Vacation rentals in Chicago, United States - page 18

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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341-360 out of 603
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Stunning Panoramic Chicago Views & Free Parking Apartment
Map2.9 km from City Centre600 m from McCormick Place
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Insta-Worthy 3Bed 2Bath Brand New Home W Balcony Chicago
Map2.9 km from City Centre
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The Roscoe Village Guesthouse
Map8.1 km from City Centre600 m from Paulina
FromUS$ 282 /nightSelect
Mtm Fully Furnished Rental In Old Town - 2 Beds
Map3.9 km from City Centre1.9 km from Michigan Avenue
FromUS$ 299 /nightSelect
Mtm Fully Furnished Rental In Old Town - 2 Beds
Map3.9 km from City Centre1.9 km from Michigan Avenue
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Stunning 4Bd/2Ba Getaway Chicago
Map9.8 km from City Centre
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Lakeside Loft - Historic Chicago Condo
Map8.0 km from City Centre900 m from Wrigley Field
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Landing - Modern Apartment With Amazing Amenities
Map6.2 km from City Centre
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Loop 2Br W Gym Doorman Nr L Chi-813
Map900 m from City Centre400 m from CIBC Theatre
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Spacious 4-Bedrooms Retreat
Map8.2 km from City Centre
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Blueground River North Gym Pool 1 Block To L Chi-1046
Map2.3 km from City Centre1.3 km from Chicago Riverwalk
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Landing Modern Apartment With Amazing Amenities
Map9.3 km from City Centre
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Landing Modern Apartment With Amazing Amenities
Map19.1 km from City Centre
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Landing Modern Apartment With Amazing Amenities
Map7.7 km from City Centre
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Lakeview 1Br W Wd Nr L Wrigley Field Chi-472
Map7.4 km from City Centre800 m from Wrigley Field
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Modern & Spacious 3Br Apt With In-Unit Laundry - Bstone 2
MapHyde Park neighborhood1.5km
  • Fully equipped kitchen available
  • In-unit laundry facilities provided
  • Flat-screen TV included
  • In-unit laundry
  • Air conditioning
  • Flat-screen TV
Elegant apartment with convenient amenities in Chicago
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Relaxing 3Br Apt With King Beds & Washer - Lawndale 1 & 2 Rep
MapLincoln Park Zoo nearby7.7km
  • Three bedrooms with king beds
  • Fully equipped kitchen available
  • Air-conditioned, non-smoking rooms
  • King beds
  • Washer dryer
  • Flat-screen TV
Family-friendly hotel with modern amenities in Chicago
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1Br Modern & Chic Apt In Downtown Chicago - Dorchester 204
MapClose to University of Chicago500m
  • Stylish design and modern furnishings
  • Fully equipped kitchen for cooking needs
  • Pet-friendly environment for furry companions
  • Air Conditioning
  • Flat-screen TV
  • Non-smoking Rooms
Chic apartment in vibrant Hyde Park neighborhood
FromUS$ 174 /nightSelect
City Charm Studio Apt In Chicago - Kenwood 205
MapHyde Park jazz festival300m
  • Pet-friendly rooms available
  • Modern kitchen amenities included
  • Air-conditioned for guest comfort
  • Pet-friendly
  • Fully equipped kitchen
  • Air conditioning
Studio hotel rooms in vibrant Hyde Park neighborhood
FromUS$ 170 /nightSelect
Cossy Room Close To Lake In Chicago
Map11.1 km from City Centre
FromUS$ 80 /nightSelect
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19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room