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2026-04-26

2026-04-27

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Luxury accommodations in Chicago

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800 properties found

  • Lakefront Rooftop Parking

    7346 South South Shore Drive, Chicago, United States ( Show map )

    The beachfront Lakefront Rooftop Parking Chicago villa is situated just a 6-minute walk from Saint Luke's Missionary Baptist Church, featuring such comforts as Wi…

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    From US$ 301
    price for 1 night
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  • Chicago 2Br Suite Perfect For Convention And Business Trips Near Mccormick Place, Arena, Soldier Field And Grant Park

    2036 South Michigan Avenue Apt 403, Chicago, United States ( Show map )

    The spacious 88 m² Chicago 2Br Suite Perfect For Convention And Business Trips Near Mccormick Place, Arena, Soldier Field And Grant Park includes a patio…

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    From US$ 440
    price for 1 night
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  • Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking

    1836 West Superior Street 1F, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 102 m² Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking Apartment Chicago, which…

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    From US$ 283
    price for 1 night
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  • Sage Modern Apartments Near Union Park In West Loop

    West Van Buren Street 1044, Chicago, United States ( Show map )

    Sage Modern Apartments Near Union Park In West Loop Chicago lies 2.8 km from the standing drawbridge "DuSable Bridge" and approximately a 5-minute stroll…

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    From US$ 386
    price for 1 night
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  • Private Balcony 1 Garage Parking Sleeps 6

    951 West Huron Street, Chicago, United States ( Show map )

    The spacious Private Balcony 1 Garage Parking Sleeps 6 Apartment Chicago is located merely a 5-minute walk from the Intuit: The Center for Intuitive…

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    From US$ 398
    price for 1 night
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  • Spacious Row Home Next Transit Near Downtown W Parking

    3133 West Fulton Street, Chicago, United States ( Show map )

    The 3-bedroom Spacious Row Home Next Transit Near Downtown W Parking Chicago offers swift access to various city sites, such as 345 Art Gallery…

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    From US$ 325
    price for 1 night
    Book Now From US$ 325
  • A Hidden Gem, Approx 15 Mins To Downtown Chicago!

    1037 North Laramie Avenue, Chicago, United States ( Show map )

    The 1-room A Hidden Gem, Approx 15 Mins To Downtown Chicago! The apartment is nearly a 15-minute ride from the Frank Lloyd Wright…

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    From US$ 88
    price for 1 night
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  • Stylish 2Br Pad With Up-To-Date Comforts - Halsted Rep

    3441 North Halsted Street, Chicago, United States ( Show map )

    The spacious Stylish 2Br Pad With Up-To-Date Comforts - Halsted Rep Chicago apartment is situated a 5-minute walk from the Boystown neighborhood and…

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    From US$ 263
    price for 1 night
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  • Foundry Unmatched Skyline Views At Lincoln Park

    1475 North Kingsbury Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 6-room Foundry Unmatched Skyline Views At Lincoln Park Apartment Chicago, which is around 25 minutes'…

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    From US$ 813
    price for 1 night
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  • Bridgeport Place - Free Parking, Mccormick Place-Sox Park

    1237 West 32Nd Place, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 1-room Bridgeport Place - Free Parking, Mccormick Place-Sox Park Chicago apartment, which is just a…

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    From US$ 524
    price for 1 night
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  • Stylish Urban Retreat 3 Bedroom Newly Remodeled

    4034 S Prairie Ave Basement North, Chicago, Il 60653, Chicago, United States ( Show map )

    The 111 m² Stylish Urban Retreat 3 Bedroom Newly Remodeled Chicago apartment is located 7 minutes' stroll from Apostolic Faith Church and 3.5 km from…

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    From US$ 86
    price for 1 night
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  • A Secluded Bedroom With A Private Full Bathroom

    1329 East 55Th Street, Chicago, United States ( Show map )

    Situated around a 5-minute walk from Brent House The Episcopal Center at the University of Chicago, the 1-room A Secluded Bedroom With A…

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    From US$ 150
    price for 1 night
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  • Chateau De Woodlawn - Room I - La Tour Eiffel

    6554 South Rhodes Avenue 1, Chicago, United States ( Show map )

    Chateau De Woodlawn - Room I - La Tour Eiffel Chicago hotel offers a terrace, located a 13-minute walk from White City Amusement Park. The hotel…

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    From US$ 46
    price for 1 night
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  • City Villa Sleeps 10-20 Free Tv & Parking

    3152 North Pine Grove Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 2-bedroom City Villa Sleeps 10-20 Free Tv & Parking Chicago, which is a mere…

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    From US$ 234
    price for 1 night
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  • Game Day Getaway - 3Br In Vibrant Wrigleyville

    3824 North Clark Street, Chicago, United States ( Show map )

    The spacious Game Day Getaway - 3Br In Vibrant Wrigleyville Chicago apartment offers easy access to such tourist sites as Grassroots, located a 6-minute walk…

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    From US$ 252
    price for 1 night
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  • The Roscoe Village Guesthouse

    2009 West Roscoe Street, Chicago, United States ( Show map )

    The Roscoe Village Guesthouse Chicago overlooks the city and is situated just a 5-minute walk from the Village Discount Outlet Store 10. This spacious…

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    From US$ 282
    price for 1 night
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  • Entire Apartment In Heart Of Lincoln Park & Lake Sea And Beach

    536 West Arlington Place Apt 2, Chicago, United States ( Show map )

    The 850 m² Entire Apartment In Heart Of Lincoln Park & Lake Sea And Beach Chicago is located 2 km from the Chicago History Museum and…

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    From US$ 75
    price for 1 night
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  • Afrique Francaise De Woodlawn 1

    6554 South Rhodes Avenue 2, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 1-room Afrique Francaise De Woodlawn 1 Apartment Chicago, which is approximately a 10-minute drive…

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    From US$ 32
    price for 1 night
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  • Superior

    1467 W. Superior, Chicago, United States ( Show map )

    The spacious Superior Apartment Chicago includes a terrace and is situated 5 minutes' walk from the Noble Grape. The Eckhart Park is located in proximity…

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    From US$ 243
    price for 1 night
    Book Now From US$ 243
  • Magnificent New Home W/8 Beds & Free Parking

    2019 North Bingham Street, Chicago, United States ( Show map )

    The 3-bedroom Magnificent New Home W/8 Beds & Free Parking Chicago offers proximity to such city sites as the live music venue "Congress Theater"…

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    From US$ 301
    price for 1 night
    Book Now From US$ 301