Holiday houses in Chickasha

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Top-rated holiday rentals in Chickasha

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious living area features soft carpeting and neutral-toned walls. A comfortable sofa is positioned near a wooden TV stand, which holds a Smart Roku TV. Two upholstered chairs are placed beside a floor lamp, with natural light streaming through the adjacent windows.
Cottage in Tuttle
4.97 out of 5 average rating, 309 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
A single-story home with a light-colored exterior and a black front door is situated under a clear blue sky. A concrete pathway leads to the entrance, and a grassy area is visible in front of the house, complemented by a large tree providing shade.
Home in Chickasha
4.83 out of 5 average rating, 129 reviews

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

Top Guest favourite
A spacious living area is presented with a gray sofa and a blue armchair, complemented by colorful throw pillows. A round coffee table sits at the center, and large sliding doors lead to a sleeping area. Kitchen amenities and laundry facilities are visible in the background.
Guesthouse in Newcastle
4.97 out of 5 average rating, 118 reviews

Adorable Private Guest House, Quiet, Clean, Wi-Fi!

Guests will love staying at this entire guest house that features tons of amenities to make their stay memorable. This place features a private entrance, coffee, snacks, beverages, Fast Wifi, free parking, and more! Located close to University of Oklahoma & Riverwind Casino! This place also has a covered pavilion that is great for hanging out and cooking on our outdoor grill. Our beautiful swing set located in the back yard is perfect for photoshoots or enjoying the weather. May be shared.

Guest favourite
The exterior of a single-story home features a covered front porch with a small set of chairs. Two large windows with black shutters are visible on either side of the entrance, flanked by neatly landscaped flower beds and a grassy lawn.
Home in Chickasha
4.86 out of 5 average rating, 37 reviews

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.

Top Guest favourite
A gathering is set in a spacious yard, featuring a mix of wooden picnic and lounge seating. Two modern buildings with angular roofs stand in the background, surrounded by greenery and mature trees. Soft lighting from string lights adds ambiance to the outdoor space.
Guesthouse in Oklahoma City
5 out of 5 average rating, 133 reviews

Boutique Retreat w Private Deck! La Sombra Studio

This modern studio garage apartment is a quiet retreat on 2.5 acres within 15 minutes of Downtown Oklahoma City! If you are looking for boutique experience away from the noise but still accessible to everything the city has to offer the La Sombra Studio is the spot. Perfect for the couple looking to get away, business travelers, or a solo retreat. You will have a private deck with perfect sunset views, fire-pit, outdoor shower for warmer weather, & a table for meals or even working outside.

Guest favourite
A small rustic cabin is situated on a wooden deck, surrounded by lush greenery. Two donkeys and a horse are seen near the entrance. A single chair is positioned on the porch, and a vehicle is parked nearby, complementing the country setting.
Tiny home in Lawton
4.86 out of 5 average rating, 284 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

Top Guest favourite
A cozy sleeping area features a spacious bed with decorative pillows and a green comforter. Wall art depicting an Italian scene complements the calming atmosphere. Nightstands are positioned on either side, and a mounted television is visible, alongside a small electric fireplace for ambiance.
Cabin in Blanchard
4.95 out of 5 average rating, 115 reviews

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.

Top Guest favourite
A modern shipping container retreat is framed by lush greenery, showcasing a spacious porch with seating and large windows. The exterior is accented by well-maintained landscaping and a gravel driveway leading up to the entrance.
Shipping container in Chickasha
5 out of 5 average rating, 148 reviews

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.

Guest favourite
A modern living space features wood flooring and large windows that allow natural light. A comfortable sofa with blue throw pillows faces a coffee table. The kitchen, visible in the background, showcases light blue cabinets and stainless steel appliances, with seating available at the island.
Home in Chickasha
4.9 out of 5 average rating, 10 reviews

Brand New Modern Home, Under 1 Mile To Downtown!

New to Airbnb, this modern brand new cottage is ready for your next trip. Great Location! Walk to downtown. Just half a mile to Downtown Chickasha with food and shopping options. Wood floors, granite counter tops, a small fenced backyard and brand new appliances. I am an AirBNB Superhost so you can expect a flawless stay every time. Military Discounts Apply! Pets Welcome! this peaceful and centrally-located place.

Top Guest favourite
The bedroom features a queen-sized bed dressed in a white duvet with a colorful throw blanket at the foot. A bench sits at the end of the bed. Soft lighting from wall sconces highlights floral artwork above the bed. A window provides natural light and a view of greenery outside.
Guest suite in Norman
4.95 out of 5 average rating, 754 reviews

Sooner Suite - Private Entry & Close to OU!

Come and go as you please from this completely remodeled private entry suite. Quiet neighborhood less than 1 mile to south campus. Enjoy a queen size platform bed and walk-in shower. Cozy and clean. Your space shares a wall with our home’s den. (with newly installed insulation and a solid core door to deter sound though we can’t guarantee you won't hear our small children.)

Top Guest favourite
A comfortable sleeping area features a wrought iron king-sized bed adorned with decorative pillows and a textured blanket. A black leather sofa accompanies the bed, while a framed artwork depicting a rustic barn adds a touch of charm to the wall.
Guest suite in Midwest City
4.93 out of 5 average rating, 371 reviews

Comfortable Garage Apartment

Beautiful garage apartment with unique hand-built glass garage door with lots of natural light. The main house is a duplex with two garage apartments in between. This listing is for one of the garage apartments. Premium 65-inch TV, Netflix, and high-speed Wi-Fi internet. Comfortable king-sized wrought iron bed and a handsome walnut desk for work/study.

Guest favourite
A cozy bedroom features a queen bed with neutral bedding and decorative pillows. A yellow accent pillow adds a pop of color. Dark curtains frame a window with blinds, providing control over natural light. Artwork with moons is displayed above the bed.
Guest suite in Norman
4.93 out of 5 average rating, 147 reviews

The Dakota Suite

Enjoy a stylish experience at this centrally-located place. Near downtown Norman, OU campus, Andrews Park (many festivals year round) or a quick drive to Will Rogers Airport and downtown OKC! You’ll be close to the best restaurants, shops, parks and entertainment venues in town!

Popular amenities for Chickasha holiday rentals

When is the best time to visit Chickasha?

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Avg. price$149 NZD$149 NZD$156 NZD$165 NZD$165 NZD$170 NZD$165 NZD$161 NZD$170 NZD$170 NZD$170 NZD$159 NZD
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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 $53 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Chickasha holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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