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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, 146 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
A charming exterior of the guest house is presented, featuring a welcoming front porch adorned with greenery. Black shutters frame the windows, and a decorative wreath is placed on the door. Natural light bathes the front in an inviting ambiance under a clear blue sky.
Home in Hinton
4.97 out of 5 average rating, 273 reviews

Hinton Guest House-I-40 & Route 66-No Cleaning Fee

The Guest House is a place for rest and relaxation. It is filled with natural light and comfortable furnishings. We hope to provide hospitality & respite for travelers & folks visiting family. We've seen memes & complaints regarding some Airbnb listings' cleaning fees & ridiculous checkout requirements! That's not us. To make the process more transparent, we don't have a cleaning fee. Rest assured, we won't expect you to take out the trash, do the laundry, or clean the House when you depart.

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
4.85 out of 5 average rating, 154 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, 119 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
The great room features a comfortable seating arrangement, including a queen sofa bed and two accent chairs. A coffee table sits in the center, surrounded by plants. Natural light enters through blinds, and a ceiling fan adds functionality to the space.
Home in Norman
4.91 out of 5 average rating, 213 reviews

The Nestled Inn

Get away to a limitless Nestled Retreat. This all-in-one level accessible home features a pleasant great room, complete with a queen sofa bed and an open full kitchen. There are two barrier-free bathrooms, two spacious bedrooms, one with a king-size bed and a second with a queen bed. The delightful "Alley Nest", a cottage located in back, can be added to accommodate one or two more guests. Outside, enjoy dining and lounging on the wrap-around porch-fun for all ages and abilities.

Guest favorite
A fully equipped kitchen features modern cabinetry with brass hardware, open shelving, and a countertop with a subtle pattern. Essential appliances include a microwave and a dishwasher. Natural light enhances the clean design, highlighting the thoughtful arrangement of kitchenware.
Home in Norman
4.95 out of 5 average rating, 121 reviews

The Roost, No pet fees, fenced yard

Boomer Sooner Stay | Walk to OU Stadium, Campus Corner & OU Events Each bedroom has its own climate control & USB electrical outlets. Roku TVs in the living-room & both bedrooms. Fully equipped kitchen. We are pet-friendly, please leave no trace of the pet Large yard Nearby attractions: Sutton Wilderness,Gillis-Rother Soccer Complex, Fair grounds, Andrew Park, featuring a delightful water splash area for kids. Walking distance (15 to 20 min )to OU, shops, restaurants, & clubs.

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, 101 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!

Top 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, 251 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!

Top guest favorite
A cozy living room features a light-toned fireplace with a decorative mantle. A handcrafted area rug lies on wooden flooring, adding a touch of warmth. A TV is mounted above the fireplace, and a built-in bookshelf displays various books and decorative items.
Home in Lawton
4.95 out of 5 average rating, 327 reviews

Cozy House Central Lawton 5 minutes from Fort Sill

Your family will be close to everything when you stay at this centrally located place. Our house is well-equipped with everything you'll need for a pleasant stay: a fully equipped kitchen, laundry room, cozy living room, selection of board games and big back yard. We're located in a convenient and central neighborhood, with easy access to all the city has to offer. We can't wait to host you and help make your visit to our city a memorable one!

Superhost
An open living space features modern lighting with colorful pendant lamps. A large television displays vibrant visuals, while a cozy seating area is arranged around a central coffee table. A wall adorned with greenery and a neon sign adds a contemporary touch.
Home in Moore
4.86 out of 5 average rating, 311 reviews

Fun 3 bedroom home with extras. Good vibes await!

This unique place has plenty of cool smart features throughout the home to entertain. Two of the largest travel centers are less than a mile away (Quik Trip and eXpress). Room with Xbox projecting on 160” screen. Karaoke system. Backyard has swings, trampoline, pergola with and seating area with firepit. Corn hole set. NO PARTIES or EVENTS ALLOWED. NO EXCESS GARBAGE. Use only house curve and driveway for parking.

Top guest favorite
A charming exterior of a single-story house is shown, featuring a light-colored siding and dark entrance door. Small shrubs and flowering plants are positioned near the front steps. A well-kept lawn and a curved pathway lead to the entrance, with a modest fence visible to the side.
Home in Duncan
4.97 out of 5 average rating, 627 reviews

Billie's House

Billie’s house is a beautiful place that is named in memory of my mother. Clean, cozy home just minutes away from historic downtown Duncan. Quiet neighborhood. Includes WiFi, washer and dryer, a fully stocked kitchen and bathroom, comfortable queen beds, a place for the kids, and everything else we could think of to make help make your stay perfect!

Top guest favorite
A spacious living area features vaulted ceilings and exposed beams. A cozy blue armchair and a comfortable sofa surround a wooden coffee table. A large television is mounted above a black fireplace. Natural light enters through sliding glass doors leading to the backyard.
Home in Norman
4.97 out of 5 average rating, 112 reviews

Blue Door House *Discounted cleaning fee*

Designed to have all the extras of a fine hotel, but with the feel and space of a home. This is your place to get cozy, relax, and enjoy! Located on a corner lot of family-friendly neighborhood, this home has full kitchen, two patios and a completely enclosed backyard. Fire pit and complimentary s’mores are yours as well, in this lovely, comfy, home.

Popular amenities for Chickasha house rentals

When is the best time to visit Chickasha?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 386ﺩ.ﺇ 371ﺩ.ﺇ 382ﺩ.ﺇ 349ﺩ.ﺇ 364ﺩ.ﺇ 364ﺩ.ﺇ 360ﺩ.ﺇ 353ﺩ.ﺇ 349ﺩ.ﺇ 349ﺩ.ﺇ 375ﺩ.ﺇ 331
Avg. temp3°C6°C11°C15°C20°C25°C28°C27°C23°C16°C10°C4°C
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  4. Grady County
  5. Chickasha
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