A gravel path winding through a grassy field with trees and wildflowers.

Winfield Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Winfield vacation rentals

Paper towels, dining table

1. PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
10.0 out of 10, Exceptional, (1 review)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
$460 nightly
The price is $487
Aug 11 - Aug 12
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
Exterior

2. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (70 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
$306 nightly
The price is $324
Aug 24 - Aug 25
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station
Smart TV, fireplace, books

3. Family Heaven Retreat, 6 Bedroom, Sleep 16

Family Heaven Retreat, 6 Bedroom, Sleep 16
Carol Stream
9.6 out of 10, Exceptional, (8 reviews)
"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "
United States
Daniella S.
$777 nightly
The price is $824
Aug 12 - Aug 13
Total with taxes and fees
Family Heaven Retreat, 6 Bedroom, Sleep 16
Interior

4. Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Carol Stream
9.4 out of 10, Exceptional, (6 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
$639 nightly
The price is $677
Aug 14 - Aug 15
Total with taxes and fees
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Outdoor dining

5. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (33 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Coffee/tea maker, fridge, microwave, oven

6. French Country Cottage in lovely Glen Ellyn!

French Country Cottage in lovely Glen Ellyn!
Glen Ellyn
9.2 out of 10, Wonderful, (15 reviews)
"Clean, good layout, convenient location"
United States
Joseph B.
$1,114 nightly
The price is $1,181
Aug 18 - Aug 19
Total with taxes and fees
French Country Cottage in lovely Glen Ellyn!
Coffee/tea maker, fridge, microwave, oven

7. Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River
Batavia
9.8 out of 10, Exceptional, (32 reviews)
"The house was spotless. Plenty of room for the family. Great communication with owner. I would stay here again if I get the chance. "
United States
Bill E.
$509 nightly
The price is $539
Aug 11 - Aug 12
Total with taxes and fees
Bliss in Batavia near the Fox River
Smart TV, fireplace

8. Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Lombard
9.4 out of 10, Exceptional, (23 reviews)
"The place was clean and wonderfull. Love the area."
United States
Jack W.
$358 nightly
The price is $379
Aug 11 - Aug 12
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
1 bedroom

9. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.8 out of 10, Exceptional, (27 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
$93 nightly
The price is $103
Sep 7 - Sep 8
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
Outdoor dining

10. Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Aurora
10.0 out of 10, Exceptional, (33 reviews)
"Great place to stay! Easy to check-in and check-out. We didn't have any issues with the house or host. Would stay again."
United States
Ava B.
$1,084 nightly
The price is $1,149
Aug 11 - Aug 12
Total with taxes and fees
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Coffee/tea maker, fridge, microwave, oven

11. Modern Oasis in Glen Ellyn

Modern Oasis in Glen Ellyn
Glen Ellyn
8.0 out of 10, Very Good, (2 reviews)
"The 4 of us had a great time cooking and celebrating Thanksgiving there. Thanks Linda Sullivan.Two small items. The hand held can opener you have does not open the cans. two of us tried it and could not get it to work. the bedrooms were warm even though we put the thermostat down. It was cool downstairs but warm/hot upstairs. "
United States
Linda S.
$665 nightly
The price is $705
Sep 1 - Sep 2
Total with taxes and fees
Modern Oasis in Glen Ellyn
TV

12. Modern Tranquil Boho Getaway in Glen Ellyn

Modern Tranquil Boho Getaway in Glen Ellyn
Glen Ellyn
6.0 out of 10, (4 reviews)
"Very welcoming home!"
United States
Maritza L.
$479 nightly
The price is $507
Aug 11 - Aug 12
Total with taxes and fees
Modern Tranquil Boho Getaway in Glen Ellyn
Terrace/patio

13. - Fully-Equipped Condo - King Bed - Massive yard -

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (44 reviews)
"Great place, well appointed, worked well for our needs!! Host was very responsive to any questions/requests. "
United States
Amy C.
$301 nightly
The price is $319
Aug 19 - Aug 20
Total with taxes and fees
- Fully-Equipped Condo - King Bed - Massive yard -
Smart TV, books

14. Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Geneva
9.4 out of 10, Exceptional, (34 reviews)
"The host was very welcoming "
United States
Karen B.
$305 nightly
The price is $337
Aug 12 - Aug 13
Total with taxes and fees
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Terrace/patio

15. - Beautiful Condo - King Bed - Free Waffle Breakfast -

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
9.8 out of 10, Exceptional, (28 reviews)
"Best hosts on VRBO. They were so fast to address questions, and put in so many thoughtful touches. I wish all hosts were like them!!!!!"
United States
Nikki G.
$377 nightly
The price is $399
Aug 24 - Aug 25
Total with taxes and fees
- Beautiful Condo - King Bed - Free Waffle Breakfast -
2 bedrooms, desk, iron/ironing board, WiFi (free)

16. 2 BR Stay MINS to Aurora Premium Outlets

2 BR Stay MINS to Aurora Premium Outlets
Aurora
8.8 out of 10, Excellent, (6 reviews)
"Everything was as advertised Parking was a little complicated but that’s not controllable. Very happy with my stay"
United States
Mike W.
$271 nightly
The price is $287
Aug 11 - Aug 12
Total with taxes and fees
2 BR Stay MINS to Aurora Premium Outlets
Exterior

17. Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (1 review)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
$170 nightly
The price is $190
Aug 16 - Aug 17
Total with taxes and fees
Fully-Equipped Suite | Gym Access
Smart TV

18. Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Geneva
9.6 out of 10, Exceptional, (10 reviews)
"Great location for shopping! Very cute apartment. Easy check in and checkout. "
United States
JONICA R.
$309 nightly
The price is $341
Aug 31 - Sep 1
Total with taxes and fees
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
6 bedrooms, iron/ironing board, travel crib, WiFi

19. Minutes to Downtown Saint Charles, Cozy/Chic Home

Minutes to Downtown Saint Charles, Cozy/Chic Home
St. Charles
9.2 out of 10, Wonderful, (14 reviews)
"The house was perfect. Location was close to everything but on a quiet street in a really cute neighborhood. Our host was very communicative and helpful and everything was perfect and as expected based on the description. "
United States
Deborah G.
$526 nightly
The price is $558
Aug 11 - Aug 12
Total with taxes and fees
Minutes to Downtown Saint Charles, Cozy/Chic Home
Coffee/tea maker, fridge, microwave, oven

20. Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Westmont
10.0 out of 10, Exceptional, (3 reviews)
"Clean, Family friendly yes"
United States
ronald M.
$592 nightly
The price is $628
Aug 23 - Aug 24
Total with taxes and fees
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winfield Hotel Reviews

SpringHill Suites Chicago O'Hare by Marriott

SpringHill Suites Chicago O'Hare by Marriott

10/10 Excellent
"Great stay there, the staff are so friendly"
JOSE BENY 4-night trip
Posted 1 hour ago
SpringHill Suites Chicago O'Hare by Marriott

Find out more about Winfield

Everything you need to know about Winfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $86 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Winfield?

Yes, we give you a choice of vacation rentals close to well known points of interest in Winfield, or you can choose a secluded option if you'd like a relaxing place to stay. Winfield is known for its shopping and restaurants.

What are some of the best vacation rentals in Winfield?

Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet: Visitors like this Winfield vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Winfield?

Choose from 3 Expedia vacation rentals in Winfield for a memorable vacation.

What can I see and do in Winfield?

While exploring the area, visit family-friendly sights like The Oasis Water Park, or get outside and enjoy nature at Blackwell Forest Preserve. In the larger area, you’ll find Royal Golf Club at Klein Creek and Cantigny Golf Club.

What’s a vacation rental in Winfield like?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Winfield. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.