Vacation rentals in Grady County

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Top-rated vacation rentals in Grady County

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

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What guests are saying

Lala's by Hope two Bedroom Downtown Chickasha OK.

4.89 out of 5 average rating, 28 reviews1 month ago

The house had plenty of room for everyone to enjoy and visit with each other. The decor was very nice and we all felt comfortable. Our host response time for communication was very fast. The location was great. Restaurants,stores were close as well the college. We will be coming back to stay again. Thank you

Apartment in Chickasha

What guests are saying

Spacious 2 Bedroom Bunkhouse RV with Farm View

4.89 out of 5 average rating, 9 reviews1 month ago

We all enjoyed our stay at Britney’s, even the dog. Check in was seamless and the directions to the place are super easy even in the dark. The travel trailer really is spacious and accommodating for 5 adults. There are lots of sleeping options. Britney is very responsive too!

Camper/RV in Tuttle

What guests are saying

Barndominium Guest House

5 out of 5 average rating, 3 reviews3 months ago

Cheryl was an excellent host. She was very responsive and accommodating. She went above and beyond to make sure it was comfortable. Even had it decorated for Christmas. The house was clean and well stocked. I would stay here again and would definitely recommend this Barndominium Guest House.

Guesthouse in Tuttle

What guests are saying

Retreat On 14th | Fenced Backyard | Highspeed WiFi

4.93 out of 5 average rating, 41 reviews5 days ago

We had an early dental appointment with 29th Street Dental so we booked for two nights and where able to extend our departure because a follow up appt wasn’t til 1 - 100% perfect place for what we needed. We will book again if needed for future dental dates.

Home in Chickasha

What guests are saying

Base House on Main

5 out of 5 average rating, 15 reviews11 months ago

Wow! It was better than the pictures. Felt very happy when we walked in, peacefull feeling, very clean, clutter free, everything nice new. Nice decorated outside area to set, peaceful , with BBQ grill. Well stocked with more than essentials. Drinks, coffee, condiments, snacks lots of nice extra touches, more than expected items that were very helpful. Host Christopher's instructions easy to follow, easy to get to house, easy keypad. I would stay again! I would recommend it.

Home in Tuttle

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Popular amenities for Grady County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Grady County

Guest favorite

A kitchen drawer is open, displaying a bamboo utensil organizer. The organizer contains a variety of utensils, including forks, knives, and spoons, all neatly arranged on a granite countertop.

Home in Chickasha

4.86 out of 5 average rating, 49 reviews

The Cozy Chickasha | Fiber | Extra Parking | W/D

MariahRating, 5 stars7 months ago

Everything was clean and the home was decorated beautifully with minimal decor but enough to make it homey! We loved our stay here and will book again in the future should we ever need to!!

Top guest favorite

A shipping container home is showcased with a covered porch featuring stylish seating. A hot tub is positioned to the left, surrounded by landscaped gardens with vibrant greenery and flowering plants. The exterior is painted in calming blue, complemented by natural wooden accents.

Shipping container in Chickasha

5 out of 5 average rating, 116 reviews

Serenity Cottage + hot tub in the country

JennaferRating, 5 stars2 weeks ago

Beautiful place with amazing hosts! Kelsey and Becky were super responsive and answered any questions my husband and I had before we even asked them. When we had an issue, they fixed it immediately. Very kind people with an amazing little space. We even had our own little fire pit! If you’re looking for something secluded, this little cottage is the way to go.

Superhost

A two-story house is illuminated under night lighting, showcasing its traditional architecture. The front porch is visible, alongside well-manicured green grass. The soccer field is discernible in the background with floodlights illuminating players, contributing to the vibrant evening atmosphere.

Home in Chickasha

4.71 out of 5 average rating, 7 reviews

Campus Corner House: USAO in twenty steps

JusticeRating, 5 stars6 months ago

Great place to stay, very kind host, I’d recommend to everyone!!

Top guest favorite

The exterior of the cabin is shown at dusk, illuminated by warm lights. A pathway lined with white gravel leads to two entrances under a porch with seating. A large tree adds natural beauty to the landscape, enhancing the peaceful country setting.

Cabin in Blanchard

4.94 out of 5 average rating, 84 reviews

Italian Cabin

JeannieRating, 5 stars2 days ago

I can’t say enough great things about Lisa and her cabins. We were there to see our grandsons concert in Lindsay. The cabins were about 25 minutes away, the drive was easy and very convenient. After the concert he wanted to stay with us, Lisa was extremely accommodating and didn’t charge us for the last second change. The cabin was perfect for the three of us and our 2 mini dachshunds. My grandson loved the loft. He thought he was very special because he got his very own “room”. The porch was perfect for sitting with a cup of coffee in the morning or I can imagine a glass of wine in the evening. Checking out was a breeze with just a tiny bit of tidying required. After leaving we noticed my grandson had forgotten his dress clothes from the concert. Lisa found them and is mailing them to us. I suppose if I had to sum up our experience I would say, it was a peaceful stay in cute country setting with some of the truest down home hospitality I have ever experienced!

Superhost

An outdoor sitting area features six Adirondack chairs arranged around a circular gravel pad. A wooden barrel serves as a table at the center, while greenery surrounds the space, providing a natural backdrop. Soft lighting is added by lanterns placed on the ground.

Shipping container in Chickasha

5 out of 5 average rating, 4 reviews

Tranquility cottage + hot tub in the country

DanielleRating, 5 stars1 month ago

This is a beautiful space!! Private and peaceful getaway. Super clean. Comfy bed. Huge hot tub and porch. Perfect for an evening in. Host recommended restaurants and local attractions and was responsive to questions. I will definitely be back. ♡

Top guest favorite

A cozy sleeping area is presented with a king bed dressed in a patterned quilt. The rustic wooden walls add warmth, with lanterns providing soft lighting on either side. A small bedside table is positioned alongside the bed, enhancing the tranquil ambiance.

Cabin in Blanchard

5 out of 5 average rating, 30 reviews

Western Cabin

ChelseaRating, 5 stars2 weeks ago

LOVED! Me and my family loved it:) super quiet and quaint

Guest favorite

A modern shower stall is shown with white tile walls and built-in shelves. A gold showerhead is positioned above, while a glass door provides access. The minimalist design enhances the clean and functional appeal of the space.

Home in Chickasha

4.85 out of 5 average rating, 78 reviews

Suite Caroline’s

KristaRating, 5 stars1 month ago

John was an amazing host always responded to my messages and really went out of his way to help accommodate all my needs. I am very grateful he made my trip and issues while there less stressful. I highly recommend him and his home.