Vacation rentals in Chicago, United States - page 28

Carefully selected & verified rentals in Chicago, United States
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Rooms and Guests2 Guests, 1 Room
Chicago boasts attractions like Millennium Park, Navy Pier, and the Art Institute of Chicago. You can also catch a game at Wrigley Field or enjoy the waterfront at Oak Street Beach. Many options await you, from boutique hotels in the West Loop to hotels with pools and pet-friendly hotels scattered throughout the city. This selection includes the best Marriott Hotels, Wyndham Hotels, and IHG Hotels for fantastic stays. Book early, especially during festivals, and use the Blue Line train to navigate easily.
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541-560 out of 714
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Modern Apt Billiards 1 Private Patio 1 Parking Chicago
Map3.1 mi from City Centre200 yd from Damen (Blue Line)
FromUS$ 250 /nightSelect
Designer Apt Billiards Private Patio 1 Parking Chicago
Map3.1 mi from City Centre200 yd from Damen (Blue Line)
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1 Garage Parking, Skyline Rooftop, Pingpong, Balcony
Map1.4 mi from City Centre1.2 mi from Chicago Riverwalk
FromUS$ 787 /nightSelect
New Sleek 2Br - Perfect Blend Of Comfort & Style In Chicago
Map1.2 mi from City Centre1600 yd from United Center
FromUS$ 564 /nightSelect
The Banksy-Greystone Rooftop Firepit United Center
Map2.3 mi from City Centre1100 yd from United Center
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Luxurious Condo In Top Rated Neighborhood
Map12.5 mi from City Centre200 yd from Chip-IN Tours
FromUS$ 195 /nightSelect
3Br Luxury Modern Apartment
Map1.4 mi from City Centre1400 yd from Chicago Riverwalk
FromUS$ 769 /nightSelect
2Bd River North Condo With Million Dollar Views! Condo
Map1.5 mi from City Centre200 yd from Michigan Avenue
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Welcome To West Town! 2 Bedrooms And Pet Friendly Apts
Map1.9 mi from City Centre1.0 mi from United Center
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Great 1 Bedroom Apartment In West Town
Map1.9 mi from City Centre1.0 mi from United Center
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Adults Only - Walk To The United Center! Modern Touches Surround You - Check Out The Open Staircase! Apts
Map2.1 mi from City Centre700 yd from United Center
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Pet Friendly And Room For 7! Large Common Areas To Converse And Connect Apts
Map1.6 mi from City Centre300 yd from Chicago Station (Blue Line)
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Top Floor In The Heart Of West Town! Perfect For Any Group And Pet Friendly! Apts
Map1.9 mi from City Centre1.0 mi from United Center
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Prime & Stylish 1Br Hideaway - Dorchester 306
Map5.9 mi from City Centre200 yd from Dorchester Commons Shopping Center
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Sleek & Functional 2-Bedroom Apt - Hyde Park 405
Map5.7 mi from City Centre300 yd from Dorchester Commons Shopping Center
FromUS$ 573 /nightSelect
Well-Equipped 1Br Apt In Hyde Park - Harper 404
Map6.0 mi from City Centre300 yd from Dorchester Commons Shopping Center
FromUS$ 360 /nightSelect
Norwood Park/Edison Park! Workstation & In-Unit Laundry! 2Nd Floor Apt
Map11.8 mi from City Centre700 yd from Blue Spider Art Studio
FromUS$ 347 /nightSelect
Bright Modern 4Bd 2Ba In The Heart Of Wrigleyville Condo
Map4.8 mi from City Centre500 yd from Wrigley Field
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The Orleans - Floor 2 Private Roof Deck Patio
Map1.5 mi from City Centre1300 yd from Michigan Avenue
FromUS$ 2 173 /nightSelect
Cozy & Comfy Studio Apt In Chicago - Del Prado 418
Map6.0 mi from City Centre300 yd from Catholic Theological Union
FromUS$ 162 /nightSelect

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Check-in
07May2026Select date
Check-out
08May2026Select date
Rooms and Guests2 Guests, 1 Room