
Waterfront holiday 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.
Holiday rentals for every style
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Popular amenities for waterfront rentals in Chicago
Waterfront apartment rentals

Flat in Lincoln Park
5 out of 5 average rating, 4 reviewsLuxurious Lincoln Park Home with Gourmet Kitchen

Flat in East Rogers Park
4.93 out of 5 average rating, 30 reviewsSheridan Beach Apartment

Flat in Chicago
5 out of 5 average rating, 3 reviewsThe Wine Down

Flat in Bridgeport
4.98 out of 5 average rating, 43 reviewsCozy Chicago Apartment next to the River

Flat in River North
5 out of 5 average rating, 19 reviews3BR Luxury Modern Apartment

Flat in Streeterville
4.77 out of 5 average rating, 22 reviews2b2b by Water Tower and the Lake

Flat in Uptown
4.86 out of 5 average rating, 65 reviewsElegant 2-bed/2-bath in the heart of Uptown

Flat in Evanston
4.92 out of 5 average rating, 78 reviewsNew renovation|1BR|Stylish|Modern|Next to the Lake
Waterfront house rentals

Home in Prospect Heights
4.9 out of 5 average rating, 52 reviewsLakefront Prospect Heights Home: Ice Fish On-Site

Home in Schaumburg
4.91 out of 5 average rating, 54 reviewsSprawling private fenced home with pond view!

Home in Chicago
4.9 out of 5 average rating, 48 reviewsCasaNova Modern City Living

Home in Chicago
4.84 out of 5 average rating, 75 reviewsLake Home-3 blocks to beach/harbor 10 min 2 Loop!

Home in Westmont
4.81 out of 5 average rating, 31 reviewsCozy 5-bedroom with lake views and spacious deck

Home in Des Plaines
4.79 out of 5 average rating, 186 reviewsExotic House - Few minutes from O'Hare and Chicago

Home in East Rogers Park
4.61 out of 5 average rating, 36 reviewsBeautiful 3 Bedroom TownHome in Rogers Park

Home in West Town
5 out of 5 average rating, 6 reviewsDelightful single familly home
Waterfront apartment rentals

Apartment in Magnificent Mile
4.7 out of 5 average rating, 210 reviewsStudio flat in the heart of Chicago's Gold Coast

Apartment in Gold Coast
4.89 out of 5 average rating, 153 reviewsMARVELOUS MAG MILE 2BD/2BA (+Rooftop)

Apartment in Uptown
4.8 out of 5 average rating, 25 reviewsLovely condo studio

Apartment in Burbank
New place to stayIconic Style, Charming Lake View

Apartment in Chicago
4.87 out of 5 average rating, 15 reviewsHUGE Modern, w/ Home Office, Chef's Kitchen, Patio

Apartment in East Rogers Park
5 out of 5 average rating, 55 reviewsWhere you want to BE! Stylish, Comfy, Luxe

Apartment in Wicker Park
4.79 out of 5 average rating, 19 reviewsSpacious Wicker Park Hideaway with Parking!

Apartment in Near North Side
4.86 out of 5 average rating, 88 reviewsRiver North Hideaway w/Amazing Views and Parking
Quick stats about waterfront rentals in Chicago
Total rentals
130 properties
Nightly prices starting at
$27 SGD before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- Lake Michigan Beach Holiday rentals
- South Side Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Saugatuck Holiday rentals
- Waterfront rentals United States
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