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Family-friendly vacation rentals in Winfield

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Winfield

  • Total vacation rentals

    Explore 20 vacation rentals in Winfield

  • Nightly prices starting at

    Winfield vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

  • Verified guest reviews

    Over 1,530 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Winfield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winfield rentals

  • 4.9 Average rating

    Winfield stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Winfield

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A contemporary studio apartment is showcased, featuring a spacious kitchenette with white cabinetry and a granite countertop. A comfortable sofa is positioned next to a soft area rug, with a king size bed visible in the backdrop, complemented by light green bedding and wall decor.
Guest suite 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

4.97 out of 5 average rating, 117 reviews
Top guest favorite
A two-story, red brick home is framed by autumn leaves, presenting a welcoming front entrance with a porch adorned with potted plants and a seasonal wreath. A concrete pathway leads to the front door, while a flag gently flutters on the side of the house.
Home in Douglass

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!

4.99 out of 5 average rating, 114 reviews
Guest favorite
A modern kitchen is visible through an open-concept space, featuring gray cabinetry and stainless steel appliances. A breakfast bar with two wooden stools is positioned in front, while a small arrangement of flowers adds a touch of color. Natural light illuminates the area.
Home in Derby

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.

4.96 out of 5 average rating, 190 reviews
Top guest favorite
The front view of a charming bungalow is displayed, featuring a welcoming porch with potted ferns and comfortable seating. Lush greenery surrounds the home, and steps lead to the entrance. The yellow exterior with brick accents adds to the inviting character of the residence.
Bungalow in Winfield

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.

5.0 out of 5 average rating, 335 reviews
Top guest favorite
A tranquil Japanese-style garden features a pond adorned with lily pads and illuminated by string lights. A wooden walkway and a red bridge create a serene atmosphere, while lush greenery surrounds the scene, enhancing the garden's natural beauty.
Home in Winfield

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.

4.95 out of 5 average rating, 162 reviews
Top guest favorite
A spacious living area features a large brown leather sectional sofa paired with a wooden coffee table. Natural light enters through a window, highlighting the light-colored walls. A dining area with a wooden table is visible, alongside a modern kitchen equipped with stainless steel appliances.
Townhouse in Wichita

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!

4.97 out of 5 average rating, 199 reviews
Top guest favorite
A spacious single-story home features a classic brick and wooden exterior with a well-kept lawn. The front porch is accessible, and the double garage is visible on the right side. Trees and shrubs frame the entrance, contributing to the welcoming atmosphere.
Home in Augusta

Lake View Grand House

Spacious neighborhood home just 25 min east of Wichita. Beautifully situated on Augusta Lake with an elevated view from the deck and large backside windows. Base price is for up to 10 people. Additional guests up to a total of 16, adults or children, are 20 dollars per night per person. No outside visitors allowed. Called the "Grandhouse" by the grandkids, whose grandparents designed and built the house in 1978. This clean and open space concept is great for family gatherings.

4.96 out of 5 average rating, 123 reviews
Top guest favorite
The charming entryway features a covered porch with decorative railings, flanked by vibrant yellow flower boxes. A cozy bench with colorful cushions invites relaxation, while well-maintained grass and trees provide a serene outdoor setting.
Farm stay in Wellington

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)

4.97 out of 5 average rating, 483 reviews
Top guest favorite
The entrance features a pair of elegant double doors framed by large windows, allowing natural light to fill the space. Black lantern-style wall fixtures add a touch of sophistication. A welcoming doormat rests on a covered porch, complemented by decorative planters.
Home in Winfield

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.

5.0 out of 5 average rating, 146 reviews
Top guest favorite
Home in Wichita

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.

5.0 out of 5 average rating, 204 reviews
Guest favorite
Home in Arkansas City

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.

4.94 out of 5 average rating, 124 reviews
Top guest favorite
Home in Derby

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.

4.94 out of 5 average rating, 176 reviews

Popular amenities for Winfield family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
A spacious hot tub is centrally located on a patio, surrounded by string lights that provide soft illumination. The area features an outdoor door leading to a private backyard, with a charming wooden structure above adding a cozy touch.
Home in Wichita

Relax and Reconnect- Hot Tub, Fire Pit, and Fun

4.87 out of 5 average rating, 213 reviews
Top guest favorite
A gravel driveway leads to a charming house surrounded by lush greenery. Tall trees create a natural canopy, offering shade and a serene atmosphere. The home's exterior blends subtly with the landscape, enhancing the peaceful setting.
Home in Wichita

Your Private Garden Escape

4.99 out of 5 average rating, 320 reviews
Guest favorite
A spacious backyard features a hot tub surrounded by a gray wood panel enclosure. Nearby, a gazebo with draped curtains offers shaded seating. The manicured green lawn contrasts against the clear blue sky and bare trees, creating a serene outdoor environment.
Home in Wichita

HotTub, Theater, King Duplex in West Wichita

4.92 out of 5 average rating, 115 reviews
Top guest favorite
The treehouse is nestled among lush greenery, showcasing expansive multi-level decks and stone accents. Large windows reflect the surrounding trees, creating a harmonious blend with nature. A swing hangs from a sturdy branch, inviting relaxation in the peaceful outdoor space.
Treehouse in Derby

Tree House Retreat + Hot Tub

5.0 out of 5 average rating, 25 reviews
Guest favorite
An aerial view of the property highlights a serene pond surrounded by trees and gently sloping land. Two cabins with green roofs are visible nearby, along with a garden area. Walking paths meander through the landscape, inviting exploration and connection with nature.
Farm stay in Mulvane

Cabin retreat with private hot tub and breakfast 1

4.94 out of 5 average rating, 51 reviews
Top guest favorite
Home in Derby

Nancy's Ranch + hot tub

4.95 out of 5 average rating, 59 reviews
Top guest favorite
A cozy sitting area features a tan leather couch paired with a mid-century style armchair and a round coffee table. The room is illuminated by modern ceiling lights, with large windows allowing natural light to filter in. Wooden beams add architectural interest.
Home in Wichita

Luxury Home Close WSU & DT/ NO Guest Service Fees!

4.96 out of 5 average rating, 56 reviews
Top guest favorite
An outdoor patio area features a hot tub surrounded by a wooden deck. A fire pit with seating provides a cozy gathering spot. The yard is bordered by a tall wooden fence, offering privacy and a sense of seclusion among greenery.
Home in Wichita

Quiet Place in Wichita/ Hot Tub & Cinema

4.95 out of 5 average rating, 77 reviews

Family- and pet-friendly home rentals

Superhost
A vintage farmhouse features a welcoming porch with black railings and several potted plants. The facade is painted white, accented by a bold black roof. An American flag and a seasonal wreath are displayed prominently. A pumpkin and decorative welcome sign add charm to the entrance.
Home in Belle Plaine

1950’s Retro Farmhouse

4.75 out of 5 average rating, 109 reviews
Guest favorite
A cozy room showcases a spacious bed covered with a light quilt. A leather sofa with red accents is positioned nearby, while wooden walls add warmth. A study space with a bar stool and bookshelf is visible in the background, and a large television is mounted on the opposite wall.
Guesthouse in College Hill

LION's DEN {ü} Speakeasy Inspired | Pet Welcome

4.95 out of 5 average rating, 388 reviews
Guest favorite
Home in Wichita

Cozy 2-Bed retreat Near Historic Downtown Wichita!

4.88 out of 5 average rating, 168 reviews
Top guest favorite
An open-concept living space features a modern living area with comfortable seating and a large television. The spacious kitchen and dining area are visible, showcasing a central island and a stylish dining table surrounded by chairs, illuminated by natural light from the nearby windows.
Home in Wichita

Spacious Family Retreat By Park

5.0 out of 5 average rating, 109 reviews
Guest favorite
An open-concept living area features a vibrant mural with pink and orange patterns on one wall. A seating area is complemented by a velvet couch, while a kitchen bar with two stools is positioned nearby, creating a warm and inviting space for gathering.
Home in Wichita

Maximalist 3BR Home close to Downtown & Airport

4.96 out of 5 average rating, 239 reviews
Guest favorite
A cozy living room features a light gray sofa and two turquoise chairs, arranged around a small wooden table. A television is positioned on a stand, and natural light enters through a large window adorned with light curtains. A decorative light fixture hangs overhead.
Home in Wichita

Relaxing Getaway in Historic Delano District

4.89 out of 5 average rating, 346 reviews
Guest favorite
Home in Wichita

Amazing 4 BD 2 BA Home w/ Garage near Town East!!

4.94 out of 5 average rating, 296 reviews
Guest favorite
Apartment in Wichita

Welcome to our Wichita home

4.81 out of 5 average rating, 301 reviews

Family-friendly home rentals with a pool

Top guest favorite
Home in Wichita

Endless Family Entertainment, Fire Pit, 2 Kings!

4.96 out of 5 average rating, 129 reviews
Top guest favorite
Home in Wichita

Mother Nature Special, Summer Fun @ Fall Prices

4.95 out of 5 average rating, 124 reviews
Guest favorite
An underground pool is visible, featuring clear blue water surrounded by a concrete deck. The pool area is enclosed by a wooden fence, providing privacy. Large windows from the adjacent sunroom offer views of the pool.
Home in Wichita

Game Room, Home Gym, & Private Patio W/ Pool!

4.94 out of 5 average rating, 116 reviews
Top guest favorite
Home in Mulvane

The Cedar Corner | 2 BR | 2 Bath | Garage | Pool

4.95 out of 5 average rating, 60 reviews
Top guest favorite
Home in Goddard

Uncle Dave's House

5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Wichita

Rocking Riverside - Cozy Hot Tub + Sauna Escape!

4.91 out of 5 average rating, 22 reviews
Guest favorite
A private outdoor area features a heated saltwater pool alongside an inviting hot tub. Overhead lights create a warm ambiance, while lush greenery and comfortable seating enhance the tranquil setting.
Home in College Hill

Heated Saltwater Pool & Spa · Central Wichita Gem

4.97 out of 5 average rating, 86 reviews
Guest favorite
A spacious living area features comfortable seating arrangements with two sofas and a blue armchair. Natural light filters through large windows, illuminating the room. A fireplace is positioned in the corner, and decorative elements add a touch of warmth to the setting.
Home in Wichita

City Gem

4.93 out of 5 average rating, 15 reviews