
Waterfront holiday rentals in Chicago
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Chicago
Guests agree: These waterfront accommodation options 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 Chicago waterfront rentals
Waterfront apartment accommodation

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

Elegant 2-bed/2-bath in the heart of Uptown

âď¸âď¸Entire Unite 2-Bdr. HORNER PARKâď¸âď¸

Modern Lakefront Oasis with Breathtaking Views!
Waterfront house rentals

Beautiful and secluded 3 bedroom ranch style home

Gem Near Hyde Park/McCormick Place/Beach

Bike & Kayak: Lakefront Prospect Heights Home

CasaNova Modern City Living

Lakefront View Getaway Home! Hot tub! Kayak!

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

House 1 minute from O'hare Airport

Cozy 5-bedroom with lake views and spacious deck
Waterfront condo accommodation

Modern Wrigley Oasis with Parking!

Iconic Style, Charming Lake View

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

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
Quick stats about waterfront rentals in Chicago
Total rentals
140 properties
Nightly prices starting at
$31Â AUD before taxes and fees
Total number of reviews
6.7K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- South Haven Holiday rentals
- Saugatuck Holiday rentals
- Holland Holiday rentals
- South Side Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Rentals with a fireplace Chicago
- Private suite rentals Chicago
- Rentals with an accessible height bed Chicago
- Ski-in/ski-out rentals Chicago
- Fitness-friendly rentals Chicago
- Rentals with an EV charger Chicago
- Smoking-friendly rentals Chicago
- Loft rentals Chicago
- Lakehouse rentals Chicago
- Apartment rentals Chicago
- Rentals with lake access Chicago
- Beachfront rentals Chicago
- Rentals with pools Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- Bed and breakfasts Chicago
- House rentals Chicago
- Rentals with a balcony Chicago
- Rentals with a washing machine and dryer Chicago
- Rentals with a patio Chicago
- Townhouse rentals Chicago
- Pet-friendly rentals Chicago
- Rentals with a sauna Chicago
- Kid-friendly rentals Chicago
- Mansion rentals Chicago
- Villa rentals Chicago
- Rentals with beach access Chicago
- Rentals with a home theatre Chicago
- Rentals with outdoor seating Chicago
- Waterfront rentals Cook County
- Waterfront rentals Illinois
- Waterfront rentals United States
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Oak Street Beach
- Humboldt Park
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Washington Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Garfield Park Conservatory
- Wicker Park
- Willis Tower
- Lincoln Park Zoo
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
- Things to do Chicago
- Nature and outdoors Chicago
- Food and drink Chicago
- Sports activities Chicago
- Tours Chicago
- Sightseeing Chicago
- Art and culture Chicago
- Things to do Cook County
- Tours Cook County
- Food and drink Cook County
- Art and culture Cook County
- Sightseeing Cook County
- Things to do Illinois
- Art and culture Illinois
- Tours Illinois
- Sightseeing Illinois
- Sports activities Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Things to do United States
- Tours United States
- Sightseeing United States
- Art and culture United States
- Nature and outdoors United States
- Food and drink United States
- Wellness United States
- Entertainment United States
- Sports activities United States