Family-friendly vacation rentals in Chickasha

Find and book unique family-friendly homes on Airbnb

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 G$14,640 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,120 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!

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 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, 334 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!

Top guest favorite
An A-Frame cabin is showcased, featuring a light green exterior and a triangular roof. A spacious wooden deck offers access to the entrance, surrounded by a grassy area and bare trees. The clear sky enhances the peaceful setting of the property.
Cabin in Noble
4.96 out of 5 average rating, 185 reviews

Secluded A-Frame Cabin near Lake Thunderbird & OU

Relax & unwind, this beautiful A-Frame cabin is nestled on 2.5 private acres of peace and quiet. Escape the city life in this immaculate cabin featuring a modern kitchenette with new furnishings. The spiral stairs lead to a comfortably sized loft and sleeping area. A short drive away you can experience local wineries, attractions, and the ever popular Lake Thunderbird State Park. Once back home it is time to enjoy the spacious deck with Chiminea along with spectacular views of the landscape.

Top guest favorite
The exterior of a three-story home is showcased, featuring a light blue facade with multiple large windows. A welcoming front porch is visible, framed by greenery and landscaping, and steps lead up to the entrance, creating an inviting appearance.
Home in Oklahoma City
4.99 out of 5 average rating, 140 reviews

Home Away From Home with hot tub!

Escape to your home away from home in the vibrant Wheeler District! Our beautiful three-story, three-bedroom retreat offers a relaxing oasis with a four-person outdoor hot tub that lights the water up in your choice of 5 different colors and with outdoor string lights for a nice chill vibe. Enjoy eating breakfast, lunch or dinner in the backyard built in seating area. Explore the neighborhood's charm, from strolling walkways, neighborhood park and playgrounds, eateries, and many boutique shops.

Top guest favorite
A charming exterior of the guest house is presented, featuring a welcoming front porch adorned with greenery. Black shutters frame the windows, and a decorative wreath is placed on the door. Natural light bathes the front in an inviting ambiance under a clear blue sky.
Home in Hinton
4.97 out of 5 average rating, 273 reviews

Hinton Guest House-I-40 & Route 66-No Cleaning Fee

The Guest House is a place for rest and relaxation. It is filled with natural light and comfortable furnishings. We hope to provide hospitality & respite for travelers & folks visiting family. We've seen memes & complaints regarding some Airbnb listings' cleaning fees & ridiculous checkout requirements! That's not us. To make the process more transparent, we don't have a cleaning fee. Rest assured, we won't expect you to take out the trash, do the laundry, or clean the House when you depart.

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
4.85 out of 5 average rating, 153 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 bright living area features light blue walls and hardwood flooring. A comfortable armchair and a small ottoman provide seating options. An entertainment unit displays a large television, and wall art adds color. A lamp stands next to the chair, providing additional light.
Guesthouse in Newcastle
4.94 out of 5 average rating, 187 reviews

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.

Guest favorite
A small rustic cabin is situated on a wooden deck, surrounded by lush greenery. Two donkeys and a horse are seen near the entrance. A single chair is positioned on the porch, and a vehicle is parked nearby, complementing the country setting.
Tiny home in Lawton
4.88 out of 5 average rating, 319 reviews

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

Top guest favorite
A rustic bathroom features wooden walls and vibrant turquoise accents. A spacious wooden countertop holds a unique basin sink, complemented by star-themed decor. Vintage-style lighting illuminates the area, enhancing the welcoming and functional layout.
Cabin in Cache
4.94 out of 5 average rating, 277 reviews

Chief Cabin Wichita Mountains Medicine Park Cache

The Chief Cabin at The Lazy Buffalo portrays the life of the Great Comanche Chief Quanah Parker. His original Star House which is on the National Register of Historic Places is less than a mile away. Nestled at the foothills of the mountains and 3 miles from the entrance to the Wichita Mountains Wildlife Refuge, The Lazy Buffalo offers 13 individually themed cabins. The Chief Cabin sleeps 4 guests and has two queen size beds and full bathroom with walk in tiled shower.

Guest favorite
A spacious studio room is highlighted by exposed wooden beams and warm lighting. A comfortable bed is set against a rustic wood-paneled wall. A seating area features two blue chairs and a gray sofa, offering a cozy corner. Decorative elements include a modern vase and a potted plant.
Home in Oklahoma City
4.95 out of 5 average rating, 529 reviews

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..

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, 112 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, 145 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
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, 179 reviews

Serenity Cottage + hot tub in the country

Serenity Cottage at Red Hills Cottage Co. Slow down. Breathe deep. Make memories that last. Welcome to Serenity Cottage, a luxury shipping container retreat thoughtfully designed to help you escape the busyness of everyday life and rediscover the joy of simple moments. From the moment you arrive, you'll be greeted with fresh flowers and complimentary homemade cinnamon rolls—our way of saying, "We're so glad you're here."

Popular amenities for Chickasha family-friendly rentals

When is the best time to visit Chickasha?

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Avg. priceG$21,960 GYDG$20,287 GYDG$21,542 GYDG$20,287 GYDG$21,960 GYDG$21,960 GYDG$21,960 GYDG$20,078 GYDG$20,287 GYDG$20,287 GYDG$21,751 GYDG$21,542 GYD
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