Holiday Homes in Winfield

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Holiday Homes in Winfield

Our top choices for Winfield holiday homes

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

7.8 out of 10, Good, (6)
"The house was immaculate and very spacious. Beautifully decorated. The neighborhood was easy to get in and out of and close enough to downtown. Would highly recommend."
The price is AU$383
includes taxes & fees
24 Aug - 25 Aug
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Fridge, microwave, oven, stovetop

Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi

8.0 out of 10, Very good, (3)
"Only complaint was the fact that the yard was not cut and the grass needed to maintained"
The price is AU$703
includes taxes & fees
9 Sept - 10 Sept
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
4BR Retreat w/ Theater, Game Room & Backyard
Dining

4BR Retreat w/ Theater, Game Room & Backyard

8.8 out of 10, Excellent, (6)
The price is AU$932
includes taxes & fees
8 Sept - 9 Sept
4BR Retreat w/ Theater, Game Room & Backyard
Minutes to Downtown Saint Charles, Cozy/Chic Home
TV

Minutes to Downtown Saint Charles, Cozy/Chic Home

9.8 out of 10, Exceptional, (10)
"Perfect location Very clean house and lots of rooms"
Minutes to Downtown Saint Charles, Cozy/Chic Home
Breathtaking home close to Schaumburg, Chicago
Dining

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (66)
"Fit our whole family nicely."
Breathtaking home close to Schaumburg, Chicago
Des Plaines Vacation Rental w/ Spacious Backyard!
Fridge, microwave, stovetop, dishwasher

Des Plaines Vacation Rental w/ Spacious Backyard!

8.8 out of 10, Excellent, (15)
"Easy access good parking clean well stocked but very small three bedroom house with nice outdoor sitting and eating area near Rosemont"
Des Plaines Vacation Rental w/ Spacious Backyard!
Clarendon Hills Top Floor
Fridge, microwave, oven, stovetop

Clarendon Hills Top Floor

6.8 out of 10, (10)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (47)
"We loved how cute this house was! It was very convenient for visiting our daughter and nice to have plenty of space and amenities. Our host was very prompt communication. Would definitely stay here again!"
The price is AU$490
includes taxes & fees
25 Aug - 26 Aug
✽ Charming Cottage ✽ close to College/Town/Station
Furnished Private home in Aurora sleeps 9 guests
Fridge, microwave, oven, stovetop

Furnished Private home in Aurora sleeps 9 guests

9.2 out of 10, Wonderful, (89)
"Great yard to grill in the evening. Front room and family room both have TVs so kids can watch different things than the adults, if that's what you need or want. The couch in the family room is really comfortable to unwind on. Bedrooms all have their own TVs as well. The communication was amazing with the owner. They were incredibly responsive! I would definitely rent from them again if the option arises. "
Furnished Private home in Aurora sleeps 9 guests
Feel good, live well in this cozy Wheaton 3 bedroom!
Living area

Feel good, live well in this cozy Wheaton 3 bedroom!

10.0 out of 10, Exceptional, (1)
"Very clean. Spacious, open living area, lots of storage and comfortable beds. "
Feel good, live well in this cozy Wheaton 3 bedroom!
Spread out - Renovated 5BR+Loft, Sleeps 12+
Fridge, microwave, oven, stovetop

Spread out - Renovated 5BR+Loft, Sleeps 12+

9.2 out of 10, Wonderful, (27)
"We had a large group (11) the property had plenty of room for everyone to be comfortable. The host was very helpful and quickly responded to any inquiries we had."
Spread out - Renovated 5BR+Loft, Sleeps 12+
Great place to stay in Warrenville
Fridge, microwave, oven, stovetop

Great place to stay in Warrenville

10.0 out of 10, Exceptional, (65)
"Property is a wonderful and beautiful place to enjoy time as a family. "
Great place to stay in Warrenville
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
Fridge, microwave, oven, stovetop

4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

10.0 out of 10, Exceptional, (23)
"Great house, great neighborhood, host was amazing!"
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay

8.0 out of 10, Very good, (2)
"Awesome place in a very good location (quiet neighborhood). The owner was very responsive with communication and the property was very clean & spacious! 10/10!"
3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay
Cozy 3-bedroom house in family-oriented Melrose Park.
Property grounds

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (21)
"Comfortable beds and room for everyone. Nice quiet neighborhood and a great home away from home. Would stay there again. Host was very easy to work with and responded quickly to questions. "
Cozy 3-bedroom house in family-oriented Melrose Park.
Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed
Lobby

Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed

9.0 out of 10, Wonderful, (2)
"It was nice and everyone was very friendly!!"
The price is AU$225
includes taxes & fees
31 Aug - 1 Sept
Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed
Family Home in Chicago-O'Hare
Exterior

Family Home in Chicago-O'Hare

10.0 out of 10, Exceptional, (10)
"Nice place to stay. "
Family Home in Chicago-O'Hare
Enjoy Chicago/suburbs 2BR townhouse fully equipped
Fridge, microwave, oven, stovetop

Enjoy Chicago/suburbs 2BR townhouse fully equipped

10.0 out of 10, Exceptional, (7)
"I would recommend to anyone. "
Enjoy Chicago/suburbs 2BR townhouse fully equipped
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
Fridge, microwave, oven, stovetop

SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE

10.0 out of 10, Exceptional, (90)
"Well-equipped kitchen, comfortable beds, easy parking and very clean. A perfect place to stay for our short trip to Chicago. "
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
Historic home with easy access to Chicago
Exterior

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (169)
"The Davis House is wonderful—large, spacious—and just as described in the listing. It really is fully equipped with just about anything one would need. Beds are comfortable, water pressure is great and the laundry room on the second floor is terrific. William is a gracious owner and answered all our questions promptly. He was a pleasure to work with and it was a pleasure to stay here. We will definitely be back."
Historic home with easy access to Chicago
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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Quick service and got extra blankets with a simple text "
Joseph 1-night trip
Posted 12 hours ago
Hyatt Regency O'Hare Chicago