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.

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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, 313 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, 137 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 light-filled living area features a wooden loveseat with cushioned seating and a rustic wooden coffee table. A wall-mounted TV is visible above a leather rocker. Large windows frame views of the garden, while subtle brick accents add warmth to the space.
Guest suite in Edmond
4.96 out of 5 average rating, 421 reviews

Hidden Hollow Honey Farm: firepit, wildlife, fun!

Low single occupancy rate, $10/guest thereafter. Tucked away on 5 serene acres in central Edmond, Hidden Hollow Honey Farm offers 540sq ft of safe, quiet lodging w/in walking distance of Edmond restaurants & activities. Close to Mitch Park/Golf/Route 66/OCU & UCO/Soccer/Tennis. 2nd bedroom is a small bunkhouse for kids - see pics. WIFI, 2 big Smart TV’s w/antennas, King bed, toys/books/games, rustic cottage kitchen w/coffees/teas/snacks, patios w/firepits/swings, pond/apiary views, & wildlife.

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.
Guest house in Newcastle
4.98 out of 5 average rating, 124 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.

Top 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
4.88 out of 5 average rating, 43 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.
Guest house in Oklahoma City
5 out of 5 average rating, 136 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.

Top guest favourite
A covered back patio features seating arranged around a small table, complemented by decorative cushions. Brick walls add warmth, and a welcoming door is visible in the background, enhancing the inviting outdoor space.
Guest suite in Oklahoma City
4.93 out of 5 average rating, 1,113 reviews

Centrally Located Guest Suite On 2 Acres

Centrally Located, Less than 5 mins drive to the Adventure District ( Okc Zoo, Science Museum and Tinseltown) 4 miles from Downtown Bricktown This is a Converted in law room with private separate entrance. It also includes a covered back patio with seating The guest suite is attached to the main house. Access to guest suite via Keypad Lock All living areas are treated with BIOSWEEP® SURFACE DEFENSE it provides a safe and effective defense against germs, bacteria, and viruses.

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, 120 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
4.99 out of 5 average rating, 155 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
An open living space features light wood flooring and a modern kitchen with blue cabinetry and stainless steel appliances. A cozy sofa is positioned in front of a coffee table, with a large flat-screen TV mounted on the wall. Natural light fills the area through windows.
Home in Chickasha
5 out of 5 average rating, 21 reviews

Brand New Modern Home! 0.5 miles 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, 762 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, 379 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.

Popular amenities for Chickasha holiday rentals

When is the best time to visit Chickasha?

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Frequently Asked Questions

  • 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 a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Chickasha. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Chickasha?

    Chickasha has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 free parking?

    Absolutely! We offer over 30 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 30 homes with air conditioning, over 30 homes with free parking, over 30 homes with wifi, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in hotel rentals in Chickasha?

    Experience the best of Chickasha with our hotel 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 house rentals in Chickasha?

    Four-legged friends are welcome in Chickasha. Choose from more than 20 house rentals for guests traveling with pets.

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 £22 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 & 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

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