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2026-06-10

2026-06-11

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Extended Stay in Chicago

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956 properties found

  • Cozy Chicago Apartment Next To The River

    1454 West Fuller Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at spacious 2-bedroom Cozy Chicago Apartment Next To The River, which is approximately 10 minutes' drive from…

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    From US$ 578
    price for 1 night
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  • K2 Sky High Apartments With Stunning Chicago Views In West Loop

    365 North Halsted Street 3305, Chicago, United States ( Show map )

    The 6-room K2 Sky High Apartments With Stunning Chicago Views In West Loop lies 2.4 km from the restored gilded age mansion "Richard H.

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    From US$ 283
    price for 1 night
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  • Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail

    61 East 21St Street Unit 612, Chicago, United States ( Show map )

    Overlooking the street, the 88 m² Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail Chicago apartment is only 250 m…

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    From US$ 213
    price for 1 night
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  • Fully Furnished 2Br Apartment Near Oak Park I Utilities Included I Car Rental Available

    1336 North Central Avenue, Chicago, United States ( Show map )

    Situated within 25 minutes' walk of the Oak Park River Forest Museum, the 1-room Fully Furnished 2Br Apartment Near Oak Park I Utilities Included…

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    From US$ 161
    price for 1 night
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  • Stylish And Expansive 2Br Apt With Balcony - Buckingham 3

    645 West Buckingham Place Unit 3, Chicago, United States ( Show map )

    Stylish And Expansive 2Br Apt With Balcony - Buckingham 3 Chicago is located just a 10-minute walk from the Jewel-Osco and 7 km from…

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    From US$ 314
    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
    Book Now From US$ 282
  • 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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  • 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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  • 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$ 463
    price for 1 night
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  • Modern 2Br Loft With Amazing City Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field

    2036 South Michigan Avenue 712, Chicago, United States ( Show map )

    Situated about 5 minutes' walk from the Second Presbyterian Church of Chicago, the spacious 2-bedroom Modern 2Br Loft With Amazing City Skyline View And…

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    From US$ 536
    price for 1 night
    Book Now From US$ 536
  • 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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  • 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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  • 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$ 720
    price for 1 night
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  • Logan Square Modern Apartment

    2447 North Harding Avenue 1St Floor, Chicago, United States ( Show map )

    Staying at the 70 m² Logan Square Modern Apartment Chicago, guests can visit Ken-Well Park, located 19 minutes' walk away. This 1-bedroom apartment…

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    From US$ 165
    price for 1 night
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  • Studio Flat In The Heart Of Downtown Chicago

    71 East Bellevue Place Basement / Garden Flat, Chicago, United States ( Show map )

    Located nearly a 25-minute walk from the 20-acre public Maggie Daley Park, 56 m² Studio Flat In The Heart Of Downtown Chicago is…

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    From US$ 256
    price for 1 night
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  • Webster House

    402 W. Webster, Chicago, United States ( Show map )

    Nestled around 5 minutes' walk from the Lincoln Monument, the 1-room Webster House Apartment Chicago offers quick access to numerous tourist attractions nearby. Park…

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    From US$ 230
    price for 1 night
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  • Modern 3Br In South Loop With Optional Parking And Gym Access Near Mccormick Place, Chinatown And Soldier Field

    2036 South Michigan Avenue Unit 208, Chicago, United States ( Show map )

    The spacious Modern 3Br In South Loop With Optional Parking And Gym Access Near Mccormick Place, Chinatown And Soldier Field Chicago apartment is located just…

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    From US$ 453
    price for 1 night
    Book Now From US$ 453
  • The Wrigleyville Vip-200 Steps From Wrigley Field

    3618 North Racine Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 2-room The Wrigleyville Vip-200 Steps From Wrigley Field Chicago apartment, which is about 10…

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    From US$ 453
    price for 1 night
    Book Now From US$ 453