
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$14,650 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!
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!

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.

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

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

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.

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.

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.

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.

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.

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!

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.

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
Family-friendly home rentals with a hot tub

Blue Bell Lakeside Duplex(w/ 10ac pond/lake/pool)

Romantic Mermaid studio: Hot tub | Rainshower

Ultimate Game Night Getaway |Hot Tub, Arcade & Fun

Home away from Home (1/2 mi. off I-40)

Sage Guest Cottage! Your Own Very Private HotTub!

Lake Oasis w/pool, Hot tub, Gym

Eagles Nest (Hot Tub)

Hogwarts house: hot tub, massage, kitchen, sleep6
Family- and pet-friendly home rentals

RiverfrontCabin on 130 Acres/Kayaks/Fishing/R&R

Cozy Studio Apartment

Entire Barndominium located on 5 acres!

10 min OKANA! Ask longer stays Cozy Cottage-Metro

The Larissa- calm, clean, convenient, serene

Tiny Home with Private Patio

A Cozy Yukon Getaway off I40!

The Oasis - A Relaxed 5 Bedroom Home with a Pool
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

Hilltop Hideaway with a pool & tree house view!

Carmen's Campus-close 2 bedroom luxury 1

Peaceful 2 bedroom home in the country with pool

Beautiful Large Group Retreat w/Private Pool

1 BR Close to OU & Downtown/Indoor Pool & Hot Tub!

Perfect Luxury Condo in Midtown w WiFi & Pool!

The Prancing Pony
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,975 GYD | G$20,301 GYD | G$21,556 GYD | G$20,301 GYD | G$21,975 GYD | G$21,975 GYD | G$21,975 GYD | G$20,091 GYD | G$20,301 GYD | G$20,301 GYD | G$21,765 GYD | G$21,556 GYD |
| Avg. temp | 3°C | 6°C | 11°C | 15°C | 20°C | 25°C | 28°C | 27°C | 23°C | 16°C | 10°C | 4°C |
Destinations to explore
- Dallas Vacation rentals
- Broken Bow Vacation rentals
- Fort Worth Vacation rentals
- Oklahoma City Vacation rentals
- Branson Vacation rentals
- Tulsa Vacation rentals
- Hot Springs Vacation rentals
- Lubbock Vacation rentals
- Arlington Vacation rentals
- Amarillo Vacation rentals
- Bentonville Vacation rentals
- Eureka Springs Vacation rentals
- Fairgrounds
- University of Oklahoma
- Plaza District
- Paycom Center
- Frontier City
- Quail Springs Mall
- Science Museum Oklahoma
- Oklahoma City Museum of Art
- Oklahoma Memorial Stadium
- Oklahoma City University
- National Cowboy & Western Heritage Museum
- Martin Park Nature Center
- Oklahoma City Zoo
- Sam Noble Oklahoma Museum of Natural History
- Oklahoma City National Memorial & Museum
- Civic Center Music Hall
- Remington Park
- Myriad Botanical Gardens
- Bricktown
- Chickasaw Bricktown Ballpark-SE
- Museum Of Osteology
- Mount Scott
- iFly Indoor Skydiving
- Regal Warren Moore





