
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$14,626 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!

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.

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.

The Roost, No pet fees, fenced yard
Boomer Sooner Stay | Walk to OU Stadium, Campus Corner & OU Events Each bedroom has its own climate control & USB electrical outlets. Roku TVs in the living-room & both bedrooms. Fully equipped kitchen. We are pet-friendly, please leave no trace of the pet Large yard Nearby attractions: Sutton Wilderness,Gillis-Rother Soccer Complex, Fair grounds, Andrew Park, featuring a delightful water splash area for kids. Walking distance (15 to 20 min )to OU, shops, restaurants, & clubs.

Sommers Cottage
Satisfy your wanderlust and brighten your stay at Sommers Cottage centrally located in Duncan, OK. Newly furnished and full of flower power including a fun mural for selfies. A lot of love has been poured into our cottage to make it unique, clean and well-appointed. Sommers Cottage is a 2 Bedroom 1 Bathroom home built in 1940. Perfect for singles, couples or business travel. *Wifi *Washer & Dryer *Record player *Iron & Ironing board *Smart TV's *Ceiling Fans *Hair dryer

Hartman House Voted in the top 5 B&Bs in Norman
Hartman House was voted in the TOP 5 of all B&Bs in the Readers Choice Best of Norman Awards. If that’s not enough for you to book immediately then read any of our 85 compelling reviews ! Our craftsman style bungalow is conveniently located close to downtown Norman, the University of Oklahoma, Campus Corner and just a short drive to Oklahoma City. We are only 1 block from Norman Regional hospital if you need a place to stay near by. We would love to host you.

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.

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.

Cute Cozy Condo
Relax in this warm, inviting 2-bedroom, 1.5-bath condo with all the comforts of home. Whether you’re here for leisure or work, you’ll appreciate the location and easy access. 10 min to I-40 Outlet Mall Blocks from Lake Overholser 12 miles to Brick town This peaceful condo has a fully equipped kitchen, smart TV, high-speed Wi-Fi. Washer/ dryer. Free parking on site and quick access to I-40. Must be 21 years of age or older to book.

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

Jedi Home: Massage | Hottub | Movie | Arcade games

“Steele” only 3 miles to OU!

Isn't She Lovely Waterfront-HotTub

Apache Retreat- 1 mile to OU Campus with Hot Tub

Eagles Nest (Hot Tub)

Cute poolhouse with amenities

L-Town Retreat (Hot tub, full kitchen) Ft Sill

McNair Westgate House, Golf Oasis, Pool, Hot Tub
Family- and pet-friendly home rentals

Creekside Cabin

Entire Barndominium located on 5 acres!

Relax & Recharge | Hot Tub | Sauna | Cold Plunge

Beautiful 3 bedroom house/ pool table

The Prancing Pony

A Cozy Yukon Getaway off I40!

The Joy House

Open skies Fresh air Great times- Modern Farmhouse
Family-friendly home rentals with a pool

Roomy two Story, Cozy w/ private pool

Home Away From Home, 1b get-away & more!

Clean & Comfy Home in Lawton

Carmen's Campus-close 2 bedroom luxury 1

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

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

The Oasis - A Relaxed 5 Bedroom Home with a Pool

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$21,939 GYD | G$20,267 GYD | G$21,521 GYD | G$20,267 GYD | G$21,939 GYD | G$21,939 GYD | G$21,939 GYD | G$20,059 GYD | G$20,267 GYD | G$20,267 GYD | G$21,730 GYD | G$21,521 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 |
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- Fairgrounds
- University of Oklahoma
- Plaza District
- Paycom Center
- Frontier City
- Quail Springs Mall
- Science Museum Oklahoma
- Oklahoma Memorial Stadium
- Oklahoma City Museum of Art
- Oklahoma City University
- National Cowboy & Western Heritage Museum
- Martin Park Nature Center
- Sam Noble Oklahoma Museum of Natural History
- Oklahoma City Zoo
- Oklahoma City National Memorial & Museum
- Civic Center Music Hall
- Remington Park
- Myriad Botanical Gardens
- Bricktown
- Chickasaw Bricktown Ballpark-SE
- Museum Of Osteology
- Regal Warren Moore
- Mount Scott
- iFly Indoor Skydiving





