Waterfront vacation rentals in Chicago
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in 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 Chicago waterfront rentals
Waterfront apartment rentals
Apartment in Chicago
4.91 out of 5 average rating, 189 reviewsStone Mansion Sleeps 10-20 Free parking & TV
Apartment in Lisle
4.65 out of 5 average rating, 81 reviewsTranquility and comfort in private condo
Apartment in Chicago
4.81 out of 5 average rating, 90 reviewsCozy 1 BR Apartment in South Loop
Apartment in Chicago
4.94 out of 5 average rating, 50 reviewsThe Holiday House by the Lake! 2br/2bth
Apartment in Chicago
4.85 out of 5 average rating, 34 reviewsElegant 2-bed/2-bath in the heart of Uptown
Apartment in Chicago
4.92 out of 5 average rating, 26 reviewsFREE Garage Parking & Private PATIO United Center
Apartment in Chicago
4.94 out of 5 average rating, 126 reviewsExecutive Apartment on Lake Michigan with parking
Apartment in Evanston
4.79 out of 5 average rating, 132 reviewsMDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
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 Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
Home in Highland Park
4.93 out of 5 average rating, 41 reviewsWitness Sunrise Over Lake Michigan
Home in Chicago
5.0 out of 5 average rating, 56 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Home in Barrington
5.0 out of 5 average rating, 29 reviewsON RIVER Barrington Home + Deck & Views
Home in Wauconda
4.98 out of 5 average rating, 66 reviewsAdjacent to Bangs Lake and steps to Main Street
Home in Chicago
4.89 out of 5 average rating, 35 reviews'22 CasaNova Modern City Living
Home in Cary
4.9 out of 5 average rating, 50 reviewsWhite Turtle on Fox River welcomes you!
Waterfront condo rentals
Condo in West Town
4.87 out of 5 average rating, 92 reviewsUpscale Penthouse Private Balconies Amazing Views
Condo in Chicago
4.66 out of 5 average rating, 174 reviewsStudio flat in the heart of Chicago's Gold Coast
Condo in Chicago
4.86 out of 5 average rating, 21 reviewsBronzeville Tribe Palace Loft
Condo in Chicago
4.78 out of 5 average rating, 18 reviewsLovely condo studio
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, 10 reviewsLovely 1 Bedroom with Fireplace and Home Office
Condo in Chicago
5.0 out of 5 average rating, 50 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Condo in Chicago
4.71 out of 5 average rating, 14 reviewsSpacious Wicker Park Hideaway with Parking!
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
$20 before taxes and fees
Destinations to explore
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