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
Apartment in Chicago
4.82 out of 5 average rating, 87 reviewsCozy 1 BR Apartment in South Loop
Apartment in Chicago
4.86 out of 5 average rating, 29 reviewsElegant 2-bed/2-bath in the heart of Uptown
Apartment in Chicago
4.93 out of 5 average rating, 45 reviewsThe Holiday House by the Lake! 2br/2bth
Apartment in Lisle
4.65 out of 5 average rating, 77 reviewsTranquility and comfort in private condo
Apartment in Edgewater
4.67 out of 5 average rating, 3 reviewsLovely Lake Side Apartment
Apartment in Chicago
4.94 out of 5 average rating, 122 reviewsExecutive Apartment on Lake Michigan with parking
Apartment in Evanston
4.78 out of 5 average rating, 127 reviewsMDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
Apartment in Chicago
4.78 out of 5 average rating, 9 reviewsNVCLL Chicago
Waterfront house rentals
Home in Chicago
5.0 out of 5 average rating, 52 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Home in Highland Park
4.92 out of 5 average rating, 39 reviewsWitness Sunrise Over Lake Michigan
Home in Chicago
4.88 out of 5 average rating, 32 reviews'22 CasaNova Modern City Living
Home in Chicago
4.82 out of 5 average rating, 60 reviewsLake Home-3 blocks to beach/harbor 10 min 2 Loop!
Home in Chicago
4.73 out of 5 average rating, 22 reviewsBeautiful 3 Bedroom TownHome in Rogers Park
Home in Westmont
4.89 out of 5 average rating, 18 reviewsCozy 5-bedroom with lake views and spacious deck
Home in Chicago
4.67 out of 5 average rating, 9 reviewsCozy home w/ 4 bedrooms in Bridgeport Chicago
Home in Prospect Heights
4.93 out of 5 average rating, 44 reviewsClassy Lakefront Home w/ Charcoal Grill & Deck!
Waterfront condo rentals
Condo in Chicago
4.67 out of 5 average rating, 169 reviewsStudio flat in the heart of Chicago's Gold Coast
Condo in Chicago
4.9 out of 5 average rating, 20 reviewsBronzeville Tribe Palace Loft
Condo in Chicago
4.92 out of 5 average rating, 59 reviewsPING-PONG Free PARKiNG 10 min-Downtown Sleeps 10
Condo in Chicago
4.89 out of 5 average rating, 9 reviewsCozy Studio 1BR Apt near the lake on the Northside
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Condo in Chicago
4.75 out of 5 average rating, 12 reviewsSpacious Wicker Park Hideaway with Parking!
Condo in Chicago
5.0 out of 5 average rating, 49 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Condo in Chicago
4.8 out of 5 average rating, 10 reviewsLovely 1 Bedroom with Fireplace and Home Office
Destinations to explore
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