Family-friendly vacation 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.

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Top guest favorite
A red barn-style building is set within a green lawn, offering ample outdoor space. The structure features multiple windows and a large roll-up door. A military vehicle is parked alongside, with trees lining the background, creating a serene setting.
Farm stay in McLoud
4.96 out of 5 average rating, 365 reviews

Entire Barndominium located on 5 acres!

Enjoy a peaceful setting on 5 acres with a stocked fishing pond. 1 bedroom(additional queen murphy bed)/1.5 bath with washer and dryer for extended stays. Close to local ballfields if traveling with a team. Fiber optic wifi, tv's, full kitchen, king bed, fully furnished, & newly added tornado shelter. Plug ins available to hookup your EV charger. This property of ours is under constant improvement. We are happy to share a little slice of our heaven with others! Pets welcomed with applicable fee.

Top guest favorite
A spacious living area features soft carpeting and neutral-toned walls. A comfortable sofa is positioned near a wooden TV stand, which holds a Smart Roku TV. Two upholstered chairs are placed beside a floor lamp, with natural light streaming through the adjacent windows.
Cottage in Tuttle
4.97 out of 5 average rating, 319 reviews

⭐️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!

Guest favorite
A single-story home with a light-colored exterior and a black front door is situated under a clear blue sky. A concrete pathway leads to the entrance, and a grassy area is visible in front of the house, complemented by a large tree providing shade.
Home in Chickasha
4.84 out of 5 average rating, 145 reviews

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

Top guest favorite
A living area is presented with a teal couch adorned with orange cushions, facing a large television. An intricate, round wooden coffee table sits at the center, surrounded by a colorful area rug. A vibrant wall art piece featuring flowers adds a touch of color.
Home in Oklahoma City
4.94 out of 5 average rating, 103 reviews

Cottage 51, 3 Bedroom, Sleeps 6

Cozy cottage in a quiet neighborhood in central Oklahoma City. Brightly decorated with a full kitchen and bathroom. On-site parking with covered area and a large backyard. Located just a short walk or drive to several neighborhood districts that boast great local restaurants, entertainment venues including Western Avenue District, The Paseo, The Plaza, Midtown and The Adventure District. Just a short drive to take in games at the Softball Hall of Fame and Oklahoma City Thunder Basketball.

Top guest favorite
A charming entrance to the cottage is framed by wooden steps leading up to a covered porch. Flower boxes adorn the windows, adding greenery. A grill sits to the side, surrounded by natural landscaping, creating a serene outdoor environment.
Tiny home in Wanette
4.98 out of 5 average rating, 794 reviews

Sage Guest Cottage! Your Own Very Private HotTub!

Sage Cottage is located in the beautiful Pottawatomie County in our own Oaklore Forest. The cottage sleeps two on our queen size bed, Has a mini-kitchen and 3-piece bathroom with stand-up shower. The kitchen is equipped with a small bar sink, double hot plate, toaster, microwave, coffee pot, kuerig, toaster oven, small fridge and cooking essentials. There is a bistro table, picnic table, grill & breakfast table inside! Free Wi-Fi, Hot tub open all year, robes, see "other things to note"

Guest favorite
A spacious living area showcases a comfortable brown sofa with decorative cushions, paired with a rustic coffee table on a patterned rug. The open kitchen features dark cabinetry and stainless steel appliances, with natural light brightening the space through a nearby window.
Farm stay in Wanette
4.97 out of 5 average rating, 121 reviews

Exotic Animal Hotel

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!

Top guest favorite
A welcoming living area features a vibrant yellow sofa, complemented by a cozy pink chair and a round coffee table. Natural light enters through large windows, highlighting the contemporary decor. A television is positioned on a wooden console, and a soft rug adds comfort to the floor.
Guesthouse in Norman
4.97 out of 5 average rating, 282 reviews

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!

Guest favorite
An outdoor space is illuminated by soft twinkling lights, with a cozy firepit at the center surrounded by four chairs. An Airstream RV is positioned nearby, enhancing the charming ambiance of the setting, with a tree leafless in the evening sky.
Campsite in Lawton
4.89 out of 5 average rating, 101 reviews

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.

Top guest favorite
A cozy sleeping area features a spacious bed with decorative pillows and a green comforter. Wall art depicting an Italian scene complements the calming atmosphere. Nightstands are positioned on either side, and a mounted television is visible, alongside a small electric fireplace for ambiance.
Cabin in Blanchard
4.95 out of 5 average rating, 128 reviews

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.

Top guest favorite
Guesthouse in Hinton
4.97 out of 5 average rating, 204 reviews

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.

Guest favorite
Cottage in Davis
4.93 out of 5 average rating, 155 reviews

Powell Cabin Inside Turner Falls Park

This cozy (non-smoking) 1-bed/1-bath cabin at Turner Falls Park accommodates up to 4 people (2 adults, 2 kids). If you need more space or plan to host a party, please look elsewhere. The cabin is fully furnished and steps from picnicking, swimming, and the Falls. *Important Turner Falls Rules:* * Tickets required for all guests daily, including check-in/check-out days. * No re-entry after 10pm. * No pets. * Respond to all host messages.

Top guest favorite
A modern shipping container retreat is framed by lush greenery, showcasing a spacious porch with seating and large windows. The exterior is accented by well-maintained landscaping and a gravel driveway leading up to the entrance.
Shipping container in Chickasha
4.99 out of 5 average rating, 161 reviews

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

When is the best time to visit Chickasha?

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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 ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 1,030 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!