Winfield Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Winfield holiday rentals

Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The Oak Park Loft
Smart TV, books

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Schaumburg
10.0 out of 10, Exceptional, (7 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveller
The price is HK$2,458
HK$4,865 total
includes taxes & fees
19 Apr - 20 Apr
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (36 reviews)
"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"
United States
Fred D.
The price is HK$754
HK$1,857 total
includes taxes & fees
20 Apr - 21 Apr
A quiet stay while you are away
Interior

Chic 3bed 2bath Home with free parking close to United Center

Chic 3bed 2bath Home with free parking close to United Center
Oak Park
9.8 out of 10, Exceptional, (18 reviews)
"Overall just great lovely area and chill place, rooms was great and I love the Roku tvs to sit back In chill!"
United States
Chantrice A.
The price is HK$1,761
HK$5,312 total
includes taxes & fees
19 Apr - 20 Apr
Chic 3bed 2bath Home with free parking close to United Center
Outdoor dining

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, (30 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.
The price is HK$3,518
HK$8,527 total
includes taxes & fees
22 Apr - 23 Apr
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Interior

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (39 reviews)
"Luci was excellent. A quiet lovely house on the river. Thank you"
United States
Brian N.
The price is HK$1,096
HK$1,574 total
includes taxes & fees
23 Apr - 24 Apr
Riverfront rental
Interior

Modern Suburban Oasis- 14 guest House. Family Friendly!

Modern Suburban Oasis- 14 guest House. Family Friendly!
Elgin
10.0 out of 10, Exceptional, (1 review)
The price is HK$5,478
HK$7,580 total
includes taxes & fees
27 Apr - 28 Apr
Modern Suburban Oasis- 14 guest House. Family Friendly!
Interior

Riverfront Luxury w/ Fire Pit & Chef's Kitchen

Riverfront Luxury w/ Fire Pit & Chef's Kitchen
Bolingbrook
9.8 out of 10, Exceptional, (10 reviews)
"Great property - we had a great time. Excellent location. "
United States
Aritra G.
The price is HK$2,923
HK$5,320 total
includes taxes & fees
22 Apr - 23 Apr
Riverfront Luxury w/ Fire Pit & Chef's Kitchen
Microwave, oven, stovetop, dishwasher

Grand 5BR, 4.5BA Game Rm, Near O’Hare, & Down Town

Grand 5BR, 4.5BA Game Rm, Near O’Hare, & Down Town
Bensenville
10.0 out of 10, Exceptional, (3 reviews)
"Great property, and very responsive host!"
United States
Bridget M.
The price is HK$2,340
HK$6,552 total
includes taxes & fees
20 Apr - 21 Apr
Grand 5BR, 4.5BA Game Rm, Near O’Hare, & Down Town
Pool

Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse

Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse
Des Plaines
The price is HK$1,995
HK$4,060 total
includes taxes & fees
21 Apr - 22 Apr
Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (62 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
The price is HK$1,330
HK$2,413 total
includes taxes & fees
21 Apr - 22 Apr
✽ Charming Cottage ✽ close to College/Town/Station
Dining

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (2 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is HK$1,255
HK$2,387 total
includes taxes & fees
5 May - 6 May
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Exterior detail

Top floor of Historic Oak Park Villa /Grge: 2Cars

Top floor of Historic Oak Park Villa /Grge: 2Cars
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"The property was beautiful, spacious, warm, and very charming!"
United States
Sarah S.
The price is HK$2,233
HK$3,838 total
includes taxes & fees
20 Apr - 21 Apr
Top floor of Historic Oak Park Villa /Grge: 2Cars
1 bedroom, desk, iron/ironing board, WiFi

124 Lofts - Downtown Dundee - Walk to Dining

124 Lofts - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (15 reviews)
"Great stay. The loft is situated in an area where it is easy to walk to interesting dining options and stroll the river walk."
United States
Angela D.
The price is HK$1,385
HK$1,717 total
includes taxes & fees
21 Apr - 22 Apr
124 Lofts - Downtown Dundee - Walk to Dining
Smart TV

Premier 5BR Retreat with 2 King Suite!

Premier 5BR Retreat with 2 King Suite!
Villa Park
The price is HK$3,204
HK$3,927 total
includes taxes & fees
21 Apr - 22 Apr
Premier 5BR Retreat with 2 King Suite!
Interior

Spacious, lovely 2bed 1bath with free parking

Spacious, lovely 2bed 1bath with free parking
Oak Park
9.6 out of 10, Exceptional, (20 reviews)
"Very nice place and neighborhood."
United States
Charles R.
The price is HK$1,232
HK$2,853 total
includes taxes & fees
22 Apr - 23 Apr
Spacious, lovely 2bed 1bath with free parking
Fridge, microwave, oven, stovetop

Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking

Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking
Bensenville
10.0 out of 10, Exceptional, (1 review)
"Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. "
United States
Jacob F.
The price is HK$1,555
HK$4,692 total
includes taxes & fees
20 Apr - 21 Apr
Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking
Dining

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (42 reviews)
"Nice place, alot of space. Great host"
United States
Devonta J.
The price is HK$1,174
HK$2,595 total
includes taxes & fees
6 May - 7 May
LUXE 3 BR, 2 BA + Hot Tub
Smart TV

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Barrington
9.8 out of 10, Exceptional, (8 reviews)
"Very nice little spot... Host was absolutely wonderful!!! Definitely stay here again!"
United States
Adam B.
The price is HK$745
HK$1,341 total
includes taxes & fees
19 Apr - 20 Apr
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Private kitchen

Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay. "
United States
Jason T.
The price is HK$2,407
HK$5,214 total
includes taxes & fees
19 Apr - 20 Apr
Spacious Deck & Balcony, Game Area, Garage
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

Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

8/10 Good
"Bed is not the most comfortable one but acceptable. Everything else is pretty decent considering the price. "
I-Chu 1-night trip
Posted 1 hour ago
Sonesta Simply Suites Chicago O'Hare Airport

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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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?

Clarendon Hills Top Floor: This holiday home rental outside of Winfield is equipped with a BBQ, air conditioning and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Epic Air Trampoline 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.