
Vacation rentals in Winfield
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Top-rated vacation rentals in Winfield
Guests agree: these stays are highly rated for location, cleanliness, and more.

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 Point on 11th
The Point: Retro Cool, Modern Luxe in Charming Winfield, KS! Step into architectural brilliance at The Point, a unique 1970s post-modern house, exquisitely transformed by an extensive renovation. Marvel at its stylish roofline before unwinding in an amazing, deeply comfortable interior designed for ultimate relaxation. This is an experience. The Point is your chic base to explore a town rich in history, vibrant arts, and the famous Walnut Valley Festival. Book your unforgettable escape today!

Relax Restore Renew in Winfield
This beautifully decorated 1 bedroom/2 bath luxury condo features 1600 sf open layout. High end finishes including stainless appliances, granite counter tops, walk in shower, laundry room, whirlpool bathtub and smart TV. Just downstairs you will enjoy spa amenities, complete with a walk-in infrared sauna, massage, facials and much more! This place is close to everything, making it easy to plan your visit. This small quaint community features downtown historical whimsey you are sure to enjoy.

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)

Cozy Blue Bungalow near College
Kick back and relax in this charming, stylish space, two blocks from Southwestern College. Newly updated 1907 Bungalow with original hardwood floors, fresh paint, farmhouse sink, and vintage charm throughout. Offering 3 bedrooms and newly renovated bathroom with claw foot tub/shower combo. Cable, Wi-Fi, & full size washer/dryer provided. Private backyard with gazebo & fire pit. New propane grill for cookouts. Front porch ramp for easy access. Private driveway parking available.

Southwestern Cottage
This house is located in North Winfield, and is just a few minute drive from the Walnut Valley Festival. It's within walking distance of Southwestern College, The Kansas Veterans Home, and Cumbernauld Village. It's a quiet and safe neighborhood with some great opportunities to see wildlife like deer and turkeys while taking short walks close by. There is a garden and a screened in porch. The screen porch has a very nice queen futon, and has a great view of the garden.

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.
Popular amenities for Winfield places to stay
Other great vacation rentals in Winfield

The Charming Chestnut

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

Afterbloom Delight

Little Oasis

Rock Fence Lodge *The Hangout included!*

Cabin retreat with private hot tub and breakfast 1

Top Rock Ranch | Private Retreat

Quiet town living at its best…
When is the best time to visit Winfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 404 | ﺩ.ﺇ 404 | ﺩ.ﺇ 404 | ﺩ.ﺇ 404 | ﺩ.ﺇ 452 | ﺩ.ﺇ 404 | ﺩ.ﺇ 426 | ﺩ.ﺇ 452 | ﺩ.ﺇ 496 | ﺩ.ﺇ 444 | ﺩ.ﺇ 452 | ﺩ.ﺇ 452 |
| 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 vacation rentals in Winfield

Total vacation rentals
Explore 30 vacation rentals in Winfield

Nightly prices starting at
Winfield vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

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

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

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 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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