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 · Value

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!

Indoor spaces · Kitchen · Backyard

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.

Family · Kitchen · Bathroom

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.

Kitchen · Indoor spaces · Location

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 · Condition

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 · Location

Whimsical Hidden Speakeasy•Pool thru Oct•Hot Tub

Welcome to Crestline Ranch, a distinctive mid-century home filled with art, books, worldly treasures and warm textiles. Discover a folksy speakeasy behind the bookcase, soak year-round in the hot tub, gather by the firepit, or enjoy cards and cocktails in the heated and cooled vintage camper. The stock tank is open March–October as a cold plunge in cooler months and a refreshing pool in summer. Primary guest must be 25+ unless they have prior positive reviews. Approved events only.

Family · Indoor spaces · Hospitality

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)

Indoor spaces · Kitchen · View

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!

Family · Indoor spaces · Checkout

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 · Indoor spaces · Decor

Guest Favorite • 2 Living Rooms • King Suite

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 · Accuracy

Cozy cottage-like stay! In Derby!

Nestled safely at a quiet, dead-end road, right down the street from Madison Central Park in Derby, this cozy cottage-like stay features: -2 bedrooms/queen beds -1 bathroom -fenced-in backyard -updated WiFi with Roku TVs -large porch with porch swing -washer and dryer -new windows and carpet throughout home 8 miles to Kansas Star Casino! Please note: those aren’t comfortable with noise level (train in area) there will be noise machines available

Kitchen · Family · Check-in