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
Rental unit in East Rogers Park
4.93 out of 5 average rating, 30 reviewsSheridan Beach Apartment
Rental unit in Streeterville
4.75 out of 5 average rating, 16 reviews2b2b by Water Tower and the Lake
Rental unit in Lake View
4.79 out of 5 average rating, 33 reviewsModern Cozy Top Floor Duplex near Wrigley
Rental unit in The Loop
4.76 out of 5 average rating, 117 reviewsCozy 1 BR Apartment in South Loop
Rental unit in Uptown
4.85 out of 5 average rating, 61 reviewsElegant 2-bed/2-bath in the heart of Uptown
Rental unit in Lincoln Park
4.59 out of 5 average rating, 142 reviewsBoutique Flat in Lincoln Park with Free Parking
Rental unit in East Rogers Park
4.7 out of 5 average rating, 89 reviewsModern Lakefront Retreat with Breathtaking Views!
Rental unit in East Rogers Park
4.54 out of 5 average rating, 46 reviewsHUGE & BRAND NEW BEACH Apartment is Ready For You!
Waterfront house rentals
Home in Gold Coast
5 out of 5 average rating, 5 reviewsGold Coast Pristine 4BR/4.5BA Home | Free Parking.
Home in Schaumburg
4.91 out of 5 average rating, 53 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
5 out of 5 average rating, 22 reviewsLakefront Getaway Home! Lots of Fun! Win.Discount$
Home in Chicago
4.84 out of 5 average rating, 73 reviewsLake Home-3 blocks to beach/harbor 10 min 2 Loop!
Home in Westmont
4.89 out of 5 average rating, 28 reviewsCozy 5-bedroom with lake views and spacious deck
Home in Des Plaines
4.8 out of 5 average rating, 182 reviewsExotic House - Few minutes from O'Hare and Chicago
Home in West Town
5 out of 5 average rating, 5 reviewsDelightful single familly home
Waterfront condo accommodation
Condo in Magnificent Mile
4.7 out of 5 average rating, 199 reviewsStudio flat in the heart of Chicago's Gold Coast
Condo in Uptown
4.8 out of 5 average rating, 25 reviewsLovely condo studio
Condo in Gold Coast
4.88 out of 5 average rating, 178 reviews2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
Condo in Chicago
4.86 out of 5 average rating, 14 reviewsLovely 1 Bedroom with Fireplace and Home Office
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 Gold Coast
4.95 out of 5 average rating, 86 reviewsModern MAG Mile 2BD/2BA (+Parking/Rooftop)
Condo in Bronzeville
4.86 out of 5 average rating, 35 reviewsBronzeville Tribe Palace Loft
Quick stats about waterfront rentals in Chicago
Total rentals
120 properties
Nightly prices starting at
$31Â AUD before taxes and fees
Total number of reviews
5.6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Saugatuck Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
- Waterfront rentals United States
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Rentals with a washing machine and dryer Chicago
- Apartment rentals Chicago
- Rentals with an EV charger Chicago
- Fitness-friendly rentals Chicago
- Beachfront rentals Chicago
- Hotel rentals Chicago
- Pet-friendly rentals Chicago
- Rentals with a home theatre Chicago
- Rentals with outdoor seating Chicago
- Private suite rentals Chicago
- Rentals with pools Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- Loft rentals Chicago
- Rentals with lake access Chicago
- Rentals with a sauna Chicago
- Mansion rentals Chicago
- Family-friendly rentals Chicago
- House rentals Chicago
- Rentals with a fireplace Chicago
- Rentals with a balcony Chicago
- Smoking-friendly rentals Chicago
- Kid-friendly rentals Chicago
- Bed and breakfasts Chicago
- Rentals with a patio Chicago
- Rentals with beach access Chicago
- Lakehouse rentals Chicago
- Townhouse rentals Chicago
- Rentals with an accessible height bed Chicago
- Monthly Rentals Chicago
- Waterfront rentals Downtown Chicago
- Waterfront rentals Milwaukee
- Waterfront rentals Illinois
- Waterfront rentals Cook County
- 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
- Sightseeing United States
- Entertainment United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Wellness 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
- Art and culture Cook County
- Sightseeing Cook County
- Things to do Chicago
- Food and drink Chicago
- Sightseeing Chicago
- Art and culture Chicago