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, 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!

Top guest favourite
An open living space showcases a modern kitchenette with a microwave and dining area. A comfortable seating arrangement includes a sleek sofa. Natural light floods in through large windows, framing views of the surrounding landscape. A spiral staircase leads to a lofted sleeping area.
Cabin in Noble
4.97 out of 5 average rating, 151 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
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.
Guest house 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.

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
4.9 out of 5 average rating, 40 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 exterior of a converted grain bin is displayed, featuring a large sunflower mural. A welcoming porch with rocking chairs is positioned to the side, surrounded by lush green grass and vibrant flower beds, enhancing the rural charm of the property.
Tiny home in Elgin
5 out of 5 average rating, 100 reviews

The Painted Silos - The Sunflower Bin

Nestled in Elgin, Oklahoma, this converted grain bin offers a unique experience. A short drive from Ft. Sill, Medicine Park and the Wichita Mountain Wildlife Refuge. Featuring modern amenities with a rustic charm, this silo has been tastefully decorated and outfitted with all the luxuries you need for a cozy stay. This charming silo sleeps up to four and includes a stylish living area, fully equipped kitchen, dining area, one spacious bedroom, cozy built in bunk beds, and 1.5 bath.

Guest favourite
A cozy sleeping area features a spacious bed adorned with floral-patterned bedding. Soft lighting is provided by wall-mounted lamps on either side of the bed. A light-filled door offers access to the outdoor space, while cabinetry is visible to the right.
Guest house in Norman
4.85 out of 5 average rating, 867 reviews

The Prancing Pony

The Prancying Pony is a short walk to the University of Oklahoma Campus, Historic Downtown Arts District, restaurants, and dining. The Pony is a quiet and secluded cabana with beautiful garden and pool. The ambiance, the outdoor space, and neighborhood make this the ideal location for exploring the best of Norman. This apartment is good for couples, solo adventurers, and business travelers. The apartment has one, gated parking spot. Also included is the use of an outdoor grill.

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 cozy living area is presented with two black armchairs positioned beside a small table. Dark green bookshelves are filled with books and decorative items. A vintage fireplace serves as a focal point, while a vibrant red area rug adds warmth to the space.
Cottage in Norman
4.99 out of 5 average rating, 222 reviews

The Mosier Manor

This charming, vintage home, built in 1938, is the perfect place for a romantic getaway or visiting friends and family. The dark interiors and vintage mood will transport you back in time creating a unique experience to enjoy your favorite glass of wine or whiskey. The Mosier Manor is located close to Norman's downtown, where you can explore all that the city has to offer. You'll love the convenience and charm of this unique and vintage home.

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
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, 18 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, 755 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.)

Popular amenities for Chickasha holiday rentals

When is the best time to visit Chickasha?

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Avg. price$111 SGD$111 SGD$116 SGD$123 SGD$123 SGD$127 SGD$123 SGD$115 SGD$117 SGD$127 SGD$127 SGD$119 SGD
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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 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 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 wifi, over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with a kitchen, 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 10 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 $39 SGD 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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