Vacation rentals in Chicago, United States - page 26

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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501-520 out of 690
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West Town 1Br W Gym Nr Wicker Park District Chi-1027 Apartment Chicago
Map2.4 km from City Centre300 m from Chicago Station (Blue Line)
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Extended Stay Apt For Professionals Chicago
Map13.5 km from City Centre300 m from South Shore Golf Course
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Pilsen Studio W Rooftop Dog Run Gym Nr L Chi-993
Map2.2 km from City Centre500 m from Scales and Tales
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River N 3Br W Gym Rooftop Nr L Park Chi-323
MapMagnificent Mile500m
  • Modern fitness centre available onsite
  • Private balcony with city views
  • Shared lounge area for relaxation
  • Fitness centre
  • City views
  • Private balcony
Urban hotel with rooftop amenities and city views
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Vibrant 4Br Haven In Historic Hyde Park, Near Uchi
MapHistoric Hyde Park neighborhood300m
  • Stylish rooms featuring a flat-screen TV
  • On-site activities in a historic neighborhood
  • Electric kettle available for guest use
  • Flat-screen TV
  • Electric kettle
  • On-site activities
Hotel offering vibrant accommodations in historic Hyde Park
FromUS$ 630 /nightSelect
West Loop 1Br W Wd Gym Lounge Nr L Chi-780
MapVibrant West Loop neighborhood300m
  • Fitness centre available on-site
  • Shared lounge for guest relaxation
  • Fully equipped kitchen area
  • Fitness Centre
  • Shared Lounge
  • Equipped Kitchen
Hotel with comprehensive amenities in a lively area
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Near North Studio W Gym Roof Nr Shopping Chi-575
Map3.0 km from City Centre1.8 km from Michigan Avenue
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Cozy & Inviting 2Br Apartment - Sunnyside 3F
MapNearby Lakefront Attractions10km
  • Two separate bedrooms for privacy
  • Fully equipped kitchen for convenience
  • Pets allowed for family enjoyment
  • Air Conditioning
  • Flat-Screen TV
  • Kitchen Utensils
Urban apartment with essential amenities and charm
FromUS$ 79 /nightSelect
Game Day Getaway - 3Br In Vibrant Wrigleyville
Map8.6 km from City Centre600 m from Wrigley Field
FromUS$ 252 /nightSelect
Bucktown 2Br W Lounge Roof Gym 1 Block To L Chi-663
Map5.9 km from City Centre100 m from Western Station (O Hare Branch)
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Loop 1Br W Gym Roof Deck Nr Millennium Park Chi-961
Map1.6 km from City Centre300 m from Chicago Theater
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New! Spacious Art Deco Modern 5 Bd/3Ba Condo
Map3.5 km from City Centre
FromUS$ 493 /nightSelect
Tiny House - Chicago Pilsen Neighborhood
Map4.4 km from City Centre
FromUS$ 171 /nightSelect
Flexhome Avondale 3Br Duplex Apt W2
Map8.9 km from City Centre600 m from Belmont Station (Blue Line)
FromUS$ 143 /nightSelect
Prime City Stay In A 1Br Apartment - Cullom F2
Map11.9 km from City Centre
FromUS$ 170 /nightSelect
1Br Homey Apt In Irving Park - Troy 2
Map9.9 km from City Centre
FromUS$ 58 /nightSelect
West Loop 2Br W Lounge Pool Nr Union Park Chi-970
Map2.3 km from City Centre1000 m from United Center
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River N Studio W Gym Pool Lounge Nr L Chi-756
Map1.6 km from City Centre600 m from Chicago Riverwalk
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Loop Studio W Gym Doorman Nr L Parks Chi-300
Map900 m from City Centre400 m from CIBC Theatre
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Streeterville 1Br W Gym Pool Nr Navy Pier Chi-409
Map2.6 km from City Centre800 m from Michigan Avenue
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Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
Rooms and Guests2 Guests, 1 Room