Waterfront holiday rentals in Downtown Chicago
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Downtown Chicago
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Downtown Chicago waterfront rentals
Waterfront apartment accommodation
Rental unit in Chicago
4.93 out of 5 average rating, 30 reviewsSheridan Beach Apartment
Rental unit in Chicago
4.75 out of 5 average rating, 16 reviews2b2b by Water Tower and the Lake
Rental unit in Chicago
4.76 out of 5 average rating, 117 reviewsCozy 1 BR Apartment in South Loop
Rental unit in Chicago
4.85 out of 5 average rating, 61 reviewsElegant 2-bed/2-bath in the heart of Uptown
Rental unit in Chicago
4.6 out of 5 average rating, 144 reviewsBoutique Flat in Lincoln Park with Free Parking
Rental unit in Chicago
4.7 out of 5 average rating, 90 reviewsModern Lakefront Retreat with Breathtaking Views!
Rental unit in Chicago
4.54 out of 5 average rating, 46 reviewsHUGE & BRAND NEW BEACH Apartment is Ready For You!
Rental unit in Evanston
4.86 out of 5 average rating, 49 reviewsModern|Spacious|New Renovation|1BR|Evanston
Waterfront house rentals
Home in Chicago
5 out of 5 average rating, 6 reviewsGem Near Hyde Park/McCormick Place
Home in Lisle
4.74 out of 5 average rating, 39 reviewsBeautiful and secluded 3 bedroom ranch style home
Home in Prospect Heights
4.92 out of 5 average rating, 48 reviewsLakefront Home w/ Deck & Grill in Prospect Heights
Home in Chicago
4.9 out of 5 average rating, 48 reviewsCasaNova Modern City Living
Home in Downers Grove
4.96 out of 5 average rating, 23 reviewsLakefront Getaway Home! Lots of Fun! Win.Discount$
Home in Chicago
4.84 out of 5 average rating, 73 reviewsLake Home-3 blocks to beach/harbor 10 min 2 Loop!
Home in Des Plaines
4.59 out of 5 average rating, 27 reviewsHouse 1 minute from O'hare Airport
Home in Westmont
4.89 out of 5 average rating, 28 reviewsCozy 5-bedroom with lake views and spacious deck
Waterfront condo accommodation
Condo in Chicago
4.7 out of 5 average rating, 200 reviewsStudio flat in the heart of Chicago's Gold Coast
Condo in Chicago
4.89 out of 5 average rating, 149 reviewsMARVELOUS MAG MILE 2BD/2BA (+Rooftop)
Condo in Chicago
4.8 out of 5 average rating, 25 reviewsLovely condo studio
Condo in Chicago
4.86 out of 5 average rating, 14 reviewsLovely 1 Bedroom with Fireplace and Home Office
Condo in Chicago
5 out of 5 average rating, 55 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Condo in Chicago
4.79 out of 5 average rating, 19 reviewsSpacious Wicker Park Hideaway with Parking!
Condo in Chicago
4.84 out of 5 average rating, 76 reviewsRiver North Hideaway w/Amazing Views and Parking
Condo in Chicago
4.93 out of 5 average rating, 90 reviewsModern MAG Mile 2BD/2BA (+Parking/Rooftop)
Destinations to explore
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Saugatuck Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
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- Apartment rentals Downtown Chicago
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