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

Winfield Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Winfield holiday rentals

Living area

1. The Orchard House/King Bed/Privacy/Walking Trail

The Orchard House/King Bed/Privacy/Walking Trail
West Chicago
10.0 out of 10, 2, (2 reviews)
"Everything was clean and tidy. The host was responsive and friendly. Our dogs and 6 year old loved the yard and the playground in the yard. 10/10 will stay again!"
United States
Jess B.
The Orchard House/King Bed/Privacy/Walking Trail
Room

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

Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Chicago
8.8 out of 10, 33, (33 reviews)
"Nice, clean, and a quiet hotel"
United States
Anonymous traveller
The price is HK$545
HK$603 total
includes taxes & fees
4 Oct - 5 Oct
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Private kitchen

3. 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, (2 reviews)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is HK$1,853
HK$4,066 total
includes taxes & fees
15 Sept - 16 Sept
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
Exterior

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, 71, (71 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is HK$1,412
HK$2,452 total
includes taxes & fees
7 Oct - 8 Oct
✽ Charming Cottage ✽ close to College/Town/Station
Living area

5. 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, 27, (27 reviews)
"The location is amazing! What a cute place. Just right for two people."
United States
Shara B.
The price is HK$893
HK$2,353 total
includes taxes & fees
15 Sept - 16 Sept
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Outdoor dining

6. 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, 36, (36 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
The price is HK$1,120
HK$2,492 total
includes taxes & fees
16 Sept - 17 Sept
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Room

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

Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
Chicago
9.8 out of 10, 28, (28 reviews)
"Great staff clean rooms"
United States
Anonymous traveller
The price is HK$545
HK$603 total
includes taxes & fees
4 Oct - 5 Oct
Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
Private kitchen

8. French Country Cottage in lovely Glen Ellyn!

French Country Cottage in lovely Glen Ellyn!
Glen Ellyn
9.2 out of 10, 16, (16 reviews)
"Would definitely stay again"
United States
Joseph B.
The price is HK$4,149
HK$7,397 total
includes taxes & fees
4 Oct - 5 Oct
French Country Cottage in lovely Glen Ellyn!
Room

9. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, 30, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is HK$577
HK$639 total
includes taxes & fees
4 Oct - 5 Oct
2 Full Beds | Non-Smoking, Kitchen
Private kitchen

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, 40, (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.
The price is HK$988
HK$2,467 total
includes taxes & fees
15 Sept - 16 Sept
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
Terrace/patio

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, 46, (46 reviews)
"Nice place for family visit. Made good use of the wrap-around porch to enjoy the lovely weather."
United States
Mark O.
The price is HK$840
HK$2,079 total
includes taxes & fees
15 Sept - 16 Sept
- Fully-Equipped Condo - King Bed - Massive yard -
Private kitchen

12. Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River
Batavia
9.8 out of 10, 33, (33 reviews)
"it’s a very nicely, remodeled home in a very quiet neighborhood. Large kitchen, comfortable beds, there’s a walk-in shower in the finished basement, which was important to us. It’s also close to Geneva, which is a very nice town many restaurants and shops."
United States
Fred M.
The price is HK$2,000
HK$4,197 total
includes taxes & fees
28 Sept - 29 Sept
Bliss in Batavia near the Fox River
Room

13. 2 BR Stay MINS to Aurora Premium Outlets

2 BR Stay MINS to Aurora Premium Outlets
Aurora
8.4 out of 10, 8, (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.
2 BR Stay MINS to Aurora Premium Outlets
Exterior

14. Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast
York Center
8.8 out of 10, 5, (5 reviews)
"Sufficient for a quick overnight stay. Hotel was undergoing renovations."
United States
Anonymous traveller
The price is HK$1,253
HK$1,587 total
includes taxes & fees
27 Sept - 28 Sept
Air-Conditioned King Suite | Complimentary Breakfast
Living area

15. Curated for Cozy Stays -2 Parking Spaces, Sleeps 4

Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Westmont
8.4 out of 10, 5, (5 reviews)
"Great experience and great location very grateful for the stay, would highly recommend."
United States
DeMarco L.
The price is HK$769
HK$2,667 total
includes taxes & fees
22 Sept - 23 Sept
Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Exterior detail

16. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, 288, (288 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveller
The price is HK$549
HK$663 total
includes taxes & fees
15 Sept - 16 Sept
King Bed Non-Smoking
Living area

17. 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, 23, (23 reviews)
"The place was clean and wonderfull. Love the area."
United States
Jack W.
The price is HK$1,675
HK$2,822 total
includes taxes & fees
22 Sept - 23 Sept
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Outdoor dining

18. 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, 34, (34 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.
The price is HK$3,913
HK$9,009 total
includes taxes & fees
20 Sept - 21 Sept
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Living area

19. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, 4, (4 reviews)
"The place was great overall and we really enjoyed our stay. The location and accommodations were nice, and everything was as expected. Unfortunately, there was no AC in the bedrooms, so the rooms got pretty hot at night, which made it a little uncomfortable for sleeping. Other than that, we had a great stay!"
United States
Kody T.
The price is HK$733
HK$3,804 total
includes taxes & fees
6 Oct - 7 Oct
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
Living area

20. 2BR • Newly Furnished Modern Apt • Near O'Hare

2BR • Newly Furnished Modern Apt • Near O'Hare
O'Hare
The price is HK$580
HK$3,079 total
includes taxes & fees
14 Oct - 15 Oct
2BR • Newly Furnished Modern Apt • Near O'Hare
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

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

10/10 Excellent
"Staff was exceptional, room was very clean."
pamela 2-night trip
Posted less than an hour ago
Loews Chicago O'Hare Hotel

Find out more about Winfield

Search for holiday rentals in Winfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Winfield using one of the methods below:

  • View our selection of featured holiday rentals in Winfield
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  • Enter your travel dates to view the best deals on holiday rentals in Winfield while they last

Look no further and take a look at our great range of rental properties in Winfield!

Frequently asked questions

Are there holiday rentals in Winfield?

Yes, there are holiday rentals close to the most popular sights in Winfield, or you can select a more secluded option if you're looking for a relaxing stay. Winfield is known for its shopping and restaurants.

What are some of the best holiday rentals that Winfield has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Winfield offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Winfield?

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

What can I see and do in Winfield?

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

What’s a holiday rental in Winfield like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winfield. Holiday rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.