Waterfront vacation rentals in Downtown Chicago
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Downtown Chicago
Guests agree: these waterfront accommodations 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
4.96 out of 5 average rating, 49 reviewsLoyola & Lake -3br/2bth close to the Lake & Loyola
Apr. 21 – 28
Apartment in Chicago
4.86 out of 5 average rating, 29 reviewsElegant 2-bed/2-bath in the heart of Uptown
Oct. 29 – Nov. 5
Apartment in Lisle
4.65 out of 5 average rating, 78 reviewsTranquility and comfort in private condo
Aug. 11 – 18
Apartment in Chicago
4.94 out of 5 average rating, 123 reviewsExecutive Apartment on Lake Michigan with parking
Aug. 22 – 29
Apartment in Evanston
4.78 out of 5 average rating, 127 reviewsMDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
Oct. 15 – 22
Apartment in Chicago
4.78 out of 5 average rating, 9 reviewsNVCLL Chicago
Nov. 12 – 19
Apartment in Chicago
4.6 out of 5 average rating, 133 reviewsBoutique Flat in Lincoln Park with Free Parking!
Jan. 7 – 14
Apartment in Chicago
4.54 out of 5 average rating, 39 reviewsHUGE & BRAND NEW BEACH Apartment is Ready For You!
May 9 – 16
Waterfront house rentals
Home in Des Plaines
4.83 out of 5 average rating, 167 reviewsExotic House - Few minutes from O'Hare and Chicago
Nov. 19 – 26
Home in Chicago
5.0 out of 5 average rating, 52 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Sep. 15 – 22
Home in Chicago
4.88 out of 5 average rating, 32 reviews'22 CasaNova Modern City Living
Aug. 10 – 17
Home in Highland Park
4.92 out of 5 average rating, 39 reviewsWitness Sunrise Over Lake Michigan
Oct. 1 – 8
Home in Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
May 19 – 26
Home in Schaumburg
4.89 out of 5 average rating, 44 reviewsSprawling private fenced home with pond view!
May 11 – 18
Home in Chicago
4.82 out of 5 average rating, 60 reviewsLake Home-3 blocks to beach/harbor 10 min 2 Loop!
Nov. 4 – 11
Home in Chicago
4.73 out of 5 average rating, 22 reviewsBeautiful 3 Bedroom TownHome in Rogers Park
Jun. 18 – 25
Waterfront condo rentals
Condo in Chicago
4.87 out of 5 average rating, 92 reviewsUpscale Penthouse Private Balconies Amazing Views
Sep. 7 – 14
Condo in Chicago
4.9 out of 5 average rating, 20 reviewsBronzeville Tribe Palace Loft
Dec. 25 – Jan. 1
Condo in Chicago
4.67 out of 5 average rating, 169 reviewsStudio flat in the heart of Chicago's Gold Coast
Oct. 11 – 18
Condo in Chicago
4.92 out of 5 average rating, 60 reviewsPING-PONG Free PARKiNG 10 min-Downtown Sleeps 10
Jun. 16 – 23
Condo in Chicago
4.89 out of 5 average rating, 9 reviewsCozy Studio 1BR Apt near the lake on the Northside
Oct. 21 – 28
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Jan. 29 – Feb. 5
Condo in Chicago
4.75 out of 5 average rating, 12 reviewsSpacious Wicker Park Hideaway with Parking!
Feb. 13 – 20
Condo in Chicago
5.0 out of 5 average rating, 49 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Aug. 13 – 20
Destinations to explore
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