
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

3BR Luxury Modern Apartment

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⭐️⭐️

COZY unit near Michigan Lake 2nd floor/no elevator
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!

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
- Chicago Holiday rentals
- Indianapolis Holiday rentals
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- House rentals Downtown Chicago
- Rentals with a firepit Downtown Chicago
- Rentals with a cinema Downtown Chicago
- Rentals with outdoor seating Downtown Chicago
- Rentals with beach access Downtown Chicago
- Rentals with a washing machine and dryer Downtown Chicago
- Pet-friendly rentals Downtown Chicago
- Rentals with lake access Downtown Chicago
- Rentals with an EV charger Downtown Chicago
- Rentals with pools Downtown Chicago
- Loft rentals Downtown Chicago
- Fitness-friendly rentals Downtown Chicago
- Smoking-friendly rentals Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Flat rentals Downtown Chicago
- Rentals with a sauna Downtown Chicago
- Rentals with a fireplace Downtown Chicago
- Townhouse rentals Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Rentals with a hot tub Downtown Chicago
- Apartment rentals Downtown Chicago
- Rentals with a patio 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
- 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
- Tours Downtown Chicago
- Nature and outdoors Downtown Chicago
- Sightseeing Downtown Chicago
- Art and culture Downtown Chicago
- Food and drink Downtown Chicago
- Sports activities Downtown Chicago
- Things to do Cook County
- Sports activities Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Tours Cook County
- Art and culture Cook County
- Things to do Illinois
- Tours Illinois
- Art and culture Illinois
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- Sightseeing Illinois
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- Things to do United States
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