Winfield Vacation Rentals

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Check prices for these dates

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

Our top choices for Winfield vacation rentals

Design Apartment, Private Bathroom (The Oak Park Loft) | 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 price is ￥25,605
￥46,951 total
includes taxes & fees
Apr 17 - Apr 18
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 traveler
The price is ￥49,892
￥98,745 total
includes taxes & fees
Apr 19 - Apr 20
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 ￥15,304
￥37,704 total
includes taxes & fees
Apr 20 - Apr 21
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 ￥35,739
￥107,833 total
includes taxes & fees
Apr 20 - Apr 21
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 ￥71,335
￥172,900 total
includes taxes & fees
Apr 27 - Apr 28
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)
"We got ready for our wedding here. It was cozy and comfortable!"
United States
Chloe W.
The price is ￥22,239
￥31,961 total
includes taxes & fees
Apr 23 - Apr 24
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 ￥111,195
￥153,872 total
includes taxes & fees
Apr 17 - Apr 18
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 ￥50,038
￥96,802 total
includes taxes & fees
Apr 19 - Apr 20
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, (2 reviews)
"Great property, and very responsive host!"
United States
Bridget M.
The price is ￥47,496
￥132,995 total
includes taxes & fees
Apr 20 - Apr 21
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 ￥40,504
￥82,414 total
includes taxes & fees
Apr 22 - Apr 23
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 ￥27,003
￥48,986 total
includes taxes & fees
Apr 22 - Apr 23
✽ 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 ￥26,304
￥48,661 total
includes taxes & fees
Apr 27 - Apr 28
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 ￥46,742
￥80,259 total
includes taxes & fees
Apr 17 - Apr 18
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 ￥28,115
￥34,856 total
includes taxes & fees
Apr 20 - Apr 21
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 ￥65,045
￥79,709 total
includes taxes & fees
Apr 21 - Apr 22
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 ￥25,017
￥57,552 total
includes taxes & fees
Apr 18 - Apr 19
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 ￥31,569
￥94,733 total
includes taxes & fees
Apr 22 - Apr 23
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 ￥23,826
￥52,678 total
includes taxes & fees
May 4 - May 5
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 ￥15,122
￥27,222 total
includes taxes & fees
Apr 22 - Apr 23
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 ￥46,699
￥103,360 total
includes taxes & fees
Apr 19 - Apr 20
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
"It’s a good hotel close to the airport with free shuttle. "
MARIANNE 2-night trip
Posted 2 hours 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:

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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 Estate in charming Willow Springs 20 minutes from Downtown and Beaches: Visitors like this Winfield vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a pool table.

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 Funway Ultimate Entertainment Center, 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.