Family-friendly holiday rentals in Winfield

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

Traveler’s Retreat Kessler Cir

Welcome to your home away from home! This charming 3-bedroom, 2-bathroom house comfortably sleeps 7 guests and is perfect for families, groups, or business travelers. Nestled on a serene pond lot, our home offers a peaceful escape with the convenience of being close to the airport and major highways. Whether you’re here for a quick stopover or an extended stay, our home provides the perfect blend of comfort and convenience. Book your stay today and experience the best of both worlds!

Conveniently located, yet still in the country

Country charm. Convenient location on highway 81 south of Wellington. Drive is large enough to accommodate trucks with trailers, moving vans etc. Fenced yard. Fully equipped kitchen: stove,small oven,micro, dishes, utensils, coffee pot. Coffee & filters provided. Games, books,music. Outside seating to watch sunrise and sunsets. Horse,donkey,poultry, cows (seasonal) on site.Close to Wellington,South Haven,Winfield, Oxford,Belle Plaine. Relax, Rejuvenate, Reconnect. (7 Day Max Stay)

Country Retreat in Fully Renovated Cottage

Clearview Cottage is a quiet country home just 13 miles from Eisenhower Airport and 20 minutes from downtown Wichita. This fully renovated home has one bedroom and one bathroom and is ideal for romantic getaways and business travelers. Outdoor spaces include a large front porch to watch the sunset and explore the stars at night. Located on a working farm, you will experience the sights and sounds of rural life and perhaps find some farm fresh eggs to enjoy!

The Hideaway

The Hideaway is a unique off-grid campsite on the Kansas prairie in a copse of trees. You can enjoy the beauty of nature and the comforts of home. Inside this beautiful Belle tent there is a cozy queen size bed, a dinette equipped with place-settings for 2, a sitting area and a heater. Outside the tent you'll enjoy our kitchen with a smoker/grill and gas stove, dining area and fire pit. The eco-friendly bathhouse has shower, sink and composting toilet.

Charming Riverside Bungalow • Pet-Friendly

This pet-friendly 1920s Craftsman bungalow blends historic charm with thoughtful updates. Enjoy original hardwood floors, high ceilings, and a decorative fireplace, along with an era-style Jack-and-Jill bathroom featuring a classic clawfoot tub and pedestal sink. Located in a walkable Riverside neighborhood near parks, local favorites, and river trails, with easy access to downtown Wichita. A cozy, character-filled home base for your stay.

College Hill Cottage in Winfield--Entire apartment

Located in Winfield's College Hill neighborhood, the first floor apartment is walking distance to Southwestern College, Grace Methodist Church, and College Hill Coffee, and a short drive everywhere else in town. Built in 1885, this house combines antique charm with modern comforts. KING bed in the main bedroom, QUEEN bed in the second bedroom, and a rollaway cot available. New carpet and newer furnishings throughout.

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.

The Rock Creek Cabin

Cabin with rustic decor nestled in the Flint Hills of Kansas on the Rocking P Ranch. Enjoy life on the prairie: hiking, fishing a near by pond, and playing in the creek. Relax on the porch enjoying the view of the wide open space. BBQ grill, fireplace, and wildlife will make any season enjoyable. Only visitors you might have are the cattle and horses. Located just one hour from the Wichita airport.

Country home with a view

Quiet country stay on 10 acres, with 300+ acres of farmland behind. Located near the lost community of Bodarc (Bois'd arc on the map), the house was constructed from the Bradford mill that once was located next to the steel bridge. The house has been in our family for 3 generations. It was built in the early 1900’s. It does have quite a few modern amenities, but is still an older farm house.

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.

{Charming bungalow} 2 Living rooms + Grill+ Yard

Remodeled Tudor bungalow, Guest Favorite! 3BR/2BA with a split king suite, plus TWO living rooms so everyone can spread out. Fully stocked kitchen, TV's in all rooms & fast Wi-Fi. Private fenced backyard with grill—great for kids and pets. Easy parking and close to downtown Arkansas City. Perfect for families, friends, work trips, and longer stays!