Holiday rentals in Grady County

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Top-rated holiday rentals in Grady County

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Guest favourite

Barn in Chickasha

4.99 out of 5 average rating, 162 reviews

Cottage in the country 2 QN bdrm

As described by a recent guest... "a gorgeous country oasis". Our 2 bedroom cottage can be your home away from home. (note! we have no TV, but fast fiber optic internet for your devices) We offer honeymoon and anniversary packages. We are about 10 minutes from most attractions in Chickasha incld fairgrounds.45 min from OKC and about an hour from Lawton and the Wichita mountains. You will have 3/4 mile of gravel road that is well worth the dust for the sunrise/view from our cottage on the hill.

Guest favourite

Cottage in Tuttle

4.96 out of 5 average rating, 239 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!

Guest favourite

Home in Chickasha

5.0 out of 5 average rating, 9 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.

Guest favourite

Flat in Chickasha

4.94 out of 5 average rating, 17 reviews

Lala's by Hope two Bedroom Downtown Chickasha OK.

Lala's by Hope is a warming 2 bedroom Apt. Located in the Historic Down Town Chickasha with walking distance to shops and restaurants. Lala's is centrally located close to Grady County Fairgrounds, Shannon Springs Park, known for The Festival of Light, Chickasha Sport Complex, USAO, and the amazing Canadian River Brewing Co. This is a perfect & welcoming place for families on vacation, sports and Fairgrounds event as well as traveling workers. This is a perfect short-term rental.

Superhost

Home in Chickasha

4.79 out of 5 average rating, 77 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.

Guest favourite

Flat in Chickasha

4.96 out of 5 average rating, 23 reviews

Hope's Haven 2 bedroom Apt Downtown Chickasha OK.

Hope’s Haven #2 is a warming two bedroom 1 bath apartment fully equipped for your stay. It is located in the Historic Down Town Chickasha at walking distance to many great local shops where there is something for everyone. It is centrally located close to Grady county Fairgrounds, Shannons Springs Park known for the Festival Of Lights as well as Chickasha Sports Complex great down time at the Canadian Brewery Co. and so many local restaurants & shops to visit & enjoy.

Guest favourite

Cabin in Blanchard

4.94 out of 5 average rating, 47 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.

Guest favourite

Home in Chickasha

4.88 out of 5 average rating, 40 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 favourite

Home in Chickasha

4.97 out of 5 average rating, 37 reviews

Detached apartment/by USAO

Visit small town Chickasha! See the 50ft Leg Lamp, eat&drink at 1 of many thriving places in town&more! Easy drive to OKC. ☆.3 mile to USAO ☆ROKU w/Netflix, Disney,more ☆Wifi ☆driveway parking ☆shared W/D ☆fenced in yard -full size air mattress -keyless entry -USB outlet Upstairs unit above the garage. No elevator. Dog friendly on case-by-case basis. Pet fee. The yard is shared with our house. NO smoking, e-cigs, vapes.

Guest favourite

Home in Chickasha

4.93 out of 5 average rating, 59 reviews

The Charm Chickasha | Fiber| Parking | Keypad Lock

☞ 850ft² - 1 bed / 1 bath ☞ Walk to DT historic Chickasha + 50 ft. Leg Lamp ☞ Fully equipped + stocked kitchen ☞ 58” Smart TV + YouTube TV ☞ Fiber Internet 100 mbps ☞ Onsite washer + dryer ☞ additional parking 2 mins → Historic Downtown Chickasha + 50 Ft Leg Lamp! 35 mins → Will Rogers World Airport 40 mins → Wichita Mountains / Medicine Park (swimming, hiking, camping)

Guest favourite

Home in Ninnekah

4.85 out of 5 average rating, 99 reviews

Small town living close to the big city!

Located in the small town of Ninnekah, just about 55 minutes from Oklahoma City and 7 miles south of Chickasha. Perfect place to stay to be out of the hustle and bustle of the big city but close enough to drive and visit for the day. *There are trains tracks close that disturb some during the night*

Superhost

Home in Minco

4.8 out of 5 average rating, 15 reviews

Fresh air living relax & unwind

Stay in this beautiful Home in quiet Minco, Oklahoma for family gathering, out of town work or a small getaway. All BASIC kitchen utensils available, washer, dryer and great back yard size The town has small shopping boutiques, flower shop, stores and restaurants just a few blocks near by.