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House vacation rentals in Chickasha

Find and book unique houses on Airbnb

Quick stats about house rentals in Chickasha

  • Total vacation rentals

    Explore 30 vacation rentals in Chickasha

  • Nightly prices starting at

    Chickasha vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 1,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Chickasha vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chickasha rentals

  • 4.9 Average rating

    Chickasha stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated house rentals in Chickasha

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

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Top guest favorite
The exterior of a three-story home is showcased, featuring a light blue facade with multiple large windows. A welcoming front porch is visible, framed by greenery and landscaping, and steps lead up to the entrance, creating an inviting appearance.
Home in Oklahoma City
4.99 out of 5 average rating, 159 reviews

Home Away From Home with hot tub!

Escape to your home away from home in the vibrant Wheeler District! Our beautiful three-story, three-bedroom retreat offers a relaxing oasis with a four-person outdoor hot tub that lights the water up in your choice of 5 different colors and with outdoor string lights for a nice chill vibe. Enjoy eating breakfast, lunch or dinner in the backyard built in seating area. Explore the neighborhood's charm, from strolling walkways, neighborhood park and playgrounds, eateries, and many boutique shops.

Top guest favorite
Home in Medicine Park
4.97 out of 5 average rating, 169 reviews

Align New Private Indoor Hot Tub & Sauna Retreat

Nestled amongst The Wichita Wildlife Refuge and Downtown Medicine Park, this BRAND NEW tranquil retreat features a Private Indoor Hot tub/Pool, Private Sauna, Gym, 2 Bedrooms both with King Beds, 2 full Bathrooms with showers and a mountain view balcony. Need more space? Accommodate up to 8. Book both houses on the same property at Soak Haus Balance 5 Min Walk to Downtown Medicine Park 6 Min Drive to Lake Lawtonka 6 Min Drive to Wichita Mountains 15 Min Drive to Fort Sill 20 Min Drive to Lawton

Guest favorite
A spacious outdoor area features a circular fire pit surrounded by four sturdy chairs. The modern farmhouse with a metal roof is viewed in the background, with lush green fields and a clear blue sky creating a serene setting.
Home in Oklahoma City
4.88 out of 5 average rating, 191 reviews

Open skies Fresh air Great times- Modern Farmhouse

Relax with the whole gang at this unique and tranquil getaway. This modern farmhouse is the perfect place for the family to unwind, slow down, and recharge. Right outside the city, but seemingly away from everything. Enjoy the farm life on this gated 40 acre property with multiple patios, a fire pit, grill, and miles of views. Great space for events and gatherings, but perfect for a family getaway as well. Clean, modern, serene. Relax, reconnect, revive. High speed internet and an office!

Guest favorite
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
4.86 out of 5 average rating, 160 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 favorite
A welcoming entrance to the villa is marked by a decorative sign featuring a purple gem, surrounded by well-maintained gardens. The property is framed by mature trees, offering a serene and inviting atmosphere in a suburban setting.
Home in Duncan
4.95 out of 5 average rating, 121 reviews

Fine Luxurious Gem, town amenities, golf course

Pamper yourself in this rare and gorgeous vacation villa. Our Gem has 3 stylish bedrooms with all the trim, 2 exquisite living areas designed to make you feel like royalty, a large fully equipped kitchen for the tea, coffee, or wine connoisseur, 2 lovely powder rooms fully stocked in luxury, and a new and modern laundry room. That's just the inside. Included is a modern outdoor dining area, a private and family deck surrounded by a privacy fence, gorgeous gardens in front and back, and more.

Top guest favorite
Home in Chickasha
5.0 out of 5 average rating, 17 reviews

The Cottage

Newly built in December 2025, this 3-bedroom, 2-bathroom home blends vintage touches and cozy details making it easy to settle into. Located in a quiet neighborhood on the edge of town but still only 5–10 minutes from downtown, restaurants, shopping, and local attractions. Inside, the home features a kitchen with plenty of room to cook and gather. Sleeping arrangements include 2 queen beds and 2 twin beds. Step outside to enjoy the large yard. The home also includes washer and dryer access.

Top guest favorite
A guest room is presented with two spacious beds, each covered in white bedspreads. A light gray floral artwork is mounted on the wall, and a lamp sits on a dark wood bedside table. Natural light enters through a window with sheer curtains, illuminating the welcoming space.
Home in Midwest City
4.93 out of 5 average rating, 473 reviews

Roomy two Story, Cozy w/ private pool

PLEASE READ AND TAKE NOTE OF POOL OPEN AND CLOSED DATES Two story house in an established neighborhood. Quiet and roomy place close to many attractions in Oklahoma City. Pool open from April 15th to September 30th ATTENTION all exercise equipment and swimming pool area is "USE AT YOUR OWN RISK" we are not responsible for any injury or death caused by use of these items. there is no life gaurd on duty, so gate must be closed at all times and kids should never be unsupervised!

Guest favorite
Home in Norman
4.91 out of 5 average rating, 137 reviews

“Steele” only 3 miles to OU!

🌟 4BR | 2BA Home with Pool & Hot Tub! 🌟 Escape to comfort and style in Norman’s most desirable neighborhood! Perfect for singles, couples, or families, this home has everything you need for a relaxing stay. 💦 Private Pool & Hot Tub – unwind, relax, and soak your stress away (use at own risk) 🏡 Spacious & Modern – 4 bedrooms, 2 bathrooms, fully equipped kitchen📍 Prime Location – just 3 miles from OU— it’s ah Steele! Note: No parties, events, or gatherings permitted.

Superhost
A spacious living area features a soft rug underfoot, complemented by a green sofa and two upholstered chairs. A wooden bench sits against the wall, while a decorative wreath adds a touch of color. A coffee table occupies the center, and natural light fills the space.
Home in Chickasha
4.81 out of 5 average rating, 103 reviews

Suite Caroline’s

Relax with the whole family at this peaceful, cozy home. This completely updated home sleeps up to 6 people with a queen bed in one room, twin trundle beds in the other, and a sleeper couch, and a full kitchen. Stay comfortable anywhere in the house as each room has a mini split system with remotes. For your furry friends, a spacious, fenced back yard. Near USAO, Shanon Springs Park, and the Sports Complex. Quick drive to Grady Co Fairgrounds. Enjoy!

Guest favorite
A scenic view of the river and its surroundings is captured, highlighting the shimmering water under the sunlight. Rocks line the riverbank, and trees are visible in the background, framing the landscape. A bridge can be seen crossing the river, connecting the two banks.
Home in Medicine Park
4.93 out of 5 average rating, 254 reviews

Creekside Cabin

Medicine Park OK, the Jewel of the Southwest! This little resort town is situated at the forefront of the Wichita Wildlife Refuge and around the corner from recreational Lake Lawtonka! Enjoy the beautiful view of the bona fide cobblestone community with its artistic landscaping and rich history while overlooking Medicine Creek/Bath Lake Swimming Hole. Just minutes from Lawton/Ft.Sill to enjoy shopping, movies and entertainment for the whole family!

Superhost
A spacious living area features a brick fireplace and a large wall-mounted television. Two comfortable gray sofas and a glass coffee table create a welcoming seating arrangement. Light streams in from a nearby entrance, illuminating the room's neutral tones.
Home in Mustang
4.93 out of 5 average rating, 135 reviews

*2 KINGS* Clean & Comfortable* Home Away From Home

Bring the whole family to this great place with lots of room for fun. Walking distance to a park. Less than 2 miles to Mustang Town Center which offers affordable day passes to community zero entry pool (seasonal), fitness, rock wall, disc golf and more! Easy commute to FAA, armory, airport, restaurants, Bricktown, convention center and Scissor Tail Park. All new furniture and beds as of 4/2022. Level 2 electric vehicle charging available.

Top guest favorite
A well-lit living area features a light-colored sofa adorned with various cushions. A wooden coffee table sits in front of the sofa, accompanied by a decorative item. Black-and-white framed photos line the walls, and a dining area is visible in the background.
Home in Norman
4.99 out of 5 average rating, 122 reviews

Historic 4 bedroom Craftsman 3 Blocks from OU

- ONLY three blocks from the University of Oklahoma! - Four spacious bedrooms, comfortably sleeps 8 - Plenty of parking for up to 5 cars - Clean house kept pet-free, smoke-free for you! - Beautifully restored historic craftsman enclosed yard, and a delightful patio for dining al fresco. Out of caution for our guests with respiratory sensitivities, we are a no pet, no smoking home. Quiet hours from 10 pm-8 am.

Popular amenities for Chickasha house rentals

When is the best time to visit Chickasha?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 386ﺩ.ﺇ 371ﺩ.ﺇ 382ﺩ.ﺇ 389ﺩ.ﺇ 386ﺩ.ﺇ 415ﺩ.ﺇ 360ﺩ.ﺇ 353ﺩ.ﺇ 349ﺩ.ﺇ 349ﺩ.ﺇ 375ﺩ.ﺇ 331
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