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
4.82 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
Feb 25 – Mar 4
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
Oct 30 – Nov 6
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
4.6 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 Highland Park
4.92 out of 5 average rating, 39 reviewsWitness Sunrise Over Lake Michigan
Oct 1 – 8
Home in Carol Stream
4.9 out of 5 average rating, 89 reviewsLAKE HOUSE HotTub/Kayak/Billiards/Pets/Fenced Yard
Mar 18 – 25
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 Barrington
5.0 out of 5 average rating, 25 reviewsON RIVER Barrington Home + Deck & Views
Jan 6 – 13
Home in Deerfield
4.96 out of 5 average rating, 26 reviewsLake Forest Country Estate
May 20 – 27
Home in Westmont
4.95 out of 5 average rating, 22 reviewsWestmont,Il 4/3 on the Lake
Aug 20 – 27
Home in Schaumburg
4.89 out of 5 average rating, 44 reviewsSprawling private fenced home with pond view!
May 9 – 16
Waterfront condo rentals
Condo in Chicago
4.87 out of 5 average rating, 92 reviewsUpscale Penthouse Private Balconies Amazing Views
Jul 14 – 21
Condo in Chicago
4.9 out of 5 average rating, 20 reviewsBronzeville Tribe Palace Loft
Dec 25 – Jan 1
Condo in Chicago
4.92 out of 5 average rating, 60 reviewsPING-PONG Free PARKiNG 10 min-Downtown Sleeps 10
Jul 2 – 9
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
Condo in Chicago
4.8 out of 5 average rating, 10 reviewsLovely 1 Bedroom with Fireplace and Home Office
Aug 7 – 14
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
€ 19 before taxes and fees
Destinations to explore
- Downtown Chicago Vacation rentals
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- Waterfront rentals United States
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