
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.

Boutique Retreat w Private Deck! La Sombra Studio
This modern studio garage apartment is a quiet retreat on 2.5 acres within 15 minutes of Downtown Oklahoma City! If you are looking for boutique experience away from the noise but still accessible to everything the city has to offer the La Sombra Studio is the spot. Perfect for the couple looking to get away, business travelers, or a solo retreat. You will have a private deck with perfect sunset views, fire-pit, outdoor shower for warmer weather, & a table for meals or even working outside.

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

Happy Camper in the Country near Route 66
Here’s your chance to experience an adventure!Have you ever stayed in a cab over camper? The Happy Camper has NO RUNNING WATER . The inside of the camper has a queen size bed, small fridge and microwave along with electric pot to heat water for coffee or tea. There is a port-a-potty in the bathroom Water is available for coffee and bottled water in fridge. NO SMOKING NO PETS ALLOWED NO RUNNING WATER Also check out our other Airbnb https://www.airbnb.com/h/bunkhousenearroute66

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.

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.)

Modern Garage Apartment
Beautiful garage apartment with unique hand-built glass garage door with lots of natural light. The main house is a duplex with two garage apartments in between. This listing is for one of the garage apartments. Premium 65-inch TV, Netflix, and high-speed Wi-Fi internet. Comfortable king-sized wrought iron bed.

The Dakota Suite
Enjoy a stylish experience at this centrally-located place. Near downtown Norman, OU campus, Andrews Park (many festivals year round) or a quick drive to Will Rogers Airport and downtown OKC! You’ll be close to the best restaurants, shops, parks and entertainment venues in town!
Popular amenities for Chickasha family-friendly rentals
Family-friendly home rentals with a hot tub

Monthly rental Romantic | Hot tub | Rainshower

GUEST HOUSE 1.5 miles to OU CAMPUS

Beautiful 3 bedroom house/ pool table/ jacuzzi

Stay on Historic Route 66! OKC Nest: Guesthouse

Eagles Nest (Hot Tub)

NEW Fall Escape • Hot Tub • Walk to Downtown

Family Friendly Haven with Hot Tub

Martha's Place ~ A Mid Century Oasis
Family- and pet-friendly home rentals

Modern Studio near Plaza District

Game room/ kids play room/4bdr/7mins dnwtownokc

Entire Barndominium located on 5 acres!

〰️The Bison | Walk to Paseo & Western Districts

Cozy Historic Home near Western Ave in OKC

Charming Belle Isle Bungalow

*2 KINGS* Clean & Comfortable* Home Away From Home

Cozy Retreat Near Downtown OKC, OU Medical Dist.
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

1 BR Close to OU & OKC with heated Pool & Hot Tub!

Lake Oasis w/pool, Hot tub, Gym

Enchanted Amish Log Cabin Cedar Springs Ranch, OK

The Oasis - A Relaxed 5 Bedroom Home with a Pool

Cute poolhouse with amenities

La casa Linda: Beautiful Pool and Hot Tub

Cozy 1 bed Condo
Quick stats about holiday rentals that are family-friendly in Chickasha
Total rentals
20 properties
Nightly prices starting at
₹6,212 before taxes and fees
Total number of reviews
780 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi