
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

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¸

3 Bed 3 Bath Lakefront Retreat, Parking Included

Cozy 1BR Retreat | Near Transit, Dining & Parking!
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
6.4K 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
- Holland Holiday rentals
- Saugatuck Holiday rentals
- South Side Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Rentals with an accessible height bed Chicago
- House rentals Chicago
- Fitness-friendly rentals Chicago
- Townhouse rentals Chicago
- Loft rentals Chicago
- Rentals with a washing machine and dryer Chicago
- Smoking-friendly rentals Chicago
- Rentals with a fireplace Chicago
- Mansion rentals Chicago
- Rentals with an EV charger Chicago
- Kid-friendly rentals Chicago
- Villa rentals Chicago
- Rentals with lake access Chicago
- Rentals with pools Chicago
- Rentals with a sauna Chicago
- Lakehouse rentals Chicago
- Private suite rentals Chicago
- Rentals with a home theatre Chicago
- Rentals with outdoor seating Chicago
- Ski-in/ski-out rentals Chicago
- Hotel rentals Chicago
- Pet-friendly rentals Chicago
- Rentals with a patio Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- Bed and breakfasts Chicago
- Beachfront rentals Chicago
- Apartment rentals Chicago
- Rentals with beach access Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Rentals with a balcony Chicago
- Waterfront rentals Cook County
- Waterfront rentals Illinois
- Waterfront rentals 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
- Oak Street Beach
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Garfield Park Conservatory
- Washington Park Zoo
- Wicker Park
- Illinois Beach State Park
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
- Things to do Chicago
- Food and drink Chicago
- Sightseeing Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Art and culture Chicago
- Things to do Cook County
- Tours Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Things to do Illinois
- Art and culture Illinois
- Tours Illinois
- Food and drink Illinois
- Sightseeing Illinois
- Sports activities Illinois
- Nature and outdoors Illinois
- Things to do United States
- Food and drink United States
- Sports activities United States
- Nature and outdoors United States
- Sightseeing United States
- Entertainment United States
- Tours United States
- Wellness United States
- Art and culture United States