Waterfront holiday rentals in Downtown Chicago
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Downtown Chicago
Guests agree: these waterfront rentals 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 waterfront rentals in Downtown Chicago
Waterfront apartment rentals
Rental unit
4.93 out of 5 average rating, 30 reviewsSheridan Beach Apartment
Rental unit
5 out of 5 average rating, 4 reviewsLux apartment near Michigan lake
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4.75 out of 5 average rating, 16 reviews2b2b by Water Tower and the Lake
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4.76 out of 5 average rating, 117 reviewsCozy 1 BR Apartment in South Loop
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4.85 out of 5 average rating, 61 reviewsElegant 2-bed/2-bath in the heart of Uptown
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4.6 out of 5 average rating, 144 reviewsBoutique Flat in Lincoln Park with Free Parking
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4.7 out of 5 average rating, 90 reviewsModern Lakefront Retreat with Breathtaking Views!
Rental unit
4.54 out of 5 average rating, 46 reviewsHUGE & BRAND NEW BEACH Apartment is Ready For You!
Waterfront house rentals
Home
4.74 out of 5 average rating, 39 reviewsBeautiful and secluded 3 bedroom ranch style home
Home
4.92 out of 5 average rating, 48 reviewsLakefront Home w/ Deck & Grill in Prospect Heights
Home
4.91 out of 5 average rating, 53 reviewsSprawling private fenced home with pond view!
Home
4.9 out of 5 average rating, 48 reviewsCasaNova Modern City Living
Home
4.96 out of 5 average rating, 24 reviewsLakefront Getaway Home! Lots of Fun! Win.Discount$
Home
4.84 out of 5 average rating, 73 reviewsLake Home-3 blocks to beach/harbor 10 min 2 Loop!
Home
4.61 out of 5 average rating, 28 reviewsHouse 1 minute from O'hare Airport
Home
4.89 out of 5 average rating, 28 reviewsCozy 5-bedroom with lake views and spacious deck
Waterfront apartment rentals
Apartment
4.7 out of 5 average rating, 200 reviewsStudio flat in the heart of Chicago's Gold Coast
Apartment
4.89 out of 5 average rating, 149 reviewsMARVELOUS MAG MILE 2BD/2BA (+Rooftop)
Apartment
4.8 out of 5 average rating, 25 reviewsLovely condo studio
Apartment
4.86 out of 5 average rating, 14 reviewsLovely 1 Bedroom with Fireplace and Home Office
Apartment
5 out of 5 average rating, 55 reviewsWhere you want to BE! Stylish, Comfy, Luxe
Apartment
4.79 out of 5 average rating, 19 reviewsSpacious Wicker Park Hideaway with Parking!
Apartment
4.84 out of 5 average rating, 76 reviewsRiver North Hideaway w/Amazing Views and Parking
Apartment
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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