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Compare 286 Vacation Homes in Winfield with updated reviews, rates, and availability.

Fox River Retreat

9.8 out of 10, Exceptional, (22)
"Great place and location to stay. After a long day of work it was nice to come back to a quite getaway to relax"
Fox River Retreat

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (71)
"Plenty of space. Great location. We enjoyed our stay very much. My only suggestion would be go in the day before guest check in and make sure everything smells and looks clean. "
Furnished Private home in Aurora sleeps 9 guests

Spacious Deck & Balcony, Game Area, Garage

10.0 out of 10, Exceptional, (3)
"It was amazing staying here "
The price is AED 706
AED 1,855 total
includes taxes & fees
26 Nov - 27 Nov
Spacious Deck & Balcony, Game Area, Garage

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
Spacious 5-bedroom house with movie room, game room and more!

Charming 3-bedroom house just minutes from Downtown Wheaton!

Charming 3-bedroom house just minutes from Downtown Wheaton!

Pet-Friendly Bartlett Farmhouse w/ Deck!

9.6 out of 10, Exceptional, (5)
"My mother and aunt LOVED the decor."
Pet-Friendly Bartlett Farmhouse w/ Deck!

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (43)
"Great house in a great locations. Beautiful backyard with ample room and swing set for the kids. The rooms are big with very comfortable beds. Love the house. "
Breathtaking home close to Schaumburg, Chicago

Cheery 2+bedroom home with free parking on premises

9.8 out of 10, Exceptional, (32)
"My husband and I spent a week here with our three dogs while in town for a family wedding. I was able to work from home while my husband took the CTA into the Chicago office of his company. The home was lovely and well stocked with everything that we needed for a week away from home. Would highly recommend."
Cheery 2+bedroom home with free parking on premises

Chicago-burb -Medinah -1 King and 1 Queen beds

9.4 out of 10, Exceptional, (15)
"Nice and quiet neighborhood. Host was great! Highly recommended!!"
Chicago-burb -Medinah -1 King and 1 Queen beds

Great location-King beds-Kids playroom

10.0 out of 10, Exceptional, (17)
"We did enjoy our stay in this beautiful home. We had everything we needed to be comfortable. The location was perfect fou our needs."
Great location-King beds-Kids playroom

Desirable chic home in a Prime Location!

9.0 out of 10, Wonderful, (2)
"My coworker and I stayed at this property for a work trip. The house was clean and modern, provided a bathroom for each of us, and was within walking distance of our company office in parkview plaza."
Desirable chic home in a Prime Location!

Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve

2.0 star property
9.8 out of 10, Exceptional, (6)
"Perfect location outside of Chicago. We were visiting friends in nearby Hinsdale. Place is better than the photos. Easy check in process, great communication with host. Place is perfect, spotless and clean, seems brand new. Comfy beds. Keurig coffee was great. Would stay again. Highly recommend! ! "
Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve

Clarendon Hills Top Floor

6.6 out of 10, (4)
"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 3-bedroom house in fantastic Plainfield, 10 min to Naperville

2.0 star property
10.0 out of 10, Exceptional, (2)
"Wow! I cant stress enough how amazing this place is. Tucked away on a cul de sac street and very quiet. The nice quaint aesthetic is so charming. Once stepping inside my family and I were blown away by how clean, spacious and well decorated it was. It was so cozy and comfortable. The kitchen offered everything you may need. We were able to enjoy the spacious backyard and enclosed patio space. The overall location was great since i have family in plainfield and joliet. We absolutely enjoyed our...
Charming 3-bedroom house in fantastic Plainfield, 10 min to Naperville

Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!

The price is AED 1,413
AED 1,758 total
includes taxes & fees
26 Nov - 27 Nov
Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

10.0 out of 10, Exceptional, (11)
"We used the space to throw my friend a birthday party. The house was as described and we had a great time. Veronica answered all of our questions and was quick to respond. I would definitely recommend this place to others. "
The price is AED 1,833
AED 3,062 total
includes taxes & fees
2 Dec - 3 Dec
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

LUXE 3 BR, 2 BA + Hot Tub

8.8 out of 10, Excellent, (15)
"Older property which matched description well. Comfortably fit 5 adults and teens for 4 night stay. Quiet neighborhood even though it is right next to highway. Grocery store within a few mins. We traveled several times to downtown Chicago and Rosemont without issues (other than normal chicago traffic). There are stairs from any entrance, so just be prepared if you have a heavy cooler like we did. :) Could have been a bit cleaner, but that would not stop me from staying again. The host...
The price is AED 1,010
AED 1,673 total
includes taxes & fees
2 Dec - 3 Dec
LUXE 3 BR, 2 BA + Hot Tub

Near Chicago & O’Hare/ King Bed + Game room

10.0 out of 10, Exceptional, (22)
"We had 5 people stay. 3 bedrooms and the two couches that fold out into beds. We hung out on the deck each night, but never ended up using the fire pit. Was a warm night anyway. Great stay. "
The price is AED 810
AED 1,593 total
includes taxes & fees
1 Dec - 2 Dec
Near Chicago & O’Hare/ King Bed + Game room

Your Next Vacation Home

9.8 out of 10, Exceptional, (28)
"Thank you for your warm hosting. Everything was great! We’ll come back! "
The price is AED 551
AED 1,057 total
includes taxes & fees
10 Dec - 11 Dec
Your Next Vacation Home

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (37)
"House is super clean, pictures are accurate. Would stay again! "
The price is AED 624
AED 1,065 total
includes taxes & fees
2 Dec - 3 Dec
✽ Charming Cottage ✽ close to College/Town/Station
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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Other property types in Winfield

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (48)
"Our family of 4 had a wonderful stay here! Great neighborhood and a spacious home! The beds were super comfy & the home was decorated nicely! Thank you for having us Amanda! We’ll be back :) "
Spacious open concept home w/ game room + firepit

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (71)
"Plenty of space. Great location. We enjoyed our stay very much. My only suggestion would be go in the day before guest check in and make sure everything smells and looks clean. "
Furnished Private home in Aurora sleeps 9 guests

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (35)
"Had a great stay! Thank you!"
Chic Suite/Mins to L Train /Laundry/Free Parking
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.