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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$14,638 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.

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 rustic cabin exterior showcases a covered porch with comfortable seating for four, complemented by vibrant stools. The natural surroundings feature greenery, and a hammock is draped nearby. A stone chimney adds to the cabin's charm, highlighting its inviting outdoor space.
Cabin in Medicine Park
4.99 out of 5 average rating, 164 reviews

Eagles Nest (Hot Tub)

This cabin is rustic yet elegant, rock interior wall in kitchen with apron sink, butcher block cabinet tops and stainless appliances. There is a grand rock wood fireplace, stained concrete floors, deep soaking tub in master bath. The cabin has a bedroom and bath downstairs and bedroom and bath upstairs. Features a 4-seater hot tub in private covered patio. Eagles Nest sits in the foothills of the Wichita Mountains which gives it that amazing "cabin feel." Eagles Nest is a home away from home.

Guest favorite
Cabin in Cache
4.95 out of 5 average rating, 310 reviews

Rojo Buffalo Cabin Wichita Mountains Cache Lawton

The Rojo Buffalo Cabin portrays the heritage of the buffalo. In 1907, our lil town was in great excitement as 15 of the finest buffalo arrived by rail in heavy crates from NY to their new home in the Wichita Mountains. Even Quanah Parker was there to witness this historic event. Nestled at the foothills of the mountains, The Lazy Buffalo has 13 individually themed cabins. The Rojo Buffalo Cabin sleeps 4 guests with two queen sized beds and has a full bathroom with a walk in tiled shower.

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, 320 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 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, 147 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.

Superhost
A spacious living area features a soft rug underfoot, complemented by a green sofa and two upholstered chairs. A wooden bench sits against the wall, while a decorative wreath adds a touch of color. A coffee table occupies the center, and natural light fills the space.
Home in Chickasha
4.81 out of 5 average rating, 101 reviews

Caroline's Suite

Relax with the whole family at this peaceful, cozy home. This completely updated home sleeps up to 6 people with a queen bed in one room, twin trundle beds in the other, and a sleeper couch, and a full kitchen. Stay comfortable anywhere in the house as each room has a mini split system with remotes. For your furry friends, a spacious, fenced back yard. Near USAO, Shanon Springs Park, and the Sports Complex. Quick drive to Grady Co Fairgrounds. Enjoy!

Top guest favorite
A scenic view of the river and its surroundings is captured, highlighting the shimmering water under the sunlight. Rocks line the riverbank, and trees are visible in the background, framing the landscape. A bridge can be seen crossing the river, connecting the two banks.
Home in Medicine Park
4.93 out of 5 average rating, 249 reviews

Creekside Cabin

Medicine Park OK, the Jewel of the Southwest! This little resort town is situated at the forefront of the Wichita Wildlife Refuge and around the corner from recreational Lake Lawtonka! Enjoy the beautiful view of the bona fide cobblestone community with its artistic landscaping and rich history while overlooking Medicine Creek/Bath Lake Swimming Hole. Just minutes from Lawton/Ft.Sill to enjoy shopping, movies and entertainment for the whole family!

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."

Top guest favorite
The bedroom features a queen-sized bed dressed in a white duvet with a colorful throw blanket at the foot. A bench sits at the end of the bed. Soft lighting from wall sconces highlights floral artwork above the bed. A window provides natural light and a view of greenery outside.
Guest suite in Norman
4.95 out of 5 average rating, 822 reviews

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

When is the best time to visit Chickasha?

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Avg. priceG$21,957 GYDG$20,284 GYDG$21,539 GYDG$20,284 GYDG$21,957 GYDG$21,957 GYDG$21,957 GYDG$20,075 GYDG$20,284 GYDG$20,284 GYDG$21,748 GYDG$21,539 GYD
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