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

Winfield Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Winfield vacation rentals

A brick building with a sign reading "COLLEGE AVENUE" and a staircase leading to the entrance.

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (76 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is AED 661
AED 1,125 total
includes taxes & fees
15 Nov - 16 Nov
✽ Charming Cottage ✽ close to College/Town/Station
A room with a foosball table, a ping pong table, and a table tennis table.

2. 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.
The price is AED 758
AED 1,691 total
includes taxes & fees
17 Nov - 18 Nov
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
A hotel room with two beds, a large window with curtains, a wall-mounted air conditioning unit, and a carpeted floor.

3. 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
The price is AED 276
AED 305 total
includes taxes & fees
6 Dec - 7 Dec
2 Full Beds | Non-Smoking, Kitchen
A dining area with a wooden table set for six, surrounded by black chairs, a potted plant, and a white chair.

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

The Orchard House/King Bed/Privacy/Walking Trail
West Chicago
10.0 out of 10, Exceptional, (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 price is AED 859
AED 1,935 total
includes taxes & fees
29 Nov - 30 Nov
The Orchard House/King Bed/Privacy/Walking Trail
A covered porch with wicker furniture, a coffee table, and a potted plant.

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (49 reviews)
"We had everything we needed, the host was very responsive and we would stay there again."
United States
Mike A.
The price is AED 459
AED 1,028 total
includes taxes & fees
16 Nov - 17 Nov
- Fully-Equipped Condo - King Bed - Massive yard -
A patio with a fire pit, a table with chairs, and a small shed in the background.

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, Exceptional, (36 reviews)
"This was a perfect spot for our trip, good location, clean and quiet."
United States
Emily W.
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A modern kitchen with a bar area, a sofa with cushions, a coffee table, and a patterned wall.

7. 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.
The price is AED 481
AED 1,129 total
includes taxes & fees
1 Dec - 2 Dec
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
A hotel room with a bed, a chair, a desk, a lamp, and a picture on the wall.

8. 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.
The price is AED 261
AED 289 total
includes taxes & fees
1 Dec - 2 Dec
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
A living room with a TV, a ceiling fan, a fireplace, and a brick wall.

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

Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
Wheaton
Tranquil 3-bedroom house with AC in charming Wheaton, Illinois
A bedroom with a bed, bedside tables, a lamp, a plant, and a window.

10. Modern Cozy Unit w/ Parking & Workspace

Modern Cozy Unit w/ Parking & Workspace
Lombard
8.0 out of 10, Very good, (1 review)
The price is AED 309
AED 1,101 total
includes taxes & fees
16 Nov - 17 Nov
Modern Cozy Unit w/ Parking & Workspace
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
Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
A two-story house with a covered patio area featuring outdoor furniture and curtains.

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.
The price is AED 1,745
AED 3,064 total
includes taxes & fees
15 Nov - 16 Nov
French Country Cottage in lovely Glen Ellyn!
A modern kitchen with a wooden countertop, black cabinets, and a stove. There is a dining area with a table and chairs, and a living room with a sofa and a coffee table.

13. 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, (38 reviews)
"This is our second time at this property and we will be back. Cita the host is top notch and bent over backwards for every request. lovely neighborhood for walking and quiet. The space is perfect for a quiet dinner with our grown kids. Thank you Cita and the cleaning crew who made it beautiful!"
United States
Gail F.
The price is AED 115
AED 729 total
includes taxes & fees
30 Nov - 1 Dec
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
A covered outdoor seating area with wicker furniture, a glass-top coffee table, and a ceiling fan.

14. Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong

Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
Naperville
The price is AED 737
AED 1,890 total
includes taxes & fees
16 Nov - 17 Nov
Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
A modern kitchen with white cabinetry, a central island, and a microwave above the stove.

15. Luxury King Bed • Remodeled Safe Chicago Condo

Luxury King Bed • Remodeled Safe Chicago Condo
O'Hare
10.0 out of 10, Exceptional, (1 review)
"great place and location!"
United States
Lauren
Luxury King Bed • Remodeled Safe Chicago Condo
A spacious bedroom with a large bed, a sitting area with a chair, a vanity with a mirror, and a chandelier.

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

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
9.8 out of 10, Exceptional, (32 reviews)
"This is the perfect place to stay in Chicago "
United States
Cool boss 3.
The price is AED 489
AED 1,063 total
includes taxes & fees
16 Nov - 17 Nov
- Beautiful Condo - King Bed - Free Waffle Breakfast -
A modern kitchen with a central island, dark wooden dining table, and a ceiling fan.

17. 3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare

3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare
Addison
3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare
A spacious lobby with a high ceiling, multiple seating areas, and a fireplace.

18. Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (3 reviews)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
The price is AED 533
AED 648 total
includes taxes & fees
22 Nov - 23 Nov
Fully-Equipped Suite | Gym Access
A grassy area with chairs and a pond.

19. Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (52 reviews)
"Incredible host and property."
United States
John V.
The price is AED 643
AED 868 total
includes taxes & fees
15 Nov - 16 Nov
Riverfront rental
A backyard patio with wicker furniture, a barbecue grill, and string lights.

20. Cozy Home | King Bed | 10P | Metra |Chicago Suburb

Cozy Home | King Bed | 10P | Metra |Chicago Suburb
Highland Hills
9.4 out of 10, Exceptional, (3 reviews)
"I booked this property because I was told (before I made the reservation) that the bedroom and one of the bathrooms were on the main floor. I specifically inquired whether my mother-in-law would need to use stairs to access a bedroom and bathroom. In the words of the host, "the main living area, kitchen, two bedrooms and a full bathroom are on the main floor. Only the basement requires the use of steps ". This was not the case. The two bedrooms and a full bathroom are up a flight of 5...
United States
Denise G.
The price is AED 444
AED 1,500 total
includes taxes & fees
18 Nov - 19 Nov
Cozy Home | King Bed | 10P | Metra |Chicago Suburb
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winfield Hotel Reviews

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

10/10 Excellent
"Great for an overnight layover!"
Constantin 1-night trip
Posted 2 hours ago
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

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.