
Condo vacation rentals in West Side
Find and book unique condos on Airbnb
Top-rated condo rentals in West Side
Guests agree: these condos 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 West Side condo rentals
Weekly condo rentals

Modern 2bd Near Med Dist & WLoop

Sun-Soaked West Loop Penthouse/Private Rooftop/3BA

Hidden East Village Gem

Luxury Studio Apt Near McCormick & Soldier Field

Quick Drive to Downtown Chicago & Early Check-In

Modern Design 2bd Garden Condo Near United Center

Luxury Penthouse w/ HOT TUB & Amazing Roof Deck

Urban Farm Stay w/ Skyline Views + Free Parking
Pet-friendly condo rentals

816 PLZN Luxury Apt | Rooftop | Garage Parking

Lovely top floor 2BR/2BA, steps from everything!

Charming Condo near U.C./Loop/McCormick Place

Lincoln Square Gem!

NEW luxury Old Town 1-Bedroom condo

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Large Remodeled Home in Lincoln Park, Sleeps 12!
Condo rentals with a pool

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

voco: Balcony & City View

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony

Just remodeled apartment close to airport and mall

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

Iconic Style, Charming Lake View
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Brookfield Zoo
- Illinois Beach State Park
- Washington Park Zoo
- Museum of Science and Industry
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Raging Waves Waterpark
- Willis Tower
- The 606
- The Beverly Country Club
- Chicago Cultural Center
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