Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop 
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8.5 (81 Reviews) Apartment
Apartments • Private parking • Outdoor swimming pool
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Find Vacation Rentals in or near Near South Side. Find vacation rentals in Near South Side, Chicago.
The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile Best Price Match
9.2 (59 Reviews) Apartment
Apartments • Private parking • Outdoor swimming pool
Chicago Near North Side • In Near South Side · 4.4km to center
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Fulbrix Bright Designer Apartments with West Loop Views Best Price Match
9.5 (50 Reviews) Apartment
Apartments • Private parking • Outdoor swimming pool
Chicago Near West Side • In Near South Side · 4.5km to center
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Aurelien Spacious Apartments in the Heart of Gold Coast Best Price Match
8.9 (58 Reviews) Apartment
Apartments • Private parking • Outdoor swimming pool
Chicago Near North Side • In Near South Side · 4.5km to center
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K2 Sky High Apartments with Stunning Chicago Views in West Loop Best Price Match
9.5 (24 Reviews) Apartment
Apartments • Private parking • Outdoor swimming pool
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Linea Luxury Living with Indoor Pool and Rooftop Views in The Loop Best Price Match
8.4 (51 Reviews) Apartment
Apartments • Private parking • Indoor swimming pool
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Lux Apts with Lake Views and Top Amenities Best Price Match
9.9 (26 Reviews) Apartment
Apartments • Private parking • Indoor swimming pool
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Luxéry Stay Chicago - Themed Units! Close to Downtown, McCormick Place & Wintrust Arena Best Price Match
8.9 (194 Reviews) Apartment
The entire place is yours • 60 m² size • Kitchen
Chicago Near South Side • In Near South Side · 441m to center
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Modern 2BR Loft with Amazing City Skyline View and Optional Parking for 8 Guests Near McCormick Place and Soldier Field Best Price Match
7.5 (43 Reviews) Apartment
The entire place is yours • 100 m² size • Private parking
Chicago Near South Side • In Near South Side · 484m to center
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Modern 2BR in South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail Best Price Match
8.0 (35 Reviews) Apartment
The entire place is yours • 88 m² size • Private parking
Chicago Near South Side • In Near South Side · 558m to center
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Chicago 2BR Suite Perfect for Convention and Business Trips Near McCormick Place, Arena, Soldier Field and Grant Park Best Price Match
8.6 (31 Reviews) Apartment
The entire place is yours • 88 m² size • Kitchen
Chicago Near South Side • In Near South Side · 484m to center
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Historic luxury Townhouse in Downtown Chicago Best Price Match
9.8 (12 Reviews) Holiday_home
The entire place is yours • 279 m² size • Free on-site parking
Chicago Near North Side • In Near South Side · 4.9km to center
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Spacious 2BR Vacation Rental with City View, Optional Parking and Gym Near McCormick Place & Downtown Chicago Attractions Best Price Match
8.2 (16 Reviews) Apartment
The entire place is yours • 88 m² size • Private parking
Chicago Near South Side • In Near South Side · 484m to center
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McCormick Place 3BR Luxury Penthouse Duplex with Personal Rooftop and Optional Parking for 8 guests in Chicago South Loop Best Price Match
9.7 (7 Reviews) Apartment
The entire place is yours • 220 m² size • Private parking
Chicago Near South Side • In Near South Side · 484m to center
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McCormick Place Beautiful 2BR Apartment with Optional Parking Sleeps up to 8 Near Soldier Field, Grant Park and Lakefront Trail Best Price Match
7.7 (17 Reviews) Apartment
The entire place is yours • 84 m² size • Kitchen
Chicago Near South Side • In Near South Side · 484m to center
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South Loop 2BR Getaway with Smart TVs & Optional Parking Near McCormick Place, Museum Campus & Downtown Best Price Match
8.2 (17 Reviews) Apartment
The entire place is yours • 79 m² size • Kitchen
Chicago Near South Side • In Near South Side · 484m to center
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McCormick Place 420 Friendly 3BR in Downtown Chicago with Optional Parking Sleeps 8 Guests Near Soldier Field, Grant Park and Lakefront Trail Best Price Match
7.5 (18 Reviews) Apartment
The entire place is yours • 98 m² size • Private parking
Chicago Near South Side • In Near South Side · 546m to center
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Premier Penthouses and Apartment with Captivating Views of Millennium Park Best Price Match
9.4 (8 Reviews) Apartment
Apartments • Private parking • Indoor swimming pool
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Convenient Cozy 2BR Loft with Optional Parking for 8 guests Near McCormick Place, Soldier Field and Lakefront Trail Best Price Match
7.9 (14 Reviews) Apartment
The entire place is yours • 100 m² size • Private parking
Chicago Near South Side • In Near South Side · 484m to center
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The Black And White Suite Best Price Match
7.1 (20 Reviews) Holiday_home
The entire place is yours • 223 m² size • Free parking
Chicago Grand Boulevard • In Near South Side · 4.2km to center
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Modern 2BR 420 Friendly in Chicago South Loop Near Museum Campus, McCormick Place and Soldier Field Best Price Match
6.7 (22 Reviews) Apartment
The entire place is yours • 88 m² size • Kitchen
Chicago Near South Side • In Near South Side · 546m to center
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Convenient 2BR Suite in Prime Location with Gym Access & Optional Parking Near McCormick Place and Soldier Field Best Price Match
8.8 (9 Reviews) Apartment
The entire place is yours • 80 m² size • Private parking
Chicago Near South Side • In Near South Side · 484m to center
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McCormick Place 2BR Stylish Suite with Optional Parking and Gym for up to 8 guests Near Soldier Field and Grant Park Best Price Match
7.9 (12 Reviews) Apartment
The entire place is yours • 84 m² size • Kitchen
Chicago Near South Side • In Near South Side · 484m to center
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Jeffjack Heated Pool Penthouse in Chicago's West Loop Best Price Match
8.0 (9 Reviews) Apartment
The entire place is yours • 1000 m² size • Private parking
Chicago Near West Side • In Near South Side · 3.0km to center
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Hamaline Luxury Guest House Best Price Match
8.5 (7 Reviews) Villa
The entire place is yours • 1400 m² size • Free on-site parking
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Cozy 2BR South Loop Condo with Optional Parking and Gym Near McCormick Place, Public Transit & City Hotspots Best Price Match
10.0 (3 Reviews) Apartment
The entire place is yours • 74 m² size • Kitchen
Chicago Near South Side • In Near South Side · 484m to center
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McCormick Place Luxurious and Spacious 3BR in Downtown Chicago with Optional Parking Sleeps 10 guests Best Price Match
9.0 (4 Reviews) Apartment
The entire place is yours • 200 m² size • Private parking
Chicago Near South Side • In Near South Side · 484m to center
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The Neighborhood Hotel - Little Italy Studio Best Price Match
9.7 (24 Reviews) Apartment
Apartments • Kitchen • Pet friendly
Chicago Near West Side • In Near South Side · 3.8km to center
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Studio flat in the heart of Downtown Chicago Best Price Match
8.9 (29 Reviews) Apartment
The entire place is yours • 56 m² size • Pet friendly
Chicago Near North Side • In Near South Side · 4.9km to center
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Modern 3BR in South Loop with Optional Parking and Gym Access Near McCormick Place, Chinatown and Soldier Field Best Price Match
9.4 (12 Reviews) Apartment
The entire place is yours • 102 m² size • Private parking
Chicago Near South Side • In Near South Side · 484m to center
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Freshly Minted 2BR - Elegance & Comfort in Central Chicago Best Price Match
10.0 (7 Reviews) Apartment
The entire place is yours • 130 m² size • Pet friendly
Chicago Near West Side • In Near South Side · 4.4km to center
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2BR Designer Loft Modern Luxe in City Center Best Price Match
9.7 (7 Reviews) Apartment
The entire place is yours • 130 m² size • Pet friendly
Chicago Near West Side • In Near South Side · 4.4km to center
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McCormick Place Huge 2BR Cozy Loft Suite with Optional Parking Sleeps 8 Near Soldier Field and Grant Park Best Price Match
9.1 (9 Reviews) Apartment
The entire place is yours • 102 m² size • Private parking
Chicago Near South Side • In Near South Side · 484m to center
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Ideal 3BR Business or Leisure Rental in Chicago Fully Stocked Kitchen & Fast Internet with Optional Parking Near Soldier Field, Grant Park & McCormick Place Best Price Match
7.5 (14 Reviews) Apartment
The entire place is yours • 110 m² size • Private parking
Chicago Near South Side • In Near South Side · 484m to center
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River North Deltee Best Price Match
7.6 (12 Reviews) Apartment
The entire place is yours • 74 m² size • Kitchen
Chicago Near North Side • In Near South Side · 4.1km to center
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South Loop 3 Bedroom Apt Best Price Match
8.5 (7 Reviews) Apartment
The entire place is yours • 111 m² size • Free WiFi
Chicago Near South Side • In Near South Side · 1.0km to center
Best Price Match About Near South Side Vacation Rentals on NearbyHoliday
Looking for vacation rentals in Near South Side? Compare top options in Chicago.
Find a Vacation Rental and Holiday Home in Near South Side. Compare 62 family vacation homes, private villas, cottages, cabins, and condos in Near South Side.
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