
Waterfront vacation 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.
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

Luxurious Lincoln Park Home with Gourmet Kitchen

Sheridan Beach Apartment

The Wine Down

Cozy Chicago Apartment next to the River

3BR Luxury Modern Apartment

2b2b by Water Tower and the Lake

Cozy 1BR in South Loop | Convenience in the City

Elegant 2-bed/2-bath in the heart of Uptown
Waterfront house rentals

Renovated space in a historic row house.

Lakefront Prospect Heights Home: Ice Fish On-Site

Sprawling private fenced home with pond view!

CasaNova Modern City Living

Lakefront Getaway Home! Amazing View! Hot tub! Ski

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

House 1 minute from O'hare Airport
Waterfront condo rentals

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

Lovely condo studio

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

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
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- Lincoln Park Zoo
- The Field Museum
- Illinois Beach State Park
- Raging Waves Waterpark
- Chicago History Museum
- 875 North Michigan Avenue
- Woodlands Course at Whittaker
- Skydeck Chicago
- Bengtson's Pumpkin Farm and Fall Fest
- Otter Cove Aquatic Park
- The Oasis Water Park
- Black Sheep Golf Club
- Splash Station
- Pirates' Cove Children's Theme Park
- The Water Works Indoor Water Park
- Villa Olivia
- Medinah Country Club
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