
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

Apartment in East Rogers Park
4.93 out of 5 average rating, 30 reviewsSheridan Beach Apartment

Apartment in Chicago
5 out of 5 average rating, 3 reviewsThe Wine Down

Apartment in Bridgeport
4.98 out of 5 average rating, 43 reviewsCozy Chicago Apartment next to the River

Apartment in River North
5 out of 5 average rating, 19 reviews3BR Luxury Modern Apartment

Apartment in Streeterville
4.77 out of 5 average rating, 22 reviews2b2b by Water Tower and the Lake

Apartment in Uptown
4.86 out of 5 average rating, 65 reviewsElegant 2-bed/2-bath in the heart of Uptown

Apartment in Evanston
4.92 out of 5 average rating, 78 reviewsNew renovation|1BR|Stylish|Modern|Next to the Lake

Apartment in East Rogers Park
4.71 out of 5 average rating, 96 reviewsModern Lakefront Retreat with Breathtaking Views!
Waterfront house rentals

Home in Schaumburg
4.91 out of 5 average rating, 54 reviewsSprawling private fenced home with pond view!

Home in Chicago
4.9 out of 5 average rating, 48 reviewsCasaNova Modern City Living

Home in Downers Grove
4.97 out of 5 average rating, 30 reviewsLakefront Getaway Home! Amazing View! Hot tub! Ski

Home in Westmont
4.81 out of 5 average rating, 31 reviewsCozy 5-bedroom with lake views and spacious deck

Home in Des Plaines
4.79 out of 5 average rating, 186 reviewsExotic House - Few minutes from O'Hare and Chicago

Home in West Town
5 out of 5 average rating, 6 reviewsDelightful single familly home

Home in Lansing
5 out of 5 average rating, 4 reviewsLittle Old Lake House
Waterfront condo accommodation

Condo in Magnificent Mile
4.71 out of 5 average rating, 208 reviewsStudio flat in the heart of Chicago's Gold Coast

Condo in Gold Coast
4.89 out of 5 average rating, 153 reviewsMARVELOUS MAG MILE 2BD/2BA (+Rooftop)

Condo in Uptown
4.8 out of 5 average rating, 25 reviewsLovely condo studio

Condo in Burbank
New place to stayIconic Style, Charming Lake View

Condo in Chicago
4.87 out of 5 average rating, 15 reviewsHUGE Modern, w/ Home Office, Chef's Kitchen, Patio

Condo in East Rogers Park
5 out of 5 average rating, 55 reviewsWhere you want to BE! Stylish, Comfy, Luxe

Condo in Wicker Park
4.79 out of 5 average rating, 19 reviewsSpacious Wicker Park Hideaway with Parking!

Condo in Near North Side
4.86 out of 5 average rating, 87 reviewsRiver North Hideaway w/Amazing Views and Parking
Quick stats about waterfront rentals in Chicago
Total rentals
130 properties
Nightly prices starting at
$35Â NZD before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 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
- Lake Michigan Beach Holiday rentals
- South Side Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Saugatuck Holiday rentals
- Waterfront rentals United States
- Rentals with lake access Chicago
- Rentals with a washing machine and dryer Chicago
- Smoking-friendly rentals Chicago
- Rentals with a patio Chicago
- Loft rentals Chicago
- Private suite rentals Chicago
- Monthly Rentals Chicago
- Rentals with a balcony Chicago
- Lakehouse rentals Chicago
- Rentals with a home theatre Chicago
- Rentals with outdoor seating Chicago
- Rentals with a sauna Chicago
- Rentals with an EV charger Chicago
- Apartment rentals Chicago
- Rentals with beach access Chicago
- Mansion rentals Chicago
- Fitness-friendly rentals Chicago
- Rentals with a fireplace Chicago
- Bed and breakfasts Chicago
- Hotel rentals Chicago
- Pet-friendly rentals Chicago
- Rentals with pools Chicago
- Rentals with an accessible height bed Chicago
- Townhouse rentals Chicago
- Family-friendly rentals Chicago
- House rentals Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- Kid-friendly rentals Chicago
- Waterfront rentals Illinois
- Waterfront rentals Downtown Chicago
- Waterfront rentals Cook County
- Waterfront rentals Milwaukee
- 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
- Things to do United States
- Sports activities United States
- Wellness United States
- Food and drink United States
- Entertainment United States
- Art and culture United States
- Sightseeing United States
- Nature and outdoors United States
- Things to do Illinois
- Food and drink Illinois
- Art and culture Illinois
- Sightseeing Illinois
- Things to do Cook County
- Food and drink Cook County
- Entertainment Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Things to do Chicago
- Entertainment Chicago
- Food and drink Chicago
- Art and culture Chicago
- Sightseeing Chicago