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
5 out of 5 average rating, 4 reviewsLux apartment near Michigan lake
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!
Waterfront house rentals
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 Schaumburg
4.91 out of 5 average rating, 53 reviewsSprawling private fenced home with pond view!
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, 24 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
4.61 out of 5 average rating, 28 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
- Chicago Holiday rentals
- Waterfront rentals United States
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- Hotel rentals Downtown Chicago
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- Rentals with beach access Downtown Chicago
- Rentals with a fire pit Downtown Chicago
- Rentals with a home theatre Downtown Chicago
- Rentals with lake access Downtown Chicago
- Loft rentals Downtown Chicago
- Rentals with an EV charger Downtown Chicago
- Rentals with a fireplace Downtown Chicago
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