
House holiday rentals in Chickasha
Find and book unique houses on Airbnb
Quick stats about house rentals in Chickasha

Total holiday rentals
Explore 30 holiday rentals in Chickasha

Nightly prices starting at
Chickasha holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 1,500 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Chickasha holiday rentals include wifi 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.

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.

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

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.

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.

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.

GRACE HOUSE: Luxury King Bed Retreat| OU Campus
Welcome to The Grace House, a charming bungalow located just a short walk from the University of Oklahoma! It’s ideal for OU football weekends, campus trips, or family retreats. Stroll over to Gaylord Family–Oklahoma Memorial Stadium, The Library Bar & Grill, Midway Deli, and the North Oval. Additionally, we're only 20 miles away from Oklahoma City, making it easy to enjoy OKC Thunder games or explore Riverwind Casino and Lake Thunderbird State Park.

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!

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!

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!

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.

Convenient house near OU campus
5-10 minutes walk to campus. Parking for four cars. Restaurant across the street and supermarket 5 min away. Outdoor entertainment area with gas grill for parties. Dog-friendly, with a large fenced backyard. Pleasant and safe neighborhood. 10 minutes to restaurants and bars on Main Street or Campus Corner. 15 minutes to the stadium.

Ivy Cottage
Welcome to Ivy Cottage. Your family will be close to all attractions when you stay at this centrally-located home. We hope you enjoy your stay in our recently updated quaint 1930’s home. Local attractions include Chisholm Trail Museum, historic downtown shopping, Kochendorfer Brewing, Simmons Center, and several golf courses.
Popular amenities for house rentals in Chickasha
House rentals with a pool

Roomy two Story, Cozy w/ private pool

“Steele” only 3 miles to OU!

Norman Spacious Home for 8 Neighborhood Pool Open

The Copper Spur | Pool | Outdoor Games + Mini Golf

Poppy's Place - Campus Home w/ Pool

Mtn Escape • Pool, Hot Tub, Fire Pit, Pet OK!

The Oasis - A Relaxed 5 Bedroom Home with a Pool

FarmHouse Acreage POOL&Outdoor Kitchen near OU
Weekly house rentals

Private Pond | Peaceful Retreat | Dog Friendly

Bohemian Bungalow *no cleaning fee*

Cozy Modern Cottage, fenced yard

Relax & Recharge | Hot Tub | Sauna | Cold Plunge

Game room and hot tub!

Twin Cedars | Stylish 2BR Retreat in Chickasha

Cute Place/Quiet Neighborhood

The Joy House
Private house rentals

Secluded Modern Farmhouse

A-Team House | 8 Beds | Parking + WiFi

Geneva's Get-Away

Serenity Now Spa

Country Charmer

New Cabin w/Air Hockey, Fireplace, South of Norman

Detached apartment/by USAO

Secluded Stay 20 Min to Norman, hot tub, ATVs
When is the best time to visit Chickasha?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £78 | £75 | £77 | £70 | £73 | £73 | £72 | £71 | £70 | £70 | £75 | £66 |
| Avg. temp | 3°C | 6°C | 11°C | 15°C | 20°C | 25°C | 28°C | 27°C | 23°C | 16°C | 10°C | 4°C |
Destinations to explore
- Fairgrounds
- University of Oklahoma
- Plaza District
- Paycom Center
- Frontier City
- Quail Springs Mall
- Science Museum Oklahoma
- Oklahoma Memorial Stadium
- Oklahoma City Museum of Art
- Oklahoma City University
- National Cowboy & Western Heritage Museum
- Martin Park Nature Center
- Oklahoma City National Memorial & Museum
- Sam Noble Oklahoma Museum of Natural History
- Civic Center Music Hall
- Oklahoma City Zoo
- Remington Park
- Myriad Botanical Gardens
- Bricktown
- Chickasaw Bricktown Ballpark-SE
- iFly Indoor Skydiving
- Will Rogers Park
- Mount Scott
- Holy City of the Wichitas





