
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.

⭐️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!

Chic and Central Studio in Plaza District
Private studio garage apartment in the historic Gatewood neighborhood, steps from the plaza district where you'll find local restaurants, bars, & shops. Private w/ free off street parking. Additional features include WiFi, HBO, smart TV, electric fireplace, mini split, fridge, coffee maker, cozy linens, & more. Centrally located less than 10 min. from downtown, midtown, paseo. Book today to stay good in Gatewood! Please note, the unit is a studio garage apartment & the bathroom is quite small.

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

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.

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 Scissortail, a Downtown Wheeler District Stay
🎡 DOWNTOWN RIVERFRONT DISTRICT🎡 Wheeler District is OKC’s newest downtown community showcasing the original historic Santa Monica Pier Ferris Wheel as the gateway for its riverfront plaza. Unique homes built with appealing architectural designs, retail shophomes, fabulous eateries, and a national award winning brewery set this district apart. With the scenic view of its ferris wheel and the downtown skyline, this urban escape provides perfect relaxation amid your Oklahoma City stay!

Centrally Located Guest Suite On 2 Acres
Centrally Located, Less than 5 mins drive to the Adventure District ( Okc Zoo, Science Museum and Tinseltown) 4 miles from Downtown Bricktown This is a Converted in law room with private separate entrance. It also includes a covered back patio with seating The guest suite is attached to the main house. Access to guest suite via Keypad Lock All living areas are treated with BIOSWEEP® SURFACE DEFENSE it provides a safe and effective defense against germs, bacteria, and viruses.

Cool Bungalow near the Plaza, Paseo, & Fairgrounds
This unique blue Bungalow features art that highlights the area including Midtown, Paseo, the Plaza and all the great things 23rd St. has to offer. Built in 1924, this home has all the charm of an older home with all the modern amenities of a new one. The ground floor features a living room, dining room, a closet turned into a place to "get ready", bathroom, bedroom with a queen bed, kitchen, and laundry room. The upstairs houses a second bedroom with a queen and twin bed.

Redbud Cottage #1
This tastefully decorated duplex is situated in the heart of Edmond, within walking distance to shopping, grocery stores and restaurants. Conveniently located to great local shopping, delicious eateries and quick interstate access to downtown OKC. Comfortably sleeps 4. With high speed wifi, smart TVs, cozy beds and a well-stocked kitchen, you’ll feel right at home! Need double the space? Book both sides of this duplex! Inquire with host if you need assistance.

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!

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.

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
Family-friendly home rentals with a hot tub

Monthly rental Romantic | Hot tub | Rainshower

Ultimate Game Night Getaway |Hot Tub, Arcade & Fun

Private Lakefront | POOL TABLE | Fishing | HOT TUB

3 Full Bath. TV in each room. Hot Tub. EV Charger.

Stay on Historic Route 66! OKC Nest: Guesthouse

Eagles Nest (Hot Tub)

Align New Private Indoor Hot Tub & Sauna Retreat

L-Town Retreat (Hot tub, full kitchen) Ft Sill
Family- and pet-friendly home rentals

Cozy Condo

The Pavo - Walkable To OU Campus

〰️The Bison | Walk to Paseo & Western Districts

Convenient house near OU campus

Modern & historic - Amazing Studio near State Fair

The House with the Blue Door

The Prancing Pony

Charming Belle Isle Bungalow
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

Special rate* Beautiful Lakeview Fun in the Sun!

Clean & Comfy Home in Lawton

“Steele” only 3 miles to OU!

Villa On 45th-Gorgeous 3 bedroom w/pool & hot tub!

Beautiful Large Group Retreat w/Private Pool

Lake Oasis w/pool, Hot tub, Gym

No Cleaning Fee. Home near Post and the Refuge.
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,279 GYD | G$19,652 GYD | G$20,279 GYD | G$20,279 GYD | G$21,951 GYD | G$21,951 GYD | G$21,951 GYD | G$20,070 GYD | G$20,279 GYD | G$20,279 GYD | G$21,742 GYD | G$21,533 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 |
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$14,634 GYD 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!
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- Frontier City
- National Cowboy & Western Heritage Museum
- Oklahoma City Museum of Art
- Science Museum Oklahoma
- University of Oklahoma
- Fairgrounds
- Myriad Botanical Gardens
- Oklahoma City University
- The Criterion
- Bricktown
- Paycom Center
- Quail Springs Mall
- Oklahoma Memorial Stadium
- Plaza District
- Martin Park Nature Center
- Sam Noble Oklahoma Museum of Natural History
- Civic Center Music Hall
- Oklahoma City National Memorial & Museum
- Remington Park
- The Zoo Amphitheatre
- Oklahoma City Zoo




