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2026-04-26

2026-04-27

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Vacation Rentals in Chicago

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892 properties found

  • Luxury 6Br Suite With Pool Table Sleeps 12 Perfect For Group Stay Near Mccormick Place, Grant Park And Soldier Field

    2036 South Michigan Avenue 105, Chicago, United States ( Show map )

    Offering baggage storage, the 242 m² Luxury 6Br Suite With Pool Table Sleeps 12 Perfect For Group Stay Near Mccormick Place, Grant Park And Soldier…

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    From US$ 1140
    price for 1 night
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  • Furnished 1Br Apt With Natural Light & King Beds - Larchmont All Rep

    1911 West Larchmont Avenue, Chicago, United States ( Show map )

    The 79 m² Furnished 1Br Apt With Natural Light & King Beds - Larchmont All Rep Chicago is located only 550 metres from Epiphany United Church of…

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    From US$ 125
    price for 1 night
    Book Now From US$ 125
  • Hyde Park Shared Apartments

    1137 East Hyde Park Boulevard 1, Chicago, United States ( Show map )

    Hyde Park Shared Apartments Chicago is located 2.3 km from the Sprawling hands-on Museum of Science and Industry and an 18-minute walk from…

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    From US$ 59
    price for 1 night
    Book Now From US$ 59
  • Mccormick Place Modern 2Br Loft In Downtown Chicago Michigan Avenue With Optional Parking Near Soldier Field

    2036 South Michigan Avenue 610, Chicago, United States ( Show map )

    Situated just 550 metres from the Prairie Avenue Historic District, Mccormick Place: Modern Downtown Loft with Optional Parking Chicago apartment provides guests with Wi-Fi…

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    From US$ 1129
    price for 1 night
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  • Sleek & Functional 2-Bedroom Apt - Hyde Park 405

    1401 East Hyde Park Boulevard, Chicago, United States ( Show map )

    The spacious Sleek & Functional 2-Bedroom Apt - Hyde Park 405 Chicago is situated 5 minutes' walk from the Akira restaurant and 15 km from Chicago…

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    From US$ 573
    price for 1 night
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  • 1Br 1Ba Windy City Hideout - Lockwood Rep

    2737 North Lockwood Avenue, Chicago, United States ( Show map )

    The 37 m² 1Br 1Ba Windy City Hideout - Lockwood Rep Chicago apartment offers easy entry to such city sights as Saint Peters United Church of…

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    From US$ 108
    price for 1 night
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  • 1-Bedroom Cozy & Modish Apt - Marshfield W2 Rep

    3431 North Marshfield Avenue, Chicago, United States ( Show map )

    The spacious 79 m² 1-Bedroom Cozy & Modish Apt - Marshfield W2 Rep Chicago is located just 1.2 km from the Saint Alphonsus Catholic Church and…

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    From US$ 110
    price for 1 night
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  • Luxhome Chicago 8 Mins Downtown

    4605 South Langley Avenue Unit 3, Chicago, United States ( Show map )

    The spacious 117 m² Luxhome Chicago 8 Mins Downtown apartment is located in the Bronzeville district, and 47th tube station is nearly a 10-minute…

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  • Spacious & Modern 2Br Apartment - Algonquin 06-008E

    1606 East Hyde Park Boulevard, Chicago, United States ( Show map )

    The 79 m² Spacious & Modern 2Br Apartment - Algonquin 06-008E Chicago is located 13 km from Chicago Union train station and around a 5-minute…

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  • Modern Minimalist Studio Apt In Portage Park - Pensacola 3W

    5060 West Pensacola Avenue, Chicago, United States ( Show map )

    Modern Minimalist Studio Apt In Portage Park - Pensacola 3W Chicago is situated 5 minutes' walk from Saint John's Lutheran Church and 20 km from Chicago…

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    From US$ 105
    price for 1 night
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  • Beautiful Basement

    1736 North Nashville Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at Beautiful Basement Apartment Chicago, which is around a 10-minute ride from the botanical garden "Oak Park…

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  • South Loop 3Br Apartment Near Lakefront Trail, Field Museum & Adler Planetarium

    2036 South Michigan Avenue Unit 604, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 2-bedroom South Loop 3Br Apartment Near Lakefront Trail, Field Museum & Adler Planetarium Chicago, which…

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    From US$ 162
    price for 1 night
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  • Greater Grand Crossing/Hyde Park

    6720 South Wabash Avenue, Chicago, United States ( Show map )

    The 12 m² Greater Grand Crossing/Hyde Park Apartment Chicago lies around 4 km from the Sprawling hands-on Museum of Science and Industry and…

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    From US$ 149
    price for 1 night
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  • Well-Equipped Studio Apartment In Chicago - Belmont B7

    1623 West Belmont Avenue, Chicago, United States ( Show map )

    Located 2.3 km from the baseball stadium "Wrigley Field", the 30 m² Well-Equipped Studio Apartment In Chicago - Belmont B7 is 800 m from a…

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    From US$ 148
    price for 1 night
    Book Now From US$ 148
  • Massive 6Br Luxury Suite Sleeps 12 Guests With Jacuzzi & Pool Table Perfect Group Stay And Optional Parking Near Mccormick Place & Soldier Field

    2036 South Michigan Avenue 106, Chicago, United States ( Show map )

    Boasting spa facilities such as a Jacuzzi, the spacious 4-bedroom Massive 6Br Luxury Suite Sleeps 12 Guests With Jacuzzi & Pool Table Perfect Group Stay…

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    From US$ 1756
    price for 1 night
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  • Billiards Patio Parking

    2032 West Pierce Avenue, Unit 1, Chicago, United States ( Show map )

    The spacious 2-bedroom Billiards Patio Parking Apartment Chicago lies approximately 5 km from the Skydeck Chicago and approximately 5 minutes' walk from Damen tube…

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  • Luxury Studio Apartment With Optional Parking And Gym Access Near Mccormick Place, Chinatown And Soldier Field

    2036 South Michigan Avenue Unit 608, Chicago, United States ( Show map )

    Luxury Studio Apartment With Optional Parking And Gym Access Near Mccormick Place, Chinatown And Soldier Field Chicago is situated 5 minutes' walk from the Wintrust…

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    From US$ 990
    price for 1 night
    Book Now From US$ 990
  • Luxury 3Br Spacious Suite Sleeps 8 Guests With Patio, Skyline View, Optional Parking And Gym Access Near Mccormick Place And Lakefront

    2036 South Michigan Avenue Unit 309, Chicago, United States ( Show map )

    The 88 m² Skyline View Patio Suite: McCormick Place 3BR Retreat Chicago is located 4.3 km from the half - mile - long Navy Pier and approximately…

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    From US$ 545
    price for 1 night
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  • Spacious 3Br Family Oasis Sleeps 8 With Free Parking Near Medical District, Douglas Park And University Of Illinois Chicago

    1358 South Fairfield Avenue Unit 1, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 139 m² Spacious 3Br Family Oasis Sleeps 8 With Free Parking Near Medical District, Douglas Park…

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    From US$ 294
    price for 1 night
    Book Now From US$ 294
  • Stylish 2Br Suite With Optional Parking & Gym Access Near Lakefront, Shedd Aquarium And Mccormick Center

    2036 South Michigan Avenue Unit 503, Chicago, United States ( Show map )

    Stylish 2Br Suite With Optional Parking & Gym Access Near Lakefront, Shedd Aquarium And Mccormick Center Chicago is located 3.4 km from the Willis Tower and…

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    From US$ 1053
    price for 1 night
    Book Now From US$ 1053