Vacation rentals in Chicago, United States - page 12

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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221-240 out of 603
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Affordable Private Room 2 - Shared Chicago
Map5.8 km from City Centre600 m from Indiana
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Affordable Private Room - Shared Chicago
Map5.8 km from City Centre600 m from Indiana
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The Best View In America
Map2.1 km from City Centre700 m from Millennium Park
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Cozy 2 Bedroom Condo By Lakeshore
Map2.2 km from City Centre700 m from Millennium Park
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Luxury 2Bd-2Ba View-Gym-Rooftop
Map2.6 km from City Centre100 m from Chicago Station (Blue Line)
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Mixed Neutral Vibes
Map5.0 km from City Centre800 m from Kedzie-Homan
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Urban Coach Casa - Medical District- 10 To Downtown
Map5.4 km from City Centre300 m from California Station (Pink Line)
FromUS$ 200 /nightSelect
Urban Gem In Logan Square
Map8.3 km from City Centre800 m from Roosevelt University Logan SQ
FromUS$ 165 /nightSelect
Luxury 6Br Suite With Pool Table Sleeps 12 Perfect For Group Stay Near Mccormick Place, Grant Park And Soldier Field
Map2.7 km from City Centre700 m from McCormick Place
FromUS$ 1 132 /nightSelect
Uptown Bright & Modern Apt - Steps To Lake, Train, Amazing Food & Free Parking
Map11.3 km from City Centre200 m from Berwyn
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Designed With You In Mind - This Property Offers Everything You Need To Work And Play In Chi-Town Apts
Map7.5 km from City Centre
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Spacious 6Br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field
Map2.7 km from City Centre700 m from McCormick Place
FromUS$ 1 410 /nightSelect
Blueground The Loop Pool Gym Nr Willis Chi-1177
Map1.1 km from City Centre300 m from Chicago Riverwalk
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Villa Vista
Map9.5 km from City Centre1.5 km from Wrigley Field
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Luxurious 3Bd Penthouse L Private Patio L Gym L Stunning Rooftop
Map2.6 km from City Centre100 m from Chicago Station (Blue Line)
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Stylish & Cozy 2Br 2Ba Retreat
Map2.6 km from City Centre
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Great Location! Cozy 3Br Garden Unit In Hyde Park
Map9.0 km from City Centre
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Regal Stylish Uptown Loft Beachfront Rooftopwfhgym
Map10.4 km from City Centre200 m from Lawrence
FromUS$ 345 /nightSelect
Sunny Modern Loft Montrose Beach Rooftop Wfh Gym
Map10.4 km from City Centre200 m from Lawrence
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Peaceful Beachfront Loft Rooftop Gym
Map10.4 km from City Centre200 m from Lawrence
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Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room