Holiday rentals in Cowley County

Charming studio, in the beautiful Flint Hills

Charming and bright studio, in rural Flint Hills. Every season is unique in Dexter, a quaint town with a rich history. Take a short drive to experience the panoramic Flint hills views and visit historic Cowley County stone arch bridges. A rare Kansas waterfall is within 10 minutes. Unwind at this uniquely renovated studio. Cozy and beautifully decorated with all the comforts of home. Outdoor patio with gas grill/griddle and chiminea is perfect for night time bonfires in this quiet neighborhood.

Lakeshore Escape Studio Apartment

Come and relax in this contemporary, impeccably clean studio apartment located in a quiet, charming neighborhood just minutes from downtown historic Winfield, KS. Nestled on 1.5 acres less than a mile from the Walnut River this location offers a beautiful scenic view and is perfect for guests who appreciate the outdoors. Explore the fun activities Cowley County has to offer including Island Park, Antiques, music Festivals, an more. Note: We are unable to host animals of any kind due to allergies

The Charming Chestnut

This house is full of Character and Charm! Centrally located by Cowley College and downtown. Just minutes away from restaurants and other essentials in Ark City. This cozy home has 4 bedrooms and 1.5 bathrooms. All bedrooms are upstairs. Three bedrooms have queen beds and the kid's bedroom have a set of twin beds and is also equipped with a chalkboard, board games, and a play tent. The two main bedrooms walk out onto a beautiful upstairs patio overlooking Cowley College and Chestnut Street.

Charming Retreat with Style!

** Cozy, Stylish Escape in Winfield ** Welcome to your beautifully decorated home, perfect for a relaxing retreat. Enjoy the open, light-filled living area with a comfy sofa, love seat, chair with ottomans and a Roku TV, plus a fully equipped kitchen for all your needs. The master bedroom offers a plush queen-sized bed. Step out to a private backyard with a fire pit. Yard space galore for games and hanging out. Close to parks, restaurants and local attractions. This is your perfect getaway!

Cozy Blue Bungalow near College

Kick back and relax in this charming, stylish space, two blocks from Southwestern College. Newly updated 1907 Bungalow with original hardwood floors, fresh paint, farmhouse sink, and vintage charm throughout. Offering 3 bedrooms and newly renovated bathroom with claw foot tub/shower combo. Cable, Wi-Fi, & full size washer/dryer provided. Private backyard with gazebo & fire pit. New propane grill for cookouts. Front porch ramp for easy access. Private driveway parking available.

Basketball (and Pickleball) Barn

Living area consists of a 1 bedroom apartment within a basketball gym facility. Includes a kitchen with full cooking amenities, family room with TV (Netflix, YouTube TV, ESPN and local channels) and a bedroom with 2 queen beds and TV. The bathroom is separate from the apartment, but within the gym facility. Additional inflatable bed is available upon request. The gym will be available exclusively for guests throughout their stay. All parties are prohibited.

Kozy Landing

Relax with the whole family at this peaceful place to stay. Great location, cozy, & clean! This charming unique 2 bedroom bungalow provides comfort and relaxation while staying in Winfield. This home has lots of character and newly refinished hardwood floors. Fully furnished with wifi and tv. Parking will not be a problem with the drive way and street parking in front. Includes a large fenced-in back yard and patio.

Japanese garden home near coffee shop & college 🪴

Welcome to the garden home! The property includes a Japanese-style garden with a waterfall and pond. There is plenty of room for up to eight guests with a king and queen bedroom downstairs and 2 queen rooms upstairs. Both levels have a bathroom. We are conveniently located just blocks away from College Hill Coffee, Southwestern College, William Newton Hospital, and the public library.

Winfield Whimsy

The 100+ year old ranch home that was remodeled in 2024 is perfect for families and those looking for a central location in Winfield. One can easily walk to the heart of downtown or drive to William Newton Hospital, Southwestern College or other venue in 5 minutes. This home has all the modern conveniences needed for an enjoyable stay.