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Compare 267 Vacation Homes in Winfield with updated reviews, rates, and availability.

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

9.6 out of 10, Exceptional, (16)
"Perfect location to make training visits to the area. Close to places to eat & grocery stores."
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

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

10.0 out of 10, Exceptional, (4)
"This is a great place and very pet friendly. Only negatives were lack of hashtags (only one in the home), no hair dryer when it advertised it had one, and no TV in any of the bedrooms. The home was clean, spacious, fireplace and hot tub are a great bonus."
Cozy 3-bedroom house in family-oriented Melrose Park.

Your Next Vacation Home

9.6 out of 10, Exceptional, (33)
"The house and the area of town worked out very well for my family. I would stay there again. "
Your Next Vacation Home

LUXE 3 BR, 2 BA + Hot Tub

9.2 out of 10, Wonderful, (21)
"Hot tub was nice, the house itself was clean and had a great backyard that is big and pretty. Host is very responsive. Recommend!!"
The price is AED 826
AED 1,458 total
includes taxes & fees
13 Mar - 14 Mar
LUXE 3 BR, 2 BA + Hot Tub

Charming ModernRetro Home!

9.2 out of 10, Wonderful, (13)
"Brittany was absolutely amazing. Her home was gorgeous and cozy. Served our needs exact. We will be coming back! "
Charming ModernRetro Home!

Spacious 5-bedroom house in charming Woodridge with fence! Kid/pet friendly.

10.0 out of 10, Exceptional, (1)
"This was a great place to bring our large dog for a short weekend to Chicago. They have a nice fenced in backyard with a tall fence. (We were struggling to find a place that would accept dogs over 20 lbs and this was perfect.) This house would be great for a large family to visit but with just two of us it still worked out well. Neighborhood is really nice and quiet and close to amenities. Just 5 min or so away is a beautiful park system that we took our dog to for a long hike/walk. The house...
Spacious 5-bedroom house in charming Woodridge with fence! Kid/pet friendly.

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (98)
"This Forest Park bungalow was perfect for our ladies weekend. It is clean, comfortable, updated, charming, well stocked with supplies, has off-street parking, and is convenient to the city. I highly recommend this lovely home."
Updated Forest Park 3 BR Bungalow

Comforting Retreat Near Woodfield Mall by RedAwning

9.6 out of 10, Exceptional, (12)
"We really enjoyed our stay! The house was cozy and very quiet! We will definitely stay again! Check in was so simple! Loved the big back yard for our dog. Location was super convenient and we felt right at home. My only recommendation would be to make the shower hotter. You will definitely enjoy this property. It’s a must stay near Chicago!"
Comforting Retreat Near Woodfield Mall by RedAwning

Charming 3-bedroom/ 2 Bath Single Family Home/ Schaumburg

10.0 out of 10, Exceptional, (1)
"I had a fantastic stay at this property! The house was spotless, beautifully decorated, and had everything I needed for a comfortable and relaxing visit. The kitchen was well-stocked, the beds were incredibly comfortable, and the outdoor space was perfect for our dogs.Gergana was the perfect host responsive, friendly, and made sure everything was just right for my stay.I would absolutely stay here again and highly recommend it to anyone looking for a wonderful home away from home!"
Charming 3-bedroom/ 2 Bath Single Family Home/ Schaumburg

Geneva Island Park Retreat

10.0 out of 10, Exceptional, (26)
"All good except for towel shortage in upstairs bathroom. I was a bit surprised to see an extra perdons charge as 6 folks in 3 bedrooms seems normal. That said, the cottage is darling."
Geneva Island Park Retreat

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

10.0 out of 10, Exceptional, (17)
"We LOVED it!! Definitely will be back in the summer to enjoy the outside."
The price is AED 1,833
AED 3,537 total
includes taxes & fees
9 Mar - 10 Mar
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (49)
"Enjoyed our stay. Lots of common areas to work remotely and to socialize."
Breathtaking home close to Schaumburg, Chicago

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (73)
"Our party came to town to visit relatives during Christmas holidays. The house was in good working order and met our needs. Beds were comfortable with easy check- in/ check- out."
Furnished Private home in Aurora sleeps 9 guests

Chic 3bed 2bath Home with free parking close to United Center

9.8 out of 10, Exceptional, (10)
"Everything was perfect "
The price is AED 918
AED 1,562 total
includes taxes & fees
18 Mar - 19 Mar
Chic 3bed 2bath Home with free parking close to United Center

Berwyn Beauty

10.0 out of 10, Exceptional, (13)
"Amazing... location, price, amenities, etc."
Berwyn Beauty

Cozy 5-bedroom with lake views and spacious deck

10.0 out of 10, Exceptional, (8)
"This was our 2nd year in a row staying here. Everything was great yet again. I highly recommend this house for anyone staying in the area."
Cozy 5-bedroom with lake views and spacious deck

2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

9.2 out of 10, Wonderful, (15)
"Great quiet place. "
2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

Relaxing Oak Park Home

9.8 out of 10, Exceptional, (75)
"Kitchen, dining room, living room, bathroom, and bedrooms were all spacious and well-appointed. Beds were comfortable. House was warm and cozy. "
Relaxing Oak Park Home

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

10.0 out of 10, Exceptional, (24)
"This was an incredible stay in Geneva. The location of this property was top notch, as was the property itself. A ton of space for my family of five and it had everything we needed during our stay. Would definitely recommend to anyone looking in Geneva. "
The price is AED 422
AED 1,007 total
includes taxes & fees
9 Mar - 10 Mar
- Fully-Equipped Condo - King Bed - Massive yard -

Elegant Getaway near Oakbrook Mall 20 min dtwn CHI

Elegant Getaway near Oakbrook Mall 20 min dtwn CHI
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, (54)
"We had such a wonderful time in your home. Great communication with Amanda! Highly recommended!"
Spacious open concept home w/ game room + firepit

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

9.6 out of 10, Exceptional, (36)
"I texted the host a question and he almost immediately got back to me and talked me through the entire check-in process, and he didn’t hang up until he was sure we were able to get in! This was my first out-of-state trip with my boyfriend, so it was an enormous relief to have such a dedicated host to help us out! Additionally, the interior was tidy and very pleasantly decorated!"
The price is AED 294
AED 686 total
includes taxes & fees
9 Mar - 10 Mar
Chic Suite/Mins to L Train /Laundry/Free Parking

LUXE 3 BR, 2 BA + Hot Tub

9.2 out of 10, Wonderful, (21)
"Hot tub was nice, the house itself was clean and had a great backyard that is big and pretty. Host is very responsive. Recommend!!"
The price is AED 826
AED 1,458 total
includes taxes & fees
13 Mar - 14 Mar
LUXE 3 BR, 2 BA + Hot Tub
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.