Waterfront vacation rentals in Chicago
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in 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 Chicago waterfront rentals
Waterfront apartment rentals
Apartment in Chicago
4.82 out of 5 average rating, 87 reviewsCozy 1 BR Apartment in South Loop
Jul. 3 – 10
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 Chicago
4.93 out of 5 average rating, 45 reviewsThe Holiday House by the Lake! 2br/2bth
Nov. 13 – 20
Apartment in Lisle
4.65 out of 5 average rating, 78 reviewsTranquility and comfort in private condo
Aug. 11 – 18
Apartment in Edgewater
4.67 out of 5 average rating, 3 reviewsLovely Lake Side Apartment
Aug. 28 – Sep. 4
Apartment in Chicago
4.94 out of 5 average rating, 123 reviewsExecutive Apartment on Lake Michigan with parking
Oct. 30 – Nov. 6
Apartment in Evanston
4.78 out of 5 average rating, 127 reviewsMDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
Aug. 6 – 13
Apartment in Chicago
4.54 out of 5 average rating, 39 reviewsHUGE & BRAND NEW BEACH Apartment is Ready For You!
Sep. 9 – 16
Waterfront house rentals
Home in Chicago
5.0 out of 5 average rating, 52 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Aug. 14 – 21
Home in Chicago
4.88 out of 5 average rating, 32 reviews'22 CasaNova Modern City Living
Sep. 21 – 28
Home in Barrington
5.0 out of 5 average rating, 25 reviewsON RIVER Barrington Home + Deck & Views
Jun. 4 – 11
Home in Westmont
4.95 out of 5 average rating, 22 reviewsWestmont,Il 4/3 on the Lake
Jan. 25 – Feb. 1
Home in Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
May 18 – 25
Home in Schaumburg
4.89 out of 5 average rating, 44 reviewsSprawling private fenced home with pond view!
May 9 – 16
Home in New Lenox
4.8 out of 5 average rating, 10 reviewsFamily Friendly Farmhouse + Creek View!
Jun. 23 – 30
Home in Westmont
4.89 out of 5 average rating, 18 reviewsCozy 5-bedroom with lake views and spacious deck
Apr. 1 – 8
Waterfront condo rentals
Condo in West Town
4.87 out of 5 average rating, 92 reviewsUpscale Penthouse Private Balconies Amazing Views
Jul. 14 – 21
Condo in Chicago
4.96 out of 5 average rating, 55 reviewsModern MAG Mile 2BD/2BA (+Parking/Rooftop)
Jul. 1 – 8
Condo in Chicago
4.67 out of 5 average rating, 169 reviewsStudio flat in the heart of Chicago's Gold Coast
Jun. 24 – Jul. 1
Condo in Chicago
4.9 out of 5 average rating, 20 reviewsBronzeville Tribe Palace Loft
Oct. 20 – 27
Condo in Chicago
4.89 out of 5 average rating, 9 reviewsCozy Studio 1BR Apt near the lake on the Northside
Sep. 2 – 9
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!
Dec. 28 – Jan. 4
Condo in Chicago
5.0 out of 5 average rating, 49 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Mar. 8 – 15
Quick stats about waterfront rentals in Chicago
Total rentals
130 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
5.5K reviews
Nightly prices starting at
$27 CAD before taxes and fees
Destinations to explore
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