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
4.82 out of 5 average rating, 93 reviewsCozy 1 BR Apartment in South Loop
Rental unit in Chicago
4.94 out of 5 average rating, 51 reviewsThe Holiday House by the Lake! 2br/2bth
Rental unit in Evanston
4.94 out of 5 average rating, 49 reviewsNew renovation|1BR|Stylish|Modern|Next to the Lake
Rental unit in Chicago
4.86 out of 5 average rating, 37 reviewsElegant 2-bed/2-bath in the heart of Uptown
Rental unit in Chicago
4.95 out of 5 average rating, 131 reviewsExecutive Apartment on Lake Michigan with parking
Rental unit in Evanston
4.79 out of 5 average rating, 135 reviewsMDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
Rental unit in Chicago
4.77 out of 5 average rating, 13 reviewsNVCLL Chicago
Rental unit in Chicago
4.6 out of 5 average rating, 133 reviewsBoutique Flat in Lincoln Park with Free Parking!
Waterfront house rentals
Home in Des Plaines
4.83 out of 5 average rating, 169 reviewsExotic House - Few minutes from O'Hare and Chicago
Home in Chicago
5 out of 5 average rating, 59 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Home in Chicago
4.89 out of 5 average rating, 37 reviews'22 CasaNova Modern City Living
Home in Highland Park
4.93 out of 5 average rating, 42 reviewsWitness Sunrise Over Lake Michigan
Home in Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
Home in Schaumburg
4.89 out of 5 average rating, 47 reviewsSprawling private fenced home with pond view!
Home in Chicago
4.83 out of 5 average rating, 64 reviewsLake Home-3 blocks to beach/harbor 10 min 2 Loop!
Home in Chicago
4.73 out of 5 average rating, 26 reviewsBeautiful 3 Bedroom TownHome in Rogers Park
Waterfront condo rentals
Condo in Chicago
4.74 out of 5 average rating, 23 reviewsBronzeville Tribe Palace Loft
Condo in Chicago
4.92 out of 5 average rating, 12 reviewsCozy Studio 1BR Apt near the lake on the Northside
Condo in Chicago
4.8 out of 5 average rating, 20 reviewsLovely condo studio
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsSpacious Wicker Park Hideaway with Parking!
Condo in Chicago
4.82 out of 5 average rating, 11 reviewsLovely 1 Bedroom with Fireplace and Home Office
Condo in Chicago
5 out of 5 average rating, 51 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Condo in Calumet City
4.89 out of 5 average rating, 9 reviewsChicago/Grant Park/Solider Field
Private room in Chicago
4.85 out of 5 average rating, 105 reviewsPrivate Bedroom, full bathroom, Queen size Bed.
Destinations to explore
- Milwaukee Vacation rentals
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