
Waterfront vacation rentals in Chicago
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Chicago
Guests agree: these waterfront accommodations 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

Sheridan Beach Apartment

Top-Notch 2BR: The Bean View, Loop, Balcony

The Wine Down

Cozy Chicago Apartment next to the River

Cozy 1BR in South Loop | Convenience in the City

Elegant 2-bed/2-bath in the heart of Uptown

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️

3 Bed 3 Bath Lakefront Retreat, Parking Included
Waterfront house rentals

Gem Near Hyde Park/McCormick Place/Beach

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Bike & Kayak: Lakefront Prospect Heights Home

CasaNova Modern City Living

Lakefront View Getaway Home! Hot tub! Kayak!

Spacious house patio/free parking

Lake Home-3 blocks to beach/harbor 10 min 2 Loop!

House 1 minute from O'hare Airport
Waterfront condo rentals

Modern Wrigley Oasis with Parking!

Studio flat in the heart of Chicago's Gold Coast

Iconic Style, Charming Lake View

2BD/2BA MAG MILE MASTERPIECE (+Rooftop)

Where you want to BE! Stylish, Comfy, Luxe

Spacious Wicker Park Hideaway with Parking!

River North Hideaway w/Amazing Views and Parking

Bronzeville Tribe Palace Loft
Quick stats about waterfront rentals in Chicago
Total rentals
140 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
6.7K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
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- Family-friendly rentals Chicago
- Loft rentals Chicago
- Serviced apartment rentals Chicago
- Rentals with an accessible height bed Chicago
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- Rentals with a washer and dryer Chicago
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- House rentals Chicago
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- Apartment rentals Chicago
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- Fitness-friendly rentals Chicago
- Bed and breakfasts Chicago
- Rentals with pools Chicago
- Rentals with a balcony Chicago
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- Townhouse rentals Chicago
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- Beachfront rentals Chicago
- Waterfront rentals Cook County
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- Waterfront rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- 875 North Michigan Avenue
- The Field Museum
- Illinois Beach State Park
- Washington Park Zoo
- Wicker Park
- Brookfield Zoo
- Garfield Park Conservatory
- Museum of Science and Industry
- Lincoln Park Zoo
- Raging Waves Waterpark
- Willis Tower
- The 606
- The Beverly Country Club
- Things to do Chicago
- Sports activities Chicago
- Food and drink Chicago
- Tours Chicago
- Sightseeing Chicago
- Nature and outdoors Chicago
- Art and culture Chicago
- Things to do Cook County
- Tours Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Things to do Illinois
- Tours Illinois
- Art and culture Illinois
- Sports activities Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Sightseeing Illinois
- Things to do United States
- Food and drink United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Wellness United States
- Sports activities United States
- Art and culture United States