City Museum of Art
- University of Oklahoma
- Science Museum Oklahoma
- Fairgrounds
- Myriad Botanical Gardens
- Quail Springs Mall
- Oklahoma City University
- The Criterion
- Martin Park Nature Center
- Plaza District
- Paycom Center
- Bricktown
- Remington Park
- Sam Noble Oklahoma Museum of Natural History
- Oklahoma City Zoo
- The Zoo Amphitheatre
- Civic Center Music Hall
- Oklahoma Memorial Stadium
- Oklahoma City National Memorial & Museum




