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 Evanston
4.94 out of 5 average rating, 48 reviewsNew renovation|1BR|Stylish|Modern|Next to the Lake
Apartment in Chicago
4.82 out of 5 average rating, 93 reviewsCozy 1 BR Apartment in South Loop
Apartment in Lisle
4.67 out of 5 average rating, 84 reviewsTranquility and comfort in private condo.
Apartment in Chicago
4.94 out of 5 average rating, 50 reviewsThe Holiday House by the Lake! 2br/2bth
Apartment in Chicago
4.86 out of 5 average rating, 35 reviewsElegant 2-bed/2-bath in the heart of Uptown
Apartment in Chicago
4.95 out of 5 average rating, 128 reviewsExecutive Apartment on Lake Michigan with parking
Apartment in Evanston
4.79 out of 5 average rating, 133 reviewsMDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
Apartment in Chicago
4.55 out of 5 average rating, 40 reviewsHUGE & BRAND NEW BEACH Apartment is Ready For You!
Waterfront house rentals
Home in Highland Park
4.93 out of 5 average rating, 41 reviewsWitness Sunrise Over Lake Michigan
Home in Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
Home in Chicago
5.0 out of 5 average rating, 57 reviewsNEW! Lake & Skyline View on Kenwood Culdesac!
Home in Chicago
4.89 out of 5 average rating, 36 reviews'22 CasaNova Modern City Living
Home in Schaumburg
4.89 out of 5 average rating, 47 reviewsSprawling private fenced home with pond view!
Home in New Lenox
4.83 out of 5 average rating, 18 reviewsFamily Friendly Farmhouse + Creek View!
Home in Westmont
4.9 out of 5 average rating, 21 reviewsCozy 5-bedroom with lake views and spacious deck
Home in Chicago
4.72 out of 5 average rating, 25 reviewsBeautiful 3 Bedroom TownHome in Rogers Park
Waterfront condo rentals
Condo in West Town
4.87 out of 5 average rating, 92 reviewsUpscale Penthouse Private Balconies Amazing Views
Condo in Chicago
4.86 out of 5 average rating, 22 reviewsBronzeville Tribe Palace Loft
Condo in Chicago
4.93 out of 5 average rating, 72 reviewsPING-PONG Free PARKiNG 10 min-Downtown Sleeps 10
Condo in Chicago
4.8 out of 5 average rating, 20 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
4.75 out of 5 average rating, 16 reviewsSpacious Wicker Park Hideaway with Parking!
Condo in Chicago
5.0 out of 5 average rating, 51 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Condo in Chicago
4.82 out of 5 average rating, 11 reviewsLovely 1 Bedroom with Fireplace and Home Office
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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