
Holiday rentals in Winfield
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Top-rated holiday rentals in Winfield
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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

Speakeasy | Hot Tub | Plunge Pool | Fire Pit
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!

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)

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!

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

The Retro Monastery
If you're looking for a space that is unique and charming, has that old school homey feeling, you’re in the right spot. This little getaway puts you back in time to enjoy a comforting, cozy, and classic Wichita home. This 1920s craftsman duplex is a preserved, historic staple of local culture. The Uptown neighborhood is one of Wichita’s original suburbs, centrally located with access to all areas in the city with just a short walk or drive.

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.

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.
Popular amenities for Winfield holiday rentals
Other great holiday rentals in Winfield

The Farmhouse at Dunkard Mill

Hidden gem in small town w/ free street parking

Afterbloom Delight

The Hollow

Cabin retreat with private hot tub and breakfast 1

Quiet town living at its best…

2 bedroom 1 bath Cottage

Tree House Retreat + Hot Tub
When is the best time to visit Winfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £82 | £82 | £82 | £82 | £92 | £82 | £87 | £92 | £101 | £90 | £92 | £92 |
| Avg. temp | 2°C | 5°C | 10°C | 15°C | 20°C | 25°C | 28°C | 27°C | 23°C | 16°C | 9°C | 3°C |
Frequently Asked Questions
What are the best places to stay in Winfield?
Stays in historic downtown Winfield, residential neighborhoods, or near parks are often suggested by visitors. These areas give easy access to local shops, eateries, and community events.
What are the best things to do in Winfield with kids?
Kids enjoy playgrounds in city parks, visiting the local aquatic center, and participating in hands-on programs at area museums. Family-friendly events and seasonal festivals often include activities for children.
What are some of the best things to do in Winfield?
Explore local shops downtown, tour area museums, or spend an afternoon in city parks. Music and arts events, community gatherings, and outdoor activities are often recommended.
How is the weather in Winfield?
Winfield has chilly winters around 25–49°F (-4–9°C), and warm summers near 70–93°F (21–34°C). Spring brings rain and mild temperatures, making it a popular time for outdoor activities.
When is the best time to visit Winfield?
Late spring and early fall are often suggested for milder temperatures and outdoor festivals. Summer brings music events and vibrant gatherings, while winter is quieter and suited to indoor explorations.
What are the best places to visit in Winfield?
Historic downtown Winfield, local museums, and city parks are often recommended by visitors. Seasonal events and art venues provide opportunities to experience the community's creative energy.
What are some hiking trails in Winfield?
Winfield has accessible trails in local parks, with paths suitable for a stroll or casual hike. Nature areas around the city feature walking trails bordered by native prairie plants and woodlands.
What are some family activities we can do in Winfield?
Winfield has parks with playgrounds, local museums, and a community aquatic center that families often enjoy. Seasonal events and arts programs create welcoming activities for all ages.
What are some of the best day trip ideas from Winfield?
Explore nearby small towns for antique shops, visit nature preserves, or experience lakeside recreation just outside Winfield. Regional museums and locally rooted art spaces are frequently suggested for a day excursion.
Are there any pet friendly accommodations available in Winfield?
You will find pet friendly vacation rentals around central Winfield and neighborhood areas. Many hosts indicate whether pets are welcome, so it is easy to filter for stays suited to traveling with your companion.
What are some local tips for visiting Winfield?
Locals enjoy exploring the historic downtown, attending community events, and sampling regional barbecue. It is wise to check for festival schedules and bring weather-appropriate clothing for changing Kansas skies.
What is Winfield known for?
Winfield is recognized for its music heritage, especially the Walnut Valley Festival, and its historic downtown. The city is also known for welcoming community events and locally rooted traditions.
What are the best hidden gems to explore in Winfield?
Winfield has smaller art galleries, quiet walking trails in neighborhood parks, and locally owned cafes that showcase regional flavors. Historic landmarks and community murals add unexpected interest around town.
What are the best foods to try in Winfield?
Classic Kansas flavors are popular—smoked barbecue, hearty meat dishes, and locally rooted pies. Diners and cafes often feature homemade specialties, while seasonal festivals highlight regional foods.
What should I bring for a trip to Winfield?
Pack comfortable walking shoes, layered clothing for changing temperatures, and sun protection. A reusable water bottle is useful for outdoor activities, and a rain jacket can be handy during spring and early summer.
What is the nightlife in Winfield like?
Winfield's nightlife centers on relaxed bars, live music venues, and local restaurants with evening gatherings. Downtown is known for its music-forward scene, and community events sometimes extend into the evening.
What are the most popular events or festivals in Winfield?
The Walnut Valley Festival draws crowds in late summer with music, workshops, and camping traditions. Local fairs, art walks, and holiday parades are also frequently suggested community gatherings.
Are there family friendly vacation rentals in Winfield?
Many vacation rentals in Winfield have amenities suited to families, including multiple bedrooms and open living spaces. Properties near parks and downtown make it easy for families to enjoy local activities.
Quick stats about holiday rentals in Winfield

Total holiday rentals
Explore 30 holiday rentals in Winfield

Nightly prices starting at
Winfield holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 1,880 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Winfield holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Winfield rentals

4.7 Average rating
Winfield stays receive an average rating of 4.7 out of 5 from guests
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