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 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, 332 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 cabin is depicted with a stone exterior and a prominent chimney. The front features large windows allowing natural light, surrounded by landscaped grass and flowerbeds. A paved driveway leads to the entrance, with trees and a grassy area visible in the background.
Guesthouse in Edmond
4.88 out of 5 average rating, 107 reviews

Private Cabin on acreage- Pool and Tennis court!

CROSSBRIDGE CREEK EDMOND CABINS (search to find us) We would love to host your family on our 17 acre unique property! Enjoy privacy in a separate 1 bedroom cabin with king size Tempurpedic bed and Queen sleeper sofa. Well equipped kitchen, Wi-Fi and Smart TV. Pool available from May to September - shared with hosts and one other guesthouse. We can arrange for private pool time for your family 2 hrs daily. POLICY: No smoking or pets. Parties/ events need special permission and additional fees.

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

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, 315 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

Guest favorite
The exterior of the cabin is illuminated softly against the evening sky, featuring wooden siding and a metal roof. A welcoming porch encompasses the entryway, highlighted by a single door and large windows, providing a glimpse into the cozy interior.
Home in Wanette
4.96 out of 5 average rating, 337 reviews

The Wanette Weekend Cottage

Play hard on the South Canadian River with your friends during the day, but sneak off for a hot shower, family time, and a comfortable bed at night. The Wanette Weekender comes with a queen size bed in the loft and a full size bed downstairs. Cuddle on the couch and watch a movie, or take advantage of the fully equipped kitchen and bar seating. We are conveniently located just 3.2 miles from Soggy Bottom Trails Pub & Campground and six miles from the Madden Crew Off-road Park.

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
4.93 out of 5 average rating, 274 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.

Top guest favorite
The exterior of the villa features a modern design with dark wood siding and a sloped roof. A small set of stairs leads to the double front doors, which are flanked by planters. Lush greenery surrounds the base, creating a serene atmosphere.
Tiny home in Sulphur
4.9 out of 5 average rating, 312 reviews

Windsong Villas

Convenient in town location. Enjoy the vaulted living room area, one bedroom, one bath villa decked out in an industrial décor, from reclaimed boxcar flooring wood countertops with steel trim to sliding barn doors. Everything you need to make your stay in Sulphur pleasant as possible at a budget friendly price. You are close to Chickasaw Recreation (Platt National Park) area, a unique downtown, arts centers and casinos as well as multiple fine restaurants.

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, 140 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, 215 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.

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, 245 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, 175 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.

Top guest favorite
An outdoor seating area is situated beneath a covered porch, featuring patterned chairs and a small table. Lush greenery and colorful flowers surround the space, including a large terracotta pot. A hot tub is visible in the background, enhancing the relaxation setting.
Home in Northwest Oklahoma City
5 out of 5 average rating, 163 reviews

Family Friendly Haven with Hot Tub

Welcome to our spacious 4-bedroom 2 1/2 bath home, ideal for families! Relax in the hot tub while the kids enjoy retro fun with Pac-Man, board games and a scavenger hunt. Our beautiful garden and stunning kitchen await, along with an upstairs kids' haven. Our home is the perfect blend of comfort and fun. Close to town, it offers everything you need for a memorable getaway!

Popular amenities for Chickasha family-friendly rentals

When is the best time to visit Chickasha?

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Avg. priceG$21,975 GYDG$20,301 GYDG$21,556 GYDG$20,301 GYDG$21,975 GYDG$21,975 GYDG$21,975 GYDG$20,091 GYDG$20,301 GYDG$20,301 GYDG$21,765 GYDG$21,556 GYD
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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 G$14,650 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!