
Waterfront vacation rentals in Chicago Loop
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Chicago Loop
Guests agree: these waterfront accommodations 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 Chicago Loop waterfront rentals
Waterfront apartment rentals

Sheridan Beach Apartment

Top-Notch 2BR: The Bean View, Loop, Balcony

The Wine Down

Cozy 1BR in South Loop | Convenience in the City

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

New renovation|1BR|Stylish|Modern|Next to the Lake

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️

3 Bed 3 Bath Lakefront Retreat, Parking Included
Waterfront house rentals

Renovated space in a historic row house.

Gem Near Hyde Park/McCormick Place/Beach

Bike & Kayak: Lakefront Prospect Heights Home

CasaNova Modern City Living

Lakefront View Getaway Home! Hot tub! Kayak!

Comfortable private room near Lake and transit.

Historic Manor House Private Room #1 in Evanston

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

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!

Bronzeville Tribe Palace Loft

Elegant Hideaway in the Heart of Andersonville
Quick stats about waterfront rentals in Chicago Loop
Total rentals
30 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
520 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Rentals with lake access Chicago Loop
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- Rentals with a home theater Chicago Loop
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- Woodlands Course at Whittaker
- Splash Station
- Deep River Waterpark
- Flossmoor Golf Club
- Odyssey Fun World
- Olympia Fields Country Club
- Bengtson's Pumpkin Farm and Fall Fest
- Raging Waves Waterpark
- Black Sheep Golf Club
- Otter Cove Aquatic Park
- Moraine Hills State Park
- Villa Olivia
- The Water Works Indoor Water Park
- Chicago Golf Club
- The Oasis Water Park
- Medinah Country Club
- Four Lakes Alpine Snowsports
- Pirates' Cove Children's Theme Park
- Six Flags Great America
- Butler National Golf Club
- The 606
- Brookfield Zoo
- Frank Lloyd Wright Home and Studio
- Mystic Waters Family Aquatic Center
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