
Waterfront holiday rentals in Downtown Chicago
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Downtown Chicago
Guests agree: these waterfront rentals 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 waterfront rentals in Downtown Chicago
Waterfront apartment rentals

Sheridan Beach Apartment

The Wine Down

Cozy Chicago Apartment next to the River

Cozy 1BR in South Loop | Convenience in the City

New renovation|1BR|Stylish|Modern|Next to the Lake

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

Upscale High-Rise Apt · Rooftop Pool + Views

The Magnificent Milestone (2BR)
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 apartment rentals

Modern Wrigley Oasis with Parking!

Studio flat in the heart of Chicago's Gold Coast

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

Iconic Style, Charming Lake View

Where you want to BE! Stylish, Comfy, Luxe

Spacious Wicker Park Hideaway with Parking!

Bronzeville Tribe Palace Loft

MAG MILE MEGA Entire Floor 4BD/4BA (+Roof/Gym)
Destinations to explore
- Chicago Holiday rentals
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- Townhouse rentals Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Rentals with lake access Downtown Chicago
- Rentals with a sauna Downtown Chicago
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- Smoking-friendly rentals Downtown Chicago
- House rentals Downtown Chicago
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- Flat rentals Downtown Chicago
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- Apartment rentals Downtown Chicago
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- Rentals with an EV charger Downtown Chicago
- Rentals with beach access Downtown Chicago
- Rentals with pools Downtown Chicago
- Rentals with a fireplace Downtown Chicago
- Waterfront rentals Cook County
- Waterfront rentals Illinois
- 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
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Washington Park Zoo
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Raging Waves Waterpark
- The Beverly Country Club
- The 606
- Things to do Downtown Chicago
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- Nature and outdoors Downtown Chicago
- Art and culture Downtown Chicago
- Tours Downtown Chicago
- Food and drink Downtown Chicago
- Sports activities Downtown Chicago
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