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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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, 314 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
The kitchen features modern cabinetry with a mix of light wood and dark green finishes. A spacious countertop is complemented by stainless steel appliances, including a refrigerator and microwave. Natural light floods the area through a window, highlighting the open layout and inviting atmosphere.
Home in Mustang
4.88 out of 5 average rating, 134 reviews

Updated Mustang Charmer, Clean, Close, Convenient!

Welcome to this bright and airy updated home with a storm shelter in the middle of Mustang. Recently update with an eye for flow and design, this home immediately feels right. Spread out in the large living area and three large and separate bedrooms. All the main headache points have been addressed, New Kitchen, New Bathrooms, New HVAC for the hot months, updated exterior. You are just 0.5 mile to St Anthony's and a mile to OU Medical. Just 15 mins to OKC too! Stay a weekend, stay a month!

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, 139 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
4.98 out of 5 average rating, 126 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
Cabin in Blanchard
4.94 out of 5 average rating, 17 reviews

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!

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
4.87 out of 5 average rating, 45 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 charming two-story house is positioned on a gently sloped lot, featuring a light-colored exterior contrasted by dark blue shutters. A mature tree is situated in the front yard, providing shade, while a paved driveway leads to the garage beneath the house.
Home in Chickasha
4.91 out of 5 average rating, 44 reviews

Cute house in Chickasha

This charming 1 bedroom, 1 bathroom house is perfect for a small family. It is furnished with everything you will need for your stay including a sleeper sofa that folds out to a queen bed. There is a designated work area off of the living room with enough space to use for a dressing room. Enjoy the spacious backyard while you sit on the deck. This house is centrally located and just minutes away from downtown Chickasha where you can find yummy places to eat and fun places to explore.

Top guest favourite
The image features the iconic Ferris wheel illuminated with vibrant colors, set against a twilight sky. Nearby, a grassy area offers an open view, while rustic structures are visible in the foreground, contributing to the lively atmosphere of the Wheeler District.
Guesthouse in Oklahoma City
4.99 out of 5 average rating, 294 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!

Top guest favourite
Home in Chickasha
4.99 out of 5 average rating, 67 reviews

Bohemian Bungalow *no cleaning fee*

We have spent the last several years traveling the country & curating an eclectic collection of treasures: vintage National Park souvenirs, swag lamps, and unique art. We rotate art often, so every visit may yield a new treasure to discover! The kitchen table is a great place for your work-from-home needs, but there is a foldable desk in the bedroom closet if you need a private space. We can often accommodate a no-charge early check-in, so please do not hesitate to ask!

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, 123 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, 158 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.

Top guest favourite
A bright bedroom is furnished with a spacious bed adorned with a white blanket and a light-colored throw. Natural light enters through a large window, complemented by dark curtains. A green bedside table and a wall art piece add subtle decor to the room.
Home in Chickasha
4.98 out of 5 average rating, 51 reviews

Detached apartment/by USAO

Visit small town Chickasha! See the 50ft Leg Lamp, eat&drink at 1 of many thriving places in town&more! Easy drive to OKC. ☆.3 mile to USAO ☆ROKU TV w/Netflix, Disney,more ☆Wifi ☆driveway parking ☆fenced in yard -full size air mattress -keyless entry -USB outlet Upstairs unit above the garage. No elevator. Dog friendly on case-by-case basis. Pet fee. The yard is shared with our house. NO smoking, e-cigs, vapes.

Popular amenities for Chickasha vacation rentals

When is the best time to visit Chickasha?

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Frequently Asked Questions

  • Do hotel rentals in Chickasha have wifi?

    Absolutely! We offer over 10 hotel 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 Hotel Rentals in Chickasha?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 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 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 vacation rentals in Chickasha

  • Total vacation rentals

    Explore 50 vacation rentals in Chickasha

  • Nightly prices starting at

    Chickasha vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Chickasha vacation 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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