
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

3BR Luxury Modern Apartment

Cozy Chicago Apartment next to the River

Cozy 1BR in South Loop | Convenience in the City

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

3 Bed 3 Bath Lakefront Retreat, Parking Included

Spacious & Elegant N Side Apt Near Beach & Transit

The Holiday House by the Lake! 2br/2bth
Waterfront house rentals

Beautiful space in historic house near lakefront.

Beautiful and secluded 3 bedroom ranch style home

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Bike & Kayak: Lakefront Prospect Heights Home

CasaNova Modern City Living

Lakefront View Getaway Home! Hot tub! Kayak!

Comfortable private room near Lake and transit.

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

Modern Wrigley Oasis with Parking!

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

Iconic Style, Charming Lake View

Where you want to BE! Stylish, Comfy, Luxe

Best view and luxury style, Located in Downtown

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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- Family-friendly rentals Downtown Chicago
- Apartment rentals Downtown Chicago
- Rentals with beach access Downtown Chicago
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- Townhouse rentals Downtown Chicago
- House rentals Downtown Chicago
- Rentals with a hot tub Downtown Chicago
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- Rentals with a fireplace Downtown Chicago
- Rentals with lake access Downtown Chicago
- Rentals with a sauna Downtown Chicago
- Loft rentals Downtown Chicago
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- Rentals with a washer and dryer Downtown Chicago
- Pet-friendly rentals Downtown Chicago
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- Condo rentals Downtown Chicago
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- Rentals with a home theater Downtown Chicago
- Waterfront rentals Cook County
- Waterfront rentals Illinois
- Waterfront rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- 875 North Michigan Avenue
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Brookfield Zoo
- Museum of Science and Industry
- Washington Park Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Things to do Downtown Chicago
- Food and drink Downtown Chicago
- Tours Downtown Chicago
- Sightseeing Downtown Chicago
- Art and culture Downtown Chicago
- Sports activities Downtown Chicago
- Nature and outdoors Downtown Chicago
- Things to do Cook County
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- Food and drink Cook County
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- Things to do Illinois
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- Nature and outdoors Illinois
- Things to do United States
- Tours United States
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- Sightseeing United States
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