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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Winfield Vacation 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

6.0 out of 10, (3)
"Very nice place "
The price is CA $204
CA $323 total
includes taxes & fees
Aug 11 - Aug 12
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Charming 4 Bedroom home in the heart of Elgin
Enjoy meals in this kitchen with a window and dining area nearby.

Charming 4 Bedroom home in the heart of Elgin

9.6 out of 10, Exceptional, (35)
"Perfect for traveling as a family. Would definitely visit again "
Charming 4 Bedroom home in the heart of Elgin
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Enjoy cooking in this well-equipped kitchen with a large island and oven.

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 CA $310
CA $626 total
includes taxes & fees
Sep 9 - Sep 10
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Vintage Urban Retreat
Sit on the porch and enjoy the serene surroundings.

Vintage Urban Retreat

10.0 out of 10, Exceptional, (8)
"Great house,great location,close to a lot of attractions and bars. Owners was egged to help and responded quickly to all our questions "
The price is CA $291
CA $773 total
includes taxes & fees
Aug 13 - Aug 14
Vintage Urban Retreat
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi
Relax in this stylish living room with a grey sofa, dark blue armchair, and large flat-screen TV.

Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi

10.0 out of 10, Exceptional, (3)
"Visiting Chicago and this was a nice stay. Very quiet neighborhood. Very charming and very enjoyable."
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi
Zoo Holiday Retreat beautiful home with parking, near train into Chicago.
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Zoo Holiday Retreat beautiful home with parking, near train into Chicago.

10.0 out of 10, Exceptional, (2)
"Excellent location, right by the zoo, the place is well stocked and clean, in a nice neighborhood. Close to attractions and easy to go to other western suburbs of Chicago. Has everything we needed :). The host was great with communicating and was able to allow us to borrow a pack n play as well. Would stay again! "
The price is CA $495
CA $892 total
includes taxes & fees
Aug 10 - Aug 11
Zoo Holiday Retreat beautiful home with parking, near train into Chicago.
Cozy 3-bedroom house in family-oriented Melrose Park.
Stunning single-family home with a backyard surrounded by mature trees and a well-manicured lawn.

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

10.0 out of 10, Exceptional, (20)
"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.
Clarendon Hills Top Floor
Enjoy cooking in this well-equipped kitchen with a stainless steel range hood and a central sink.

Clarendon Hills Top Floor

7.2 out of 10, Good, (7)
"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
Cheerful 3 bedroom. Feels like home.
Enjoy cooking in this well-equipped kitchen with oven, microwave, and stovetop.

Cheerful 3 bedroom. Feels like home.

3.5 star property
9.8 out of 10, Exceptional, (10)
"It’s a beautiful home, it had everything we needed. It was nice and comfortable!!! Me and my family enjoyed our stay!!!"
Cheerful 3 bedroom. Feels like home.
Urban Farmhouse near O’Hare Airport
Stroll up to this charming two-story home with a welcoming front porch and central chimney.

Urban Farmhouse near O’Hare Airport

9.4 out of 10, Exceptional, (46)
"We enjoyed this old house! It was clean & furnished well. Owner very accessible & easy to work with. Would definitely stay here again!"
Urban Farmhouse near O’Hare Airport
3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay
Enjoy cooking in this well-equipped kitchen with a coffee station and ample storage.

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

6.0 out of 10, (1)
"We had a couple of challenges but the host was very attentive. Plenty of room and property was clean. "
3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay
4BR Retreat w/ Theater, Game Room & Backyard
Enjoy meals in this dining area with a wooden table, white chairs, and a large mirror.

4BR Retreat w/ Theater, Game Room & Backyard

10.0 out of 10, Exceptional, (5)
The price is CA $201
CA $854 total
includes taxes & fees
Sep 3 - Sep 4
4BR Retreat w/ Theater, Game Room & Backyard
Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed
Relax in our spacious lobby, featuring a seating area with armchairs and a sofa, and enjoy the view from the large window.

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 CA $150
CA $196 total
includes taxes & fees
Aug 14 - Aug 15
Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
Enjoy cooking in this well-equipped kitchen with a large island, dishwasher, oven, microwave, and coffee maker.

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

10.0 out of 10, Exceptional, (88)
"Easy to get to and very clean. Also check in and out was easy as well. "
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
Enjoy Chicago/suburbs 2BR townhouse fully equipped
Enjoy cooking in this well-equipped kitchen with a gas stove, stainless steel sink, and a window offering a view of the outdoors.

Enjoy Chicago/suburbs 2BR townhouse fully equipped

10.0 out of 10, Exceptional, (5)
"I would recommend to anyone. "
Enjoy Chicago/suburbs 2BR townhouse fully equipped
Bike & Kayak: Lakefront Prospect Heights Home
Enjoy cooking in this well-equipped kitchen with a large island, oven, and stainless steel refrigerator.

Bike & Kayak: Lakefront Prospect Heights Home

9.4 out of 10, Exceptional, (13)
"We loved our stay. The home is incredible."
Bike & Kayak: Lakefront Prospect Heights Home
Updated Forest Park 3 BR Bungalow
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and toaster.

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (114)
"This home sparkled; it was so clean! Also, it's very thoughtfully furnished and was in walking distance of shopping, restaurants, and public transportation for me! I hope to stay here again, soon!"
Updated Forest Park 3 BR Bungalow
Townhome < 5 Mi to Naperville & Morton Arboretum
Enjoy cooking in this well-lit kitchen with sleek cabinetry, a stainless steel range, and microwave.

Townhome < 5 Mi to Naperville & Morton Arboretum

9.8 out of 10, Exceptional, (6)
"The area was fine and the property was what we needed for the weekend"
Townhome < 5 Mi to Naperville & Morton Arboretum
Comfortable Naperville Escape – Close to Downtown & Train!
Microwave, oven, stovetop, dishwasher

Comfortable Naperville Escape – Close to Downtown & Train!

10.0 out of 10, Exceptional, (1)
"Wonderful house, wonderful hosts! My family of 6 plus an infant stayed here for 9 days and it was the perfect size. Beautiful back deck, big kitchen. We had many family dinners instead of always eating out, which added to the fun of vacation and spending time together. We loved walking every morning and walking to the local grocery store, local cafe, and even a Starbucks across the street. It was a great stay all the way around! "
Comfortable Naperville Escape – Close to Downtown & Train!
Chic hotel with WiFi, fitness room, AC in lovely Schaumburg
Relax in comfort with a large bed, desk, and TV.

Chic hotel with WiFi, fitness room, AC in lovely Schaumburg

2.0 out of 10, (1)
"No info was at the hotel for me. Ended up with no where to stay and no idea if I’m getting a refund. Good times horrible "
The price is CA $124
CA $206 total
includes taxes & fees
Aug 11 - Aug 12
Chic hotel with WiFi, fitness room, AC in lovely Schaumburg
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

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

10/10 Excellent
"it was good as usual"
Yassin 1-night trip
Posted 13 hours ago
Holiday Inn Chicago O'Hare – Rosemont by IHG