Chicago, IL featuring interior views and an airport as well as a couple

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Cottages in Southwest Side

Our top choices for Southwest Side cottages

"Very upset with the communication of this rental. I booked this rental for a weekend getaway with the family. I received an email a couple of days ahead of the booking reminding me of my trip and that I was all set. Then on check in day, I realized that I needed the check in information. I sent a message through the app to the renter. The response was "it may take a few days for the property to get back with you" so I called the number on the response. The operator then tried to look up my...

"This recently remodeled home was perfect for our family trip. It was immaculate, comfortable, spacious and well appointed. "

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Top Southwest Side Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Great location, close to different restaurants and coffee shops. Sadly the pool was closed when I was there but it looked like the property was very well maintained. Staff was so nice upon check in. Our room was nice and comfortable! Enjoyed my stay and will be back!!"