
WindyCity Wonders
5 guests
2 bedrooms
West Loop Gate, Chicago
Immerse in the life of West Loop Gate, Chicago at this lovely rental! As a former industrial area turned dining and nightlife hub, the scene offers a unique juxtaposition.

WindyCity Wonders
5 guests
2 bedrooms
West Loop Gate, Chicago
Immerse in the life of West Loop Gate, Chicago at this lovely rental! As a former industrial area turned dining and nightlife hub, the scene offers a unique juxtaposition.

Chicago Chic
4 guests
2 bedrooms
Chicago Loop, Chicago
This pet-friendly apartment in Downtown Chicago puts the best of the city at your feet. Millennium Park, The Art Institute, theatres, restaurants, and shops are all just a short stroll away.

The Skyline's Vision
14 guests
6 bedrooms
Fulton River District, Chicago
When you bring everyone to Chicago, you want a space that matches the occasion, and these skyline retreats near Fulton Market do exactly that. By day, the city is yours to explore: coffee and street art in the West Loop, vintage hunting at Randolph Street Market, picnics in Union Park, or a culinary crawl through some of the best restaurants in the Midwest.
Explore the 56 most perfect homes in our collection
All Plum Guide homes in Chicago Loop have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each home in Chicago Loop before approving it, so you can book with peace of mind.