Search Vacation Homes in Chicago 55th-56th-57th Street Station

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Vacation Homes in Chicago 55th-56th-57th Street Station

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

9.6 out of 10, Exceptional, (7)
"Nice place. Looks freshly updated. If you have a hard time with stairs this probably isnt for you as there is 2 flights to climb. Other than that great place"
LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

Cheerful 4 bedroom smart home w/ indoor fireplace

8.0 out of 10, Very Good, (16)
"Loved the place and host was super helpful when needed! "
Cheerful 4 bedroom smart home w/ indoor fireplace

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

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

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

10.0 out of 10, Exceptional, (12)
"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

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.

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.
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Top Chicago 55th-56th-57th Street Station Hotel Reviews