Vacation rentals in Anadarko

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Top-rated vacation rentals in Anadarko

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

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Top guest favorite
Home in Medicine Park
4.97 out of 5 average rating, 169 reviews

Align New Private Indoor Hot Tub & Sauna Retreat

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 favorite
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
4.86 out of 5 average rating, 160 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 favorite
A spacious single-story home is shown with a blend of brick and dark siding. A wide, gravel driveway leads to a garage, while trees and lush grass frame the property. The front porch has decorative elements, inviting a sense of welcome to guests.
Home in Anadarko
5.0 out of 5 average rating, 33 reviews

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.

Top guest favorite
The exterior of a single-story home features a covered front porch with a small set of chairs. Two large windows with black shutters are visible on either side of the entrance, flanked by neatly landscaped flower beds and a grassy lawn.
Home in Chickasha
4.92 out of 5 average rating, 71 reviews

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.

Top guest favorite
Home in Chickasha
5.0 out of 5 average rating, 17 reviews

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.

Top guest favorite
Home in Chickasha
4.96 out of 5 average rating, 47 reviews

Country Oasis 5 minutes from Chickasha

Escape to this peaceful countryside barndominium, just 5 minutes from the Chickasha Sports Complex, Grady County Fairgrounds, and historic downtown Chickasha. Whether you’re here for a tournament, business, or a relaxing getaway, you’ll enjoy the perfect blend of comfort and convenience. The home is fully accessible and equipped with grab bars in the shower and bedroom. Enjoy the convenience of a full-size washer and dryer, well Equipped kitchen, comfortable furnishings, and ample space.

Guest favorite
A swimming pool features clear blue water, surrounded by a spacious concrete deck. Several lounge chairs provide seating, arranged to allow sunbathing. A fenced area offers privacy, with green trees visible in the background, enhancing the outdoor setting.
Villa in Lawton
4.94 out of 5 average rating, 133 reviews

Book the Lodge-Pool-hot tub 4 king,14 bed, dine 24

Family & Group-Friendly Escape-5BR lodge on 9 secluded, park like acres w/ pool, hot tub, fireplaces, gourmet kitchen, & dining & sleeping for 22. 4 king beds, billiards, darts, games, & more. Walk to trails, drive 5 min to Medicine Park & Old Fort Sill. Great for reunions, nature lovers, & family fun. Pets welcome w/ fee. Priced # of guests. > 30 people venue fees apply - Event 1 $1,500, Event 2 +$500: tables, chairs, linens, etc. Barn, Air Stream, 2 night rental required for events.

Top guest favorite
Home in Chickasha
4.99 out of 5 average rating, 82 reviews

Bohemian Bungalow *no cleaning fee*

We have spent the last several years traveling the country & curating an eclectic collection of treasures: vintage National Park souvenirs, swag lamps, and unique art. We rotate art often, so every visit may yield a new treasure to discover! The kitchen table is a great place for your work-from-home needs, but there is a foldable desk in the bedroom closet if you need a private space. We can often accommodate a no-charge early check-in, so please do not hesitate to ask!

Guest favorite
A single-story brick house is set within a grassy area, featuring a central chimney. Large windows allow natural light to fill the interior. Surrounding trees provide a natural border, and a concrete pathway leads to the entrance, welcoming guests to explore the space.
Home in Verden
4.86 out of 5 average rating, 77 reviews

The Ranch

Country living at its best! Come see the night stars unobstructed from tall buildings. Hear the coyotes howl and the crickets chirp. There are two living spaces with several sofas for plenty of room. Fiber internet and tv. The heat and air unit has been replaced. There are 2 complete bathrooms with 2 showers, 2 toilets, 2 sinks. No cleaning fee. We have pens that could house your horse or show calf or lambs. Please get with us ahead of time so we can make arrangements.

Top guest favorite
A modern shipping container retreat is framed by lush greenery, showcasing a spacious porch with seating and large windows. The exterior is accented by well-maintained landscaping and a gravel driveway leading up to the entrance.
Shipping container in Chickasha
4.99 out of 5 average rating, 186 reviews

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."

Top guest favorite
Home in Chickasha
5.0 out of 5 average rating, 13 reviews

The Okie Oasis | Cozy Chickasha Retreat

Welcome to The Okie Oasis Your cozy home base in Chickasha! This 2 bed, 1 bath home is perfect for work trips, family visits, or a quick getaway. Comfortable, simple, and easy to settle into. Only minutes away from downtown, Chickasha High School, USAO, the Sports Complex, dining, and local favorites like the Festival of Light and Leg Lamp. Ideal for traveling workers, families, or weekend stays.

Top guest favorite
A charming house is surrounded by greenery, featuring a covered porch with steps leading to the entrance. Shade is provided by large trees, and the front yard displays a mix of grass and natural landscaping.
Home in Chickasha
4.99 out of 5 average rating, 78 reviews

The Joy House

This house is perfect for a family. Located in a quiet neighborhood in a central area of town. The house has 3 bedrooms, 2 queen beds and 2 twin beds, 2 bathrooms, a sun room and a washer and dryer. Just minutes away from Downtown Chickasha, the Leg Lamp and the sports complex.

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