
Waterfront vacation rentals in Downtown Chicago
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Downtown 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 Downtown Chicago waterfront rentals
Waterfront apartment rentals

Sheridan Beach Apartment

Cozy Chicago Apartment next to the River

Cozy 1BR in South Loop | Convenience in the City

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

Modern Lakefront Oasis with Breathtaking Views!

Modern | Spacious | New Renovation | 1BR | Evanston

COZY unit near Michigan Lake 2nd floor/no elevator

Spacious & Elegant N Side Apt Near Beach & Transit
Waterfront house rentals

Beautiful space in historic house near lakefront.

Bike & Kayak: Lakefront Prospect Heights Home

CasaNova Modern City Living

Sunny,Comfortable,CleanTop Location at Lake,Beach

Lakefront View Getaway Home! Hot tub! Kayak!

Comfortable private room near Lake and transit.

Historic Manor House Private Room #1 in Evanston

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

Modern Wrigley Oasis with Parking!

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

MAG MILE MEGA Entire Floor 4BD/4BA (+Roof/Gym)
Destinations to explore
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- Waterfront rentals Cook County
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Illinois Beach State Park
- Wicker Park
- Garfield Park Conservatory
- Washington Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
- Things to do Downtown Chicago
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