House holiday rentals in Chickasha

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Top-rated house rentals in Chickasha

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

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Guest favourite
A well-furnished living area features a plush sofa and a decorative coffee table set on a patterned rug. Elegant light fixtures and artwork adorn the walls, providing a blend of modern and traditional elements. Large windows allow natural light to fill the space.
Home in Crestwood
4.91 out of 5 average rating, 172 reviews

Classic Boho Bungalow in Miller!

Take a step back in time in this classic, updated Boho beauty in the charming Miller neighborhood of OKC. Professionally furnished and decorated, yet approachable and extremely comfortable. 2 king beds, 2 full baths, a 1 car garage and multiple areas to spread out and relax. Great little back yard and sitting area for a morning coffee or evening cocktail while you talk about your day in one of the best hidden secrets in OKC. A mile to the Plaza, 2 miles to highways and downtown! Can't miss!

Top guest favourite
A well-maintained brick home with a spacious lawn and neatly arranged flower beds, framed by trees and shrubs. A paved driveway leads to a two-car garage. A decorative wreath adorns the front door, while a child’s bicycle rests against the garage.
Home in Weatherford
4.97 out of 5 average rating, 157 reviews

Home away from Home (1/2 mi. off I-40)

Our place is close to SWOSU University and convenient to anything in Weatherford, such as the Thomas Stafford Museum and the Route 66 Museum. You’ll love the place because of the high ceilings, outdoor hot tub, the location, and the ambiance of our home. It’s located in a newer housing community with great neighbors. Our place is good for couples, solo adventurers, business travelers, and families (with kids or pets). Free access to our 24 hour gym 2 miles away that we own as a local business.

Top guest favourite
An open studio space showcases a cozy seating area with a pink sofa and a round coffee table on a textured rug. A dining set with a circular table and four chairs is positioned nearby, with large windows allowing natural light and views of greenery.
Home in University
5 out of 5 average rating, 170 reviews

The Earth House: rest & recharge in central Norman

**PLEASE DO NOT USE ANY PLUG INS, SCENTED CANDLES OR DETERGENT/DRYER SHEETS W SYNTHETIC FRAGRANCE**Fully restored hundred year old home in the heart of Norman, the Earth house is next to the historic Earth Natural Foods and Cafe. This unique studio space has an open floor plan, murphy bed, vaulted ceilings and custom kitchen. Located one mile from campus corner, downtown and the University of Oklahoma there is easy access to stores, restaurants, museums and a 25 minute drive to Oklahoma City.

Top guest favourite
The modern two-story home features a distinctive exterior with large windows and a welcoming front entry. A paved walkway leads to the glass front door, framed by landscaped greenery. A spacious balcony overlooks the surroundings, and the side wall showcases an artistic mural.
Home in Medicine Park
4.96 out of 5 average rating, 101 reviews

New Align Hot Tub & Sauna Retreat Wichita Mountain

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 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, 130 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
The exterior of the cottage is showcased, featuring a modern design with vertical siding and large windows. A landscaped front garden adds a touch of nature, while a concrete pathway leads to the entrance. Adjacent structures display a mix of materials and styles.
Home in Oklahoma City
4.99 out of 5 average rating, 103 reviews

Wheeler Cozy Cottage!

A unique urban cottage located in the popular Wheeler District. Luxurious Style and Design. 1 Bedroom with a Queen Bed. 1 Full Bathroom with custom tiled walk-in shower. Open Space, Fully Stocked Kitchen, Expandable Dining Table, Washer, and Dryer. Loft-style space that moonlights as a second living or lounge space. Features a Futon style couch for guests, a desk, and an extra seating area. One covered parking spot is located next to the cottage. Includes high-speed WI-FI and Smart HDTV.

Guest favourite
The exterior of the cabin is illuminated softly against the evening sky, featuring wooden siding and a metal roof. A welcoming porch encompasses the entryway, highlighted by a single door and large windows, providing a glimpse into the cozy interior.
Home in Wanette
4.96 out of 5 average rating, 297 reviews

The Wanette Weekend Cottage

Play hard on the South Canadian River with your friends during the day, but sneak off for a hot shower, family time, and a comfortable bed at night. The Wanette Weekender comes with a queen size bed in the loft and a full size bed downstairs. Cuddle on the couch and watch a movie, or take advantage of the fully equipped kitchen and bar seating. We are conveniently located just 3.2 miles from Soggy Bottom Trails Pub & Campground and six miles from the Madden Crew Off-road Park.

Guest favourite
A living room is highlighted by warm-toned furnishings, including an orange leather sofa and a vintage chair. A round coffee table rests on a soft area rug, while a large television is mounted on a green wall above a decorative fireplace. Natural light fills the space through the front windows.
Home in Crestwood
4.94 out of 5 average rating, 419 reviews

Welcome to The Ranchette: near Fairgrounds & Plaza

The Ranchette gives off the vibes of Oklahoma's Wild Wild West roots, all while being in the urban core of OKC! Close to all the things on 23rd St., the Paseo, the Plaza, Midtown, and Bricktown, and the Fairgrounds. You will never run of things to do and places to eat. The ground floor features a living room, dining room, bathroom, bedroom with a queen bed, kitchen, and laundry room. The upstairs houses a bedroom with a queen bed and a twin bed with a trundle. Giddy Up!

Top guest favourite
An inviting backyard pool area features a wooden deck with multiple seating options, surrounded by lush greenery. The clear blue water of the pool reflects the sunlight, creating a calm and relaxed outdoor atmosphere.
Home in Norman
4.89 out of 5 average rating, 133 reviews

The Oasis - A Relaxed 5 Bedroom Home with a Pool

The Oasis is a 'Designs by Davis' home, thoughtfully curated to bring you both the feeling of home as well as a resort experience. Located less than 5 miles from the OU Stadium and Campus Corner, The Oasis provides a suitable location for all that the University of Oklahoma has to offer - while also providing a quiet and cozy atmosphere. Come home to and inviting space with 5 memory foam beds. Need more space? Ask us about our other Norman homes!

Top guest favourite
A private outdoor area features a circular in-ground pool surrounded by a stone patio. A grill is positioned near the pool house, complemented by potted plants and a wooden fence providing privacy. The space is shaded by overhanging trees, creating a serene atmosphere.
Home in Duncan
4.94 out of 5 average rating, 180 reviews

McNair Westgate House, Golf Oasis, Pool, Hot Tub

Experience the newly remodeled Westgate House, a private oasis in Duncan. This 3BR, 2.5 bath, 2472 sq ft, home features a HOT TUB, in-ground pool, pool house w/bar, high-end kitchen appliances, whiskey lounge with arcade table. The master bedroom offers exclusive access to a private patio and pool. Sleeps 6 guests comfortably. Conveniently located near Stephens County Fairgrounds, Casino, Brewery & Kiddieland Park.

Top guest favourite
Home in Quail Creek
4.95 out of 5 average rating, 102 reviews

Ultimate Game Night Getaway |Hot Tub, Arcade & Fun

Step into style at this mid-century retreat featuring 3 king bedrooms, a fun game room with pool table, video games, darts, and queen sofa bed. Relax in the hot tub, unwind on the covered porch, or enjoy epic movie nights on 6 smart TVs—including two 75” screens! Perfect for families or couples seeking comfort, fun, and relaxation. Book your unforgettable getaway today!

Guest favourite
A single-story house is displayed with a light-colored brick exterior, featuring large windows and a neatly paved driveway. A shaded porch area invites relaxation, and a mature tree stands prominently in the front yard, surrounded by fallen leaves.
Home in Yukon
4.95 out of 5 average rating, 506 reviews

A Cozy Yukon Getaway off I40!

Come stay at this fun fresh house with large fenced yard! Close to interstates, shopping, restaurants and a short drive to OKC and Will Rogers Airport. This home has 3 bedrooms and one bathroom. We provide a pack n play for our travelers with babies. There's a full kitchen and washer/dryer for your convivence. Pets welcome!

Popular amenities for house rentals in Chickasha

When is the best time to visit Chickasha?

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Avg. price$117 SGD$117 SGD$122 SGD$124 SGD$129 SGD$129 SGD$128 SGD$125 SGD$124 SGD$150 SGD$137 SGD$137 SGD
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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 $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 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!

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