Waterfront vacation rentals in Downtown Chicago
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Downtown Chicago
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Downtown Chicago waterfront rentals
Waterfront apartment rentals
Rental unit in Chicago
Cozy 1 BR Apartment in South Loop
Rental unit in Chicago
The Holiday House by the Lake! 2br/2bth
Rental unit in Evanston
New renovation|1BR|Stylish|Modern|Next to the Lake
Rental unit in Chicago
Elegant 2-bed/2-bath in the heart of Uptown
Rental unit in Chicago
Lovely Lake Side Apartment
Rental unit in Chicago
Executive Apartment on Lake Michigan with parking
Rental unit in Evanston
MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
Rental unit in Chicago
NVCLL Chicago
Waterfront house rentals
Home in Chicago
NEW! Lake & Skyline View on Kenwood Culdesac!
Home in Chicago
'22 CasaNova Modern City Living
Home in Chicago
Beautiful 3 Bedroom TownHome in Rogers Park
Home in Chicago
Lake Home-3 blocks to beach/harbor 10 min 2 Loop!
Home in Chicago
Cozy home w/ 4 bedrooms in Bridgeport Chicago
Home in Prospect Heights
Classy Lakefront Home w/ Charcoal Grill & Deck!
Home in Des Plaines
House 1 minute from O'hare Airport
Home in Prospect Heights
Oasis near the City
Waterfront condo rentals
Condo in Chicago
Bronzeville Tribe Palace Loft
Condo in Chicago
Cozy Studio 1BR Apt near the lake on the Northside
Condo in Chicago
Lovely condo studio
Condo in Chicago
Spacious Wicker Park Hideaway with Parking!
Condo in Chicago
Where you want to BE! Stylish, Comfy, Luxe
Condo in Chicago
Lovely 1 Bedroom with Fireplace and Home Office
Condo in Calumet City
Chicago/Grant Park/Solider Field
Condo in Chicago
2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
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