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

Crestline Ranch: Speakeasy • Hot Tub • Plunge Pool

Welcome to Crestline Ranch. This unique mid-century home is perfect for lovers of art, culture, and slow mornings with a good book. Collected worldly treasures and warm textiles set the tone, while a folksy speakeasy hides behind a bookcase. Soak year-round in the hot tub, gather by the firepit, or slip into the fully heated and cooled vintage camper for cards, cocktails, or an impromptu photoshoot. The stock tank pool opens Mid-March, cold plunge in spring and refreshing plunge pool in summer.

The Vera Haus

Bring the whole family and enjoy this stunning piece of history with lots of room for enjoyment! “The Vera Haus” was built in 1921 as a wedding gift for Vera (Hartenbower) Blood from her groom Clarence Blood. The couple married Dec. 18th 1921. The home has its original quarter sawn oak wood work & doors throughout, oak wood floors, laundry chute, central vacuum, coal stove, the list goes on! Outside you can stargaze on the wrap around porch and enjoy the spacious corner lot & beautiful trees!

Amanda’s Place

Relax with the whole family in this peaceful, cozy home with a private, fenced in back yard with outdoor games provided. Just a few blocks away you can enjoy tennis, pickle ball, a walk or jog along the Arkansas river, or display your skills at the Derby Skateboard Park. Within minutes be floating down the Rock River Rapids or checking out the Field Station; Dinosaur Park. Decarsky dog Park is a great place to meet new friends. Convenience stores, Fast food and restaurants are all close by.

Lynn St Bungalow

Charming two bedroom, two bath bungalow built in 1925. All original wood floors. Existing bath completely remodeled with a deep antique bathtub with shower. Bathroom with a walk-in shower en suite to master bedroom which is the "Bluegrass Room". The "Sunflower Wheat Room" is slightly larger with king beds in both bedrooms. Fully stocked kitchen with basic cooking supplies provided. Security system with keyless entry. TV with DVD in living room and smart TV's in both bedroom & WiFi.

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)

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!