Holiday houses in Anadarko

Happy Trails Barndominium

Unique barndominium minutes from I-40. This quiet space has wifi and TV in the living area. The master bedroom has a queen bed as well as a desk and TV. The smaller bedroom has a full-size bed. There is one spacious bathroom with a tile shower, washer and dryer. The kitchen has a full-size refrigerator, gas stove, microwave and dishwasher. The standout feature of this property is a 40X40 enclosed barn, perfect for multi-vehicles and trailer parking as well as hunters. Door to barn is 9X10.

Lodge cabin 155 acres and plenty of room to roam.

Our Lodge themed 2-bedroom cabin offers a unique and tranquil getaway. Located on 155 acres at Haven at Box Canyon with tall trees and deep canyons that are just waiting to be explored. This cabin offers a covered porch, grill and a gas fire pit for enjoying the stars at night. A full kitchen with a dining room table that can seat six and a half bath with a washer and dryer which are provided for your convenience. If Canyon lodge is booked look at our sister cabins Rockin' B or Harmony Haven.

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

Geneva's Get-Away

If you are looking for a quiet, peaceful retreat Geneva's Get-Away is the place for you. This three bed, two bath home has been completely updated and sits on 80 acres of ranch land. The house can accommodate up to 6 people with Queen size beds in 2 of the bedrooms and a King size bed in the Master bedroom. The updated kitchen features a coffee bar, ice-maker and all the neccessities for preparing meals. A bonus sun-room offers additional space for gathering with the family during your stay.

Cute Place/Quiet Neighborhood

Enjoy a peaceful stay at our cute-cozy and centrally-located place. There are 3 bedrooms in the home with one bathroom, a small, well equipped kitchen with ice maker in the fridge, cozy living room, TV trays for your dining enjoyment or a small eating area. Enjoy the convenience of the laundry room with a washer and dryer. The fenced in back yard is great for kids, pets, or just hanging out for some outdoor air. This quiet neighborhood is just around the corner from anything you may need.

The Cottage

Newly built in December 2025, this 3-bedroom, 2-bathroom home blends vintage touches and cozy details making it easy to settle into. Located in a quiet neighborhood on the edge of town but still only 5–10 minutes from downtown, restaurants, shopping, and local attractions. Inside, the home features a kitchen with plenty of room to cook and gather. Sleeping arrangements include 2 queen beds and 2 twin beds. Step outside to enjoy the large yard. The home also includes washer and dryer access.

Relax & Recharge | Hot Tub | Sauna | Cold Plunge

This midcentury modern charmer has so much space for you, your belongings, friends and family! We are located right off Missouri Ave in Chickasha, near the Festival of Light, USAO & fairgrounds. Original pink & blue tiles in the bathrooms are so unique and the bedrooms have ample space. Comfortable furniture with fast wifi, a game/card table and dining table. The kitchen features a Frigidaire Flair stove! Read our guest access section: we have a hot tub, sauna, weight room & cold plunge!

The Rustic Spot Open now for booking. See u soon!

You won’t forget the peaceful surroundings of this rustic destination. The Rustic Spot is located on a four lot property. The complete area is for your enjoyment. Some areas are still under construction like the Koi pond that will be constructed in the near future. The area is fenced and well lit at night. There is plenty of seating areas, picnic areas, hot tub, fire pit and a grill. The Johnny Bench Museum is located on Main Street, 3 blocks away. We look forward to being your hosts.

Caroline's Suite

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!

Serenity Cottage + hot tub in the country

Serenity Cottage at Red Hills Cottage Co. Slow down. Breathe deep. Make memories that last. Welcome to Serenity Cottage, a luxury shipping container retreat thoughtfully designed to help you escape the busyness of everyday life and rediscover the joy of simple moments. From the moment you arrive, you'll be greeted with fresh flowers and complimentary homemade cinnamon rolls—our way of saying, "We're so glad you're here."

Country Oasis 5 minutes from Chickasha

Beautiful countryside Barndominium only 5 minutes from Chickasha Sports Complex, Grady County Fairgrounds, and Trendy downtown area. Entire home is handicap accessible. Grab bars in shower and bedroom. Full size washer and dryer. Relaxing porch with comfy furniture and beautiful views. Ample parking and small enclosure for your pups and even a doggy door! Can be rented with the country cottage for a total of 6 guests

The Cozy Cabin | Hot Tub | Peaceful Stay

Welcome to your cozy tiny house escape, tucked among mature trees with unique rustic touches, a soothing hot tub, and an octagon fire pit swing set. The wooded setting feels peaceful and immersed in nature year-round. Seasonal foliage provides added privacy in spring, summer, and fall, and we’re continuing to enhance privacy for the winter months as well.