
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 1,310 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!
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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
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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.
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Book the Lodge-Pool-hot tub 4 king,14 bed, dine 24
Family & Group-Friendly Escape-5BR lodge on 9 secluded, park like acres w/ pool, hot tub, fireplaces, gourmet kitchen, & dining & sleeping for 22. 4 king beds, billiards, darts, games, & more. Walk to trails, drive 5 min to Medicine Park & Old Fort Sill. Great for reunions, nature lovers, & family fun. Pets welcome w/ fee. Priced # of guests. > 30 people venue fees apply - Event 1 $1,500, Event 2 +$500: tables, chairs, linens, etc. Barn, Air Stream, 2 night rental required for events.
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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
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The Prancing Pony
The Prancying Pony is a short walk to the University of Oklahoma Campus, Historic Downtown Arts District, restaurants, and dining. The Pony is a quiet and secluded cabana with beautiful garden and pool. The ambiance, the outdoor space, and neighborhood make this the ideal location for exploring the best of Norman. This apartment is good for couples, solo adventurers, and business travelers. The apartment has one, gated parking spot. Also included is the use of an outdoor grill.
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Roomy two Story, Cozy w/ private pool
PLEASE READ AND TAKE NOTE OF POOL OPEN AND CLOSED DATES Two story house in an established neighborhood. Quiet and roomy place close to many attractions in Oklahoma City. Pool open from April 15th to September 30th ATTENTION all exercise equipment and swimming pool area is "USE AT YOUR OWN RISK" we are not responsible for any injury or death caused by use of these items. there is no life gaurd on duty, so gate must be closed at all times and kids should never be unsupervised!
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No Cleaning Fee. Home near Post and the Refuge.
Furnished 1,000 sq ft. home, recently re-modeled and includes conveniences designed to meet the needs of families looking for a quiet and relaxing get-away with their Soldier, busy professionals, or those enjoying a vacation. I want this house to be your "home away from home" . So you do not need to bring your iron, bath, or kitchen items! This home is located 10 miles from Lake Lawtonka, Ft. Sill and Wichita Mountains Wildlife Refuge. Pool is open. Pool closed October.
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“Steele” only 3 miles to OU!
🌟 4BR | 2BA Home with Pool & Hot Tub! 🌟 Escape to comfort and style in Norman’s most desirable neighborhood! Perfect for singles, couples, or families, this home has everything you need for a relaxing stay. 💦 Private Pool & Hot Tub – unwind, relax, and soak your stress away (use at own risk) 🏡 Spacious & Modern – 4 bedrooms, 2 bathrooms, fully equipped kitchen📍 Prime Location – just 3 miles from OU— it’s ah Steele! Note: No parties, events, or gatherings permitted.
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Farm Guest House 7 mi. from O.U.- Pet Friendly!
📍Centrally located near: 🏈O.U. 7miles 🎓SE Norman 4miles 🐟T.Bird Lake 10miles 🎰RiverwindCasino 13miles 🚬Smoking Permitted Outdoors 🍁(includes legal medicinal privilege) 📢No noise restrictions 🐶Fully fenced yard/safe 4 unsupervised pets 🏕️Covered Porch🌭GRILL⛱️ patio furniture 🔥Gas Firepit 🚚 Surveillanced Parking (covered & uncovered) 🛏️LUXURY KING BED 📺TWO 75” T.V.s. 🌡️TWO A.C. Units 🔐Safe/Secure/ZERO Crime🚫 🚸Expect personal space seclusion & privacy
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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.
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Suite Caroline’s
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!
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Popular amenities for Chickasha family-friendly rentals
Family-friendly home rentals with a hot tub

McNair Golf Front, Hot Tub, Poker Room, Ping Pong
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Apache Retreat- 1 mile to OU Campus with Hot Tub
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Home Away From Home with hot tub!
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Align New Private Indoor Hot Tub & Sauna Retreat
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Sooner Oasis-Pool, Hot Tub, Arcade, 3 miles to OU!
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L-Town Retreat (Hot tub, full kitchen) Ft Sill
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GUEST HOUSE 1.5 miles to OU CAMPUS
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Eagles Nest (Hot Tub)
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Family- and pet-friendly home rentals

Simmerin’ Down in Sooner Town
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Fun 3 bedroom home with extras. Good vibes await!
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The Roost, No pet fees, fenced yard
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Dottie's and Joe's Gorgeous Family Friendly Home
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Convenient house near OU campus
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Deer Cabin
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Open skies Fresh air Great times- Modern Farmhouse
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*2 KINGS* Clean & Comfortable* Home Away From Home
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Family-friendly home rentals with a pool

Warm Getaway with a Poolside Patio in Norman, OK
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1 BR Close to OU & Downtown/Indoor Pool & Hot Tub!
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Poppy's Place - Campus Home w/ Pool
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Ft Sill house big enough for everyone.
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The Oasis - A Relaxed 5 Bedroom Home with a Pool
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Charming, one room Carriage House w/pool
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Cozy Condo
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OU-2 Bed 1 bath next OU.
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When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,974 GYD | G$20,300 GYD | G$21,556 GYD | G$21,556 GYD | G$21,347 GYD | G$23,649 GYD | G$21,974 GYD | G$20,091 GYD | G$20,300 GYD | G$20,300 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 |
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- Fairgrounds
- Plaza District
- University of Oklahoma
- Paycom Center
- Quail Springs Mall
- Oklahoma Memorial Stadium
- Frontier City
- Science Museum Oklahoma
- Oklahoma City University
- Oklahoma City Museum of Art
- Oklahoma City Zoo
- Civic Center Music Hall
- Oklahoma City National Memorial & Museum
- Sam Noble Oklahoma Museum of Natural History
- Martin Park Nature Center
- Remington Park
- National Cowboy & Western Heritage Museum
- Myriad Botanical Gardens
- Bricktown
- Chickasaw Bricktown Ballpark-SE
- Will Rogers Park
- iFly Indoor Skydiving
- Mount Scott
- Holy City of the Wichitas





