
Vacation rentals in Chickasha
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Top-rated vacation rentals in Chickasha
Guests agree: these stays 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!

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

Secluded Log Cabin - Cozy Fire Pit - NEW hot tub
Nestled in the serene woods, our charming log cabin offers the perfect getaway for nature lovers and those seeking tranquility. This cozy cabin backs right up to a peaceful pond, providing picturesque views. Inside, you’ll find rustic charm combined with modern comforts, creating a warm and inviting atmosphere. Spend your days exploring the surrounding trails, fishing in the pond, or simply relaxing on the porch, soaking in the beauty of the great outdoors. Your unforgettable escape awaits!

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.

Cute Place/Quiet Neighborhood
Enjoy a peaceful stay at our cute-cozy and centrally-located place. There are 3 bedrooms in the home with one bathroom, a small, well equipped kitchen with ice maker in the fridge, cozy living room, TV trays for your dining enjoyment or a small eating area. Enjoy the convenience of the laundry room with a washer and dryer. The fenced in back yard is great for kids, pets, or just hanging out for some outdoor air. This quiet neighborhood is just around the corner from anything you may need.

Rock & Roll Chickasha | Fiber | TV | W / D | Parking
The Rock & Roll is a 2 bed, 1 bath home located just 6 blocks from historic downtown Chickasha. The property was fully remodeled down to the studs and is loaded with all amenities you would need for a relaxing and comfortable stay. The house has 2 queen beds + 1 queen size air mattress which sleeps up to 6 guests and Fiber High speed internet for business travelers. Located near downtown Chickasha close to the fairgrounds and sports complex with easy access to anything in Chickasha!

Pet-friendly, fast wifi, large rooms, no clean fee
Welcome to The England House, a charming bungalow in Chickasha where vintage style meets modern comfort. Enjoy high-speed internet (it’s fast, trust us), a workspace, full kitchen, dining room, and comfortable bedrooms with blackout shades. Close to downtown, 5 blocks from USAO, close to the Chickasha Sports Complex and Festival of Light—only 40 minutes to OKC or Norman. Your Stay Chickasha starts here! Easy access for fairgrounds events, shows, and fairs – with space for gear.

★ ★ ★ ★★Thunderbird Farmhouse OU/Lake/Hike-5acres
☆ Excellent Family 3 bdrm home on quiet 5 acres off hwy 9. Farmhouse decor family amenities. Games, books, WIFI, horse shoe pit, corn hole game, outdoor fire pit, and plenty of room to explore. Circle drive for easy boat pull through. Located 15 minutes East from OU Campus. Easy Access to Football Stadium, Lloyd Noble Arena & Norman. 1 minute West to Lake Thunderbird entrance and Calypso Cove Marina. ThunderBird Lake also has Hiking, Biking & Horse Trails.

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.

The Ranch
Country living at its best! Come see the night stars unobstructed from tall buildings. Hear the coyotes howl and the crickets chirp. There are two living spaces with several sofas for plenty of room. Fiber internet and tv. The heat and air unit has been replaced. There are 2 complete bathrooms with 2 showers, 2 toilets, 2 sinks. We have pens that could house your horse or show calf or lambs. Please get with us ahead of time so we can make arrangements.

Harper's Landing Medicine Park Ft Sill Refuge
Beautiful Guesthouse (1 BR 1 BA) nestled between the base of Mt. Scott in the Wichita National Wildlife Refuge and Gondola Lake. King Size Bed & A Queen Size Sofa Sleeper Fireplace Well stocked Kitchen Walk-In Shower Cozy Living Area Screened patio Large Screen Smart Television with Direct TV, Netflix, and other streaming options. Fire Pit Steps to Hiking and Biking Trails Minutes to town Minutes to Ft Sill Gate (Apache)

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 vacation rentals
Other great vacation rentals in Chickasha

The Green House

Cozy 2BR Home • Central to Lawton & Chickasha

Secluded Modern Farmhouse

Sports complex house for family.

Look at new pics is nice

The Rustic Spot Open now for booking. See u soon!

Carmen Cottage

Caroline's Suite
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 73 | € 73 | € 77 | € 81 | € 81 | € 84 | € 81 | € 76 | € 78 | € 76 | € 78 | € 76 |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Chickasha?
Chickasha has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in hotel rentals in Chickasha?
Experience the best of Chickasha with our hotel rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chickasha?
Four-legged friends are welcome in Chickasha. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Chickasha?
Yes! Work meets play with ease at over 30 vacation rentals in Chickasha featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do hotel rentals in Chickasha have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Chickasha. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chickasha have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Chickasha. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chickasha have wifi?
Absolutely! We offer over 30 house rentals with wifi in Chickasha. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chickasha have free parking?
Absolutely! We offer over 30 house rentals with free parking in Chickasha. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Chickasha

Total vacation rentals
Explore 50 vacation rentals in Chickasha

Nightly prices starting at
Chickasha vacation rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Chickasha vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chickasha rentals

4.7 Average rating
Chickasha stays receive an average rating of 4.7 out of 5 from guests
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