
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

Sheridan Beach Apartment

The Wine Down

3BR Luxury Modern Apartment

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

Modern | Spacious | New Renovation | 1BR | Evanston

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

Beautiful and secluded 3 bedroom ranch style home

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Bike & Kayak: Lakefront Prospect Heights Home

Sprawling private fenced home with pond view!

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!
Waterfront condo accommodation

Modern Wrigley Oasis with Parking!

Iconic Style, Charming Lake View

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

HUGE Modern, 1BD Home Office, Chef's Kitchen Patio

Where you want to BE! Stylish, Comfy, Luxe

Spacious Wicker Park Hideaway with Parking!

Bronzeville Tribe Palace Loft

Elegant Hideaway in the Heart of Andersonville
Destinations to explore
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- Rentals with breakfast Downtown Chicago
- Pet-friendly rentals Downtown Chicago
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- Hotel rentals Downtown Chicago
- House rentals Downtown Chicago
- Rentals with a patio Downtown Chicago
- Townhouse rentals Downtown Chicago
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- Kid-friendly rentals Downtown Chicago
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- Loft rentals Downtown Chicago
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- Rentals with pools Downtown Chicago
- Rentals with beach access Downtown Chicago
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- Apartment rentals Downtown Chicago
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Six Flags Great America
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Brookfield Zoo
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Flossmoor Golf Club
- Things to do Downtown Chicago
- Art and culture Downtown Chicago
- Food and drink Downtown Chicago
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- Sightseeing Downtown Chicago
- Things to do Cook County
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