Search Vacation Homes in Chicago 59th Street Station

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Chicago 59th Street Station

Cheerful 4 bedroom smart home w/ indoor fireplace

8.0 out of 10, Very Good, (14)
"Loved the place and host was super helpful when needed! "
Cheerful 4 bedroom smart home w/ indoor fireplace

Lux Home in Chicago 7mins Downtown

9.8 out of 10, Exceptional, (23)
"Beautiful stay and super nice host would recommend every time "
Lux Home in Chicago 7mins Downtown

Modern Historic Greystone - Near Lake - Free Prkg

7.0 out of 10, Good, (6)
"Great property in a quiet neighborhood. Not far from downtown and other tourist attractions. 10/10 would recommend. "
Modern Historic Greystone - Near Lake - Free Prkg

Gorgeous historic mansion on UChicago campus. Renovation with original detail.

10.0 out of 10, Exceptional, (11)
"This was a beautiful well appointed home with much unique artwork and well appointed furnishings. It was very welcoming. The area was very walkable to everything we needed and the outside area was very pleasant. The extra bedrooms and bathrooms made it very comfortable for our Sister group of six. "
Gorgeous historic mansion on UChicago campus. Renovation with original detail.

Woodlawn Oasis...10 Minutes to Dining & Downtown

9.6 out of 10, Exceptional, (12)
"I would book the house again"
Woodlawn Oasis...10 Minutes to Dining & Downtown

University of Chicago Condo-Upgraded and Spacious w/Parking

10.0 out of 10, Exceptional, (5)
"Awesome manager, and terrific for our needs visiting family on campus."
University of Chicago Condo-Upgraded and Spacious w/Parking

Walk to Chicago's Shops & Eats: Bronzeville Duplex

Walk to Chicago's Shops & Eats: Bronzeville Duplex

Beautiful newly renovated townhome, very quite, safe, centralized location.

Beautiful newly renovated townhome, very quite, safe, centralized location.

LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

9.6 out of 10, Exceptional, (7)
"The property was very nice and spacious. The location was great and the parking in the back was amazing. We felt safe and happy our whole stay. "
LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.

6.0 out of 10, (2)
"Great property"
Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.

Remote Worker Special: 2-bedroom townhome in Jackson Park Highlands neighborhood

Remote Worker Special: 2-bedroom townhome in Jackson Park Highlands neighborhood

Charming Bronzeville Oasis

Charming Bronzeville Oasis
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chicago 59th Street Station Hotel Reviews