
Holiday rentals in Chickasha
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Top-rated holiday 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!

Grandma’s House | Cozy & Close
“Grandma’s House” is home away from home! Conveniently located down the street from Centennial Park, & 1 mile from the Leg Lamp, Festival of Light, Fairgrounds, USAO, & Sports Complex! As you step inside, you’re immediately taken back in time to your grandma’s house - greeted by a cozy living room & kitchen. The bathroom features a walk-in shower & a wooded ceiling for an extra touch of charm. Step outside on the patio to unwind for the evening. This place will surely make you feel right at home

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.

Sage Guest Cottage! Your Own Very Private HotTub!
Sage Cottage is located in the beautiful Pottawatomie County in our own Oaklore Forest. The cottage sleeps two on our queen size bed, Has a mini-kitchen and 3-piece bathroom with stand-up shower. The kitchen is equipped with a small bar sink, double hot plate, toaster, microwave, coffee pot, kuerig, toaster oven, small fridge and cooking essentials. There is a bistro table, picnic table, grill & breakfast table inside! Free Wi-Fi, Hot tub open all year, robes, see "other things to note"

Pet Friendly, Hot Tub/Sauna/Cold Plunge/Weights!
This midcentury modern charmer has so much space for you, your belongings, friends and family! We are located right off Missouri Ave in Chickasha, near the Festival of Light, USAO & fairgrounds. Original pink & blue tiles in the bathrooms are so unique and the bedrooms have ample space. Comfortable furniture with fast wifi, a game/card table and dining table. The kitchen features a Frigidaire Flair stove! Read our guest access section: we have a hot tub, sauna, weight room & cold plunge!

Exotic Animal Hotel
Come stay in your very own unique safari room! Come stay the night with over 100 exotic animals from around the world! We are an exotic animal encounter experience! Your windows from your room are connected to the ringtail lemur and ruffed lemur enclosures! There is also a fire pit, playground, and a ton of hiking! You can even see a lot of the animals from outside your Airbnb! This is a very family oriented environment! You are encouraged to just relax and spend time with your family!

The Painted Silos - The Sunflower Bin
Nestled in Elgin, Oklahoma, this converted grain bin offers a unique experience. A short drive from Ft. Sill, Medicine Park and the Wichita Mountain Wildlife Refuge. Featuring modern amenities with a rustic charm, this silo has been tastefully decorated and outfitted with all the luxuries you need for a cozy stay. This charming silo sleeps up to four and includes a stylish living area, fully equipped kitchen, dining area, one spacious bedroom, cozy built in bunk beds, and 1.5 bath.

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.
Popular amenities for Chickasha holiday rentals
Other great holiday rentals in Chickasha

The Green House

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Carmen Cottage

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Caroline's Suite

Cozy Furnished 3BR With Fire-pit Patio

Adults Only Romantic Kink Theme Getaway in OKC
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $108 SGD | $108 SGD | $114 SGD | $120 SGD | $120 SGD | $124 SGD | $120 SGD | $112 SGD | $115 SGD | $112 SGD | $115 SGD | $112 SGD |
| 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 holiday rentals in Chickasha

Total holiday rentals
Explore 50 holiday rentals in Chickasha

Nightly prices starting at
Chickasha holiday rentals start at $51 SGD per night before taxes and fees

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

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Chickasha holiday rentals include wifi 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
Destinations to explore
- Frontier City
- Oklahoma City Museum of Art
- National Cowboy & Western Heritage Museum
- Science Museum Oklahoma
- University of Oklahoma
- Fairgrounds
- Myriad Botanical Gardens
- Quail Springs Mall
- Paycom Center
- Plaza District
- Oklahoma City Zoo
- Oklahoma City University
- Bricktown
- Martin Park Nature Center
- Civic Center Music Hall
- The Criterion
- The Zoo Amphitheatre
- Remington Park
- Oklahoma City National Memorial & Museum
- Oklahoma Memorial Stadium
- Sam Noble Oklahoma Museum of Natural History




