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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.

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Cottage

4.96 out of 5 average rating, 262 reviews

⭐️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!

Cabin

4.96 out of 5 average rating, 103 reviews

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.

Barn

4.99 out of 5 average rating, 181 reviews

Cottage in the country 2 QN bdrm

As described by a recent guest... "a gorgeous country oasis". Our 2 bedroom cottage can be your home away from home. (note! we have no TV, but fast fiber optic internet for your devices) We offer honeymoon and anniversary packages. We are about 10 minutes from most attractions in Chickasha incld fairgrounds.45 min from OKC and about an hour from Lawton and the Wichita mountains. You will have 3/4 mile of gravel road that is well worth the dust for the sunrise/view from our cottage on the hill.

Barn

4.99 out of 5 average rating, 202 reviews

Old School - A rustic, peaceful getaway

Handicap accessible 985 sq ft totally remodeled. 16 foot shiplap walls. Vaulted ceiling with 2 lg ceiling fans. Kitchenette, coffee bar, bathroom with large walk-in shower, open living area with couches and recliner. king bed. Air mattress available. Covered front porch and large patio out back. Deer and turkey visit often. Wifi and plenty of parking with covered parking available. 7 minutes to Wal-Mart, 5 minutes from restaurants and 3 minutes from a convenience store all in a country setting.

Farm stay

4.96 out of 5 average rating, 252 reviews

Entire Barndominium located on 5 acres!

Enjoy a peaceful setting on 5 acres with a stocked fishing pond. 1 bedroom(additional queen murphy bed in living room)/1.5 bath with washer and dryer for extended stays. Close to local ballfields if traveling with a team. Fiber optic wifi, tv's, full kitchen, king bed, fully furnished. Plug ins available to hookup your EV charger. This is a property of ours that is under constant improvement and we are happy to share a little slice of our heaven with others. Pets welcomed with applicable fee!

Guesthouse

4.93 out of 5 average rating, 133 reviews

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 home

4.98 out of 5 average rating, 703 reviews

FALL!Guest Cottage in the Forest! 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"

Tiny home

4.85 out of 5 average rating, 226 reviews

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

Guesthouse

5 out of 5 average rating, 136 reviews

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!

Train

4.95 out of 5 average rating, 452 reviews

Route 66 Oklahoma City 1925 Red Caboose

Enjoy a wonderful night in our 1925 CB&Q wooden caboose. As you pull into the driveway of our little farm, you won’t believe you’re only 20 minutes from downtown Oklahoma City and less than 10 minutes from Edmond. You may encounter deer, turkeys, road runners and much more. Enjoy the lonesome howl of distant coyotes in the evening as you step outside this old waycar. If you’re looking for a unique experience and you’re a romantic fool such as I, come stay a night in 13744.

Place to stay

4.9 out of 5 average rating, 351 reviews

Bunting Birdhouse Cottage

Stay in this unique Painted Bunting Birdhouse suite in the center of the Park, yet private! Only A few steps to shops, restaurants and the water walk make this location and getaway the perfect place to "get the feel" of Medicine Park. With a Nectar Mattress, big television, wireless internet, microwave, coffee maker and small fridge, you will have all the amenities to help you enjoy your stay! You can relax and watch the wildlife and sunset on your private front porch.

Bungalow

4.97 out of 5 average rating, 156 reviews

Park Avenue Studio

Across the street from Andrews Park with a walking path, concrete skatepark, seasonal splash pad and amphitheater, Park Avenue Studio is perfectly positioned within walking distance to Campus Corner, the University, Oklahoma Memorial Stadium, the best shops & eateries of Downtown Norman and Legacy Trail. It is also only a football's throw from our award-winning public library! We encourage you to make the most of our perfect proximity!

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

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Homes

Comfortable places with all the essentials

Popular amenities for Chickasha vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Chickasha

Tiny home

4.93 out of 5 average rating, 15 reviews

Grey Betty House

Home

4.86 out of 5 average rating, 21 reviews

Fresh air living relax & unwind

Home

4.88 out of 5 average rating, 33 reviews

Entire Home off I40 and Route 66

Home

5 out of 5 average rating, 13 reviews

Geneva's Get-Away

Home

5 out of 5 average rating, 13 reviews

Blanchard Bungalow near Norman

Rental unit

5 out of 5 average rating, 42 reviews

Cozy Condo

Cabin

4.96 out of 5 average rating, 54 reviews

Beautiful Country Cabin on Crooked Creek Farm!

Cabin

4.78 out of 5 average rating, 23 reviews

Ceder Timber Cabin

Quick stats about vacation rentals in Chickasha

Total rentals
30 properties
Nightly prices starting at
€ 28 before taxes and fees
Total number of reviews
820 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

Do house rentals in Chickasha have wifi?
Absolutely! We offer over 20 house rentals with wifi in Chickasha. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chickasha have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Chickasha. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Chickasha?
Chickasha has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Chickasha have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Chickasha. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chickasha have free parking?
Absolutely! We offer over 20 house rentals with free parking in Chickasha. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Chickasha?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Chickasha?
Experience the best of Chickasha with our house rentals, starting at about $30 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 10 vacation rentals for guests traveling with pets.

Destinations to explore