Family-friendly vacation 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

Indoor spaces · Family · Decor

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!

Family · Indoor spaces · Cleanliness

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.

Kitchen · Family · Cleanliness

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.

Indoor spaces · Family · Parking

Japanese garden home near coffee shop & college 🪴

Welcome! Our property features a Japanese-inspired garden with a koi pond and waterfall. The landscape is intentionally lush and natural. We minimize herbicides, allowing groundcovers and plants to grow in harmony with the trees and pond, creating a peaceful woodland atmosphere rather than a highly manicured garden. The home accommodates up to eight guests. Conveniently located just blocks from College Hill Coffee, Southwestern College, William Newton Hospital, and the public library.

Indoor spaces · Family · Laundry

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!

Kitchen · Family · Amenities

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)

Family · Kitchen · Outdoor spaces

The Gathering House

Welcome to The Gathering House! We're confident you'll feel right at home in this century-old house. At The Gathering House we honor the stories of the people who have lived life within these walls and we create space for the stories yet to come as you gather with friends and family. This is a space that fosters community and connection which leads to restoration and renewal. Come see what makes The Gathering House the perfect place for your next getaway.

Kitchen · Family · Check-in

Crestline Ranch: Hot Tub, Speakeasy & Retro Charm

Welcome to Crestline Ranch, a whimsical mid-century retreat filled with art, books, global treasures and warm textiles. Discover a hidden basement speakeasy, soak in the year-round hot tub, gather around the firepit or enjoy cards and cocktails in the heated and cooled vintage camper. The stock tank is open March through October as a cold plunge in cooler weather and a refreshing pool in summer. Primary guest must be 25+. Events require advance approval.

Indoor spaces · Kitchen · Pool

Guest Favorite • 1323 NA • King Suite• Sleeps 8

Stay at one of Arkansas City’s most trusted Airbnbs! With 230+ outstanding reviews, a 4.9-star rating, Guest Favorite status, and 3+ years as a Superhost, you’ll book with confidence. Enjoy 3 bedrooms, 2 baths, a private king suite, TWO living rooms, a fully stocked kitchen, fast Wi-Fi, Smart TVs, and a fenced backyard with a grill. Perfect for families, business travelers, pets, and longer stays. Minutes from downtown, Cowley College, and local events.

Kitchen · Indoor spaces · Pets

Family Friendly Retreat W Arcade Games & Firepit

Welcome to your Derby home away from home! This spacious 4-bedroom, 2.5-bath retreat is designed for families, groups and longer stays. Located just off Rock and Meadowlark, you'll be minutes from restaurants, shopping, groceries and everyday conveniences. Whether you're visiting family, traveling for work, in town for a tournament or simply looking for a comfortable base near Wichita, you'll have the space and convenience to settle right in.

Family · Kitchen · Cleanliness

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.

Indoor spaces · Family · Accuracy