Holiday houses in Chickasha

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Top-rated holiday rentals in Chickasha

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Guest favourite

Cottage in Tuttle

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!

Guest favourite

Cabin in Noble

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.

Guest favourite

Barn in Chickasha

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.

Guest favourite

Barn in Duncan

4.99 out of 5 average rating, 203 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.

Guest favourite

Farm stay in McLoud

4.96 out of 5 average rating, 253 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!

Guest favourite

Guesthouse in Newcastle

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.

Guest favourite

Tiny home in Wanette

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"

Guest favourite

Guesthouse in Oklahoma City

5 out of 5 average rating, 137 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!

Guest favourite

Home in Wanette

4.96 out of 5 average rating, 223 reviews

The Wanette Weekend Cottage

Play hard on the South Canadian River with your friends during the day, but sneak off for a hot shower, family time, and a comfortable bed at night. The Wanette Weekender comes with a queen size bed in the loft and a full size bed downstairs. Cuddle on the couch and watch a movie, or take advantage of the fully equipped kitchen and bar seating. We are conveniently located just 3.2 miles from Soggy Bottom Trails Pub & Campground and six miles from the Madden Crew Off-road Park.

Guest favourite

Train in Jones

4.95 out of 5 average rating, 453 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.

Guest favourite

Place to stay in Medicine Park

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.

Guest favourite

Bungalow in Norman

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!