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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winfield vacation rentals

A laundry room with two front-loading LG washing machines.

1. Tranquil 3-bedroom house with AC in charming Wheaton, Illinois

Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
Wheaton
$497 nightly
The price is $527
Oct 19 - Oct 20
Total with taxes and fees
Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

2. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
$71 nightly
The price is $78
Oct 30 - Oct 31
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A building with a sign reading 'Hale Street Cantina' and a brick facade.

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
$303 nightly
The price is $321
Oct 19 - Oct 20
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

4. 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
6.0 out of 10, (2 reviews)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
$440 nightly
The price is $466
Oct 19 - Oct 20
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
A hotel room with a bed, desk, chair, and a ceiling fan.

5. Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago

Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Chicago
8.8 out of 10, Excellent, (33 reviews)
"Clean, secure, good parking. Mattress side closest to the bathroom had a sag and woke up with a sore back."
United States
Sharon R.
$67 nightly
The price is $74
Oct 30 - Oct 31
Total with taxes and fees
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
A covered porch with wicker furniture, a coffee table, and a potted plant.

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (47 reviews)
"We had everything we needed, the host was very responsive and we would stay there again."
United States
Mike A.
$260 nightly
The price is $275
Oct 20 - Oct 21
Total with taxes and fees
- Fully-Equipped Condo - King Bed - Massive yard -
A bedroom with a bed, a wall-mounted lamp, and a door.

7. 2 BR Stay MINS to Aurora Premium Outlets

2 BR Stay MINS to Aurora Premium Outlets
Aurora
8.4 out of 10, Very good, (8 reviews)
"Everything was as advertised Parking was a little complicated but that’s not controllable. Very happy with my stay"
United States
Mike W.
$277 nightly
The price is $294
Oct 21 - Oct 22
Total with taxes and fees
2 BR Stay MINS to Aurora Premium Outlets
A modern living room with a sofa, coffee table, and bar stools. There is a kitchen area with cabinets and a countertop.

8. Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Geneva
9.6 out of 10, Exceptional, (29 reviews)
"The location is amazing! What a cute place. Just right for two people."
United States
Shara B.
$284 nightly
The price is $314
Oct 21 - Oct 22
Total with taxes and fees
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

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

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.4 out of 10, Exceptional, (36 reviews)
"This property was perfect for our weekend stay in the Chicagoland area. It was conveniently located to activities, shops and restaurants. Vic is a wonderfully attentive host who responds quickly and is happy to answer any questions or concerns."
United States
Christine M.
$296 nightly
The price is $313
Oct 19 - Oct 20
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a view of the outside through the windows.

10. 2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
Geneva
9.8 out of 10, Exceptional, (40 reviews)
"Property was very clean and well-kept. The neighborhood was quiet and felt safe. In a great location too, about a mile from the Metra/downtown Geneva"
United States
Ethan D.
$285 nightly
The price is $315
Oct 19 - Oct 20
Total with taxes and fees
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
A hotel room with a bed, desk, chair, and a ceiling fan.

11. Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago

Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
Chicago
9.8 out of 10, Exceptional, (28 reviews)
"Great staff clean rooms"
United States
Anonymous traveler
$82 nightly
The price is $90
Nov 2 - Nov 3
Total with taxes and fees
Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
A modern kitchen with white cabinetry, a central island, a dishwasher, and a stove.

12. French Country Cottage in lovely Glen Ellyn!

French Country Cottage in lovely Glen Ellyn!
Glen Ellyn
9.2 out of 10, Wonderful, (17 reviews)
"Would definitely stay again"
United States
Joseph B.
$821 nightly
The price is $870
Oct 19 - Oct 20
Total with taxes and fees
French Country Cottage in lovely Glen Ellyn!
A bedroom with a bed, bedside tables, a lamp, a plant, and a window.

13. Modern Cozy Unit w/ Parking & Workspace

Modern Cozy Unit w/ Parking & Workspace
Lombard
8.0 out of 10, Very good, (1 review)
$304 nightly
The price is $320
Oct 20 - Oct 21
Total with taxes and fees
Modern Cozy Unit w/ Parking & Workspace
A covered outdoor deck with wicker furniture, a glass-top table, and a potted plant.

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

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
9.8 out of 10, Exceptional, (30 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.
$318 nightly
The price is $337
Oct 28 - Oct 29
Total with taxes and fees
- Beautiful Condo - King Bed - Free Waffle Breakfast -
A patio area with outdoor furniture, a gazebo, and a barbecue grill.

15. 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, (35 reviews)
"The property was perfect for our family! There was plenty of room, indoors and out, for us, our kids, and our grandkids. The house was spotless and the kitchen was extensively stocked with dishes, cookware, etc. We also appreciated the numerous comfy places to gather."
United States
Mila M.
$1,072 nightly
The price is $1,136
Oct 19 - Oct 20
Total with taxes and fees
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
A two-story house with a garage, solar panels, and a red car parked in front.

16. Lombard 1BR & 1BH Suite Close to freeway & Mall

Lombard 1BR & 1BH Suite Close to freeway & Mall
Lombard
$363 nightly
The price is $385
Oct 19 - Oct 20
Total with taxes and fees
Lombard 1BR & 1BH Suite Close to freeway & Mall
A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

17. PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Aurora
9.2 out of 10, Wonderful, (15 reviews)
"The beds were super comfortable and the location for Naperville/Aurora/Wheaton activities was ideal--about 10 minutes or so for everything."
United States
Scott D.
$293 nightly
The price is $310
Oct 19 - Oct 20
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
A modern living room with a grey sectional sofa, a black coffee table, and two framed pictures on the wall.

18. 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.
$342 nightly
The price is $362
Nov 1 - Nov 2
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

19. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
9.6 out of 10, Exceptional, (5 reviews)
"This is a spacious house in a very nice, quiet neighborhood. The backyard is a perfect spot to relax and soak in the sun/play games. This is a great house for families. We had a nearby wedding and this was a wonderful house to get ready at. The hosts are extremely welcoming and communicate wonderfully. "
United States
Alicia F.
$564 nightly
The price is $598
Nov 2 - Nov 3
Total with taxes and fees
4BR Tudor • Wooded Lot • 10 Min to Downtown
A living room with a sofa, two armchairs, a coffee table, and a painting on the wall.

20. Lombard Retreat - Modern Lux 4Br & 1.5B Home - Near Hwy, Shops & Restaurants

Lombard Retreat - Modern Lux 4Br & 1.5B Home - Near Hwy, Shops & Restaurants
Lombard
$609 nightly
The price is $645
Oct 19 - Oct 20
Total with taxes and fees
Lombard Retreat - Modern Lux 4Br & 1.5B Home - Near Hwy, Shops & Restaurants
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

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

10/10 Excellent
"Excellent!!"
Valerie 2-night trip
Posted 4 hours ago
Holiday Inn Chicago O'Hare – Rosemont by IHG

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 $74 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?

Cozy 3-bedroom house in family-oriented Melrose Park.: Visitors like this Winfield vacation home rental. It offers a fireplace, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

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 Addison Ice Arena, 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.