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2026-04-22

2026-04-23

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Extended Stay in Chicago

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888 properties found

  • Gorgeous 5 Bedroom Gem With Games

    7928 South Ada Street, Chicago, United States ( Show map )

    The 2-bedroom Gorgeous 5 Bedroom Gem With Games Chicago villa offers quick access to such city attractions as Saint Sabina Roman Catholic Church, located…

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    From US$ 2527
    price for 1 night
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  • Perfect Location Across From Park & Train Station

    244 North Hamlin Avenue, Chicago, United States ( Show map )

    Situated merely a 6-minute walk from Midwest Athletic Club, the 4-bedroom Perfect Location Across From Park & Train Station Villa Chicago entices guests with…

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    From US$ 325
    price for 1 night
    Book Now From US$ 325
  • Beautiful Unit Chi In Prime River North - Top Floor

    870 North Orleans Street, Chicago, United States ( Show map )

    The 139 m² Beautiful Unit Chi In Prime River North - Top Floor Chicago apartment is located a 19-minute walk from the Oak Magnificent Mile…

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    From US$ 1132
    price for 1 night
    Book Now From US$ 1132
  • Luxury Cozy 2Br With Optional Parking And Gym Access Near Mccormick Place, Lakefront And Soldier Field

    2036 South Michigan Avenue Unit 709, Chicago, United States ( Show map )

    Situated around 10 minutes on foot from Cermak-McCormick Place underground station, the spacious 88 m² Luxury Cozy 2Br With Optional Parking And Gym Access…

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    From US$ 785
    price for 1 night
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  • The Roscoe Village Guesthouse

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

    To enjoy your vacation in Chicago, stay at the spacious 1-bedroom The Roscoe Village Guesthouse Chicago, which is 4.4 km from the 35 - acre…

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    From US$ 162
    price for 1 night
    Book Now From US$ 162
  • Nice & Cozy 1-Bedroom Condo In Irving Park Chicago

    4134 North Keystone Avenue Unit G, Chicago, United States ( Show map )

    The 400 m² Nice & Cozy 1-Bedroom Condo In Irving Park Chicago lies 3.6 km from the Lincoln Square and nearly 10 minutes' walk from…

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  • Mccormick Place Magnificent 2Br With Optional Parking, Patio, Gym Access Near Grant Park, Museums, Soldier Field & Lake Shore

    61 East 21St Street Unit 521, Chicago, United States ( Show map )

    Situated around a 25-minute stroll from the historic football stadium "Soldier Field", the spacious 88 m² Mccormick Place Magnificent 2Br With Optional Parking, Patio…

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    From US$ 505
    price for 1 night
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  • Vibrant 1Br Apartment Close To Dining - Cullom B3

    4123 West Cullom Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 1-room Vibrant 1Br Apartment Close To Dining - Cullom B3 Chicago, which is merely 13 minutes'…

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    From US$ 107
    price for 1 night
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  • 1 Free Parking Sleeps 10

    2038 West Pierce Avenue, Chicago, United States ( Show map )

    Situated only 650 metres from the 606 Trail, the spacious 139 m² 1 Free Parking Sleeps 10 Apartment Chicago provides guests with Wi-Fi for…

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    From US$ 301
    price for 1 night
    Book Now From US$ 301
  • New Modern 1Br Lux City Escape

    2340 North California Avenue, Chicago, United States ( Show map )

    New Modern 1Br Lux City Escape Chicago apartment lies within 7 km of the Oak Magnificent Mile Street and within 5 minutes' walk of California…

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    From US$ 478
    price for 1 night
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  • Warm & Lovely 2Br Apt Close To Dining & Shops - Touhy 1S

    1359 West Touhy Avenue Unit 1S, Chicago, United States ( Show map )

    The spacious 1-bedroom Warm & Lovely 2Br Apt Close To Dining & Shops - Touhy 1S Chicago is located 17 km from Chicago Union train station and…

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    From US$ 390
    price for 1 night
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  • Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

    329 West Schiller Street Back, Chicago, United States ( Show map )

    Located about 5 minutes' walk from The Noble Horse Theatre, the 3-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago…

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    From US$ 472
    price for 1 night
    Book Now From US$ 472
  • Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 05

    707 North Wells Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 74 m² Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 05 Chicago apartment…

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    From US$ 568
    price for 1 night
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  • Group-Friendly 5Br Suite Sleeps 12 With Billiards, Optional Parking And Gym Access Near Mccormick Place And Soldier Field

    2036 South Michigan Avenue Unit 102, Chicago, United States ( Show map )

    Staying at the spacious Group-Friendly 5Br Suite Sleeps 12 With Billiards, Optional Parking And Gym Access Near Mccormick Place And Soldier Field Chicago, guests…

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    From US$ 1499
    price for 1 night
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  • Roscoe Village Family Hideaway

    1811 West Eddy Street, Chicago, United States ( Show map )

    Located nearly 5 minutes' walk from Loba Pastry + Coffee, the 3-bedroom Roscoe Village Family Hideaway Chicago villa gives easy access to various tourist attractions…

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  • Mtm Fully Furnished Rental In Old Town - 2 Beds

    1556 North La Salle Drive, Chicago, United States ( Show map )

    Located 4.2 km from Chicago Union railway station, the 88 m² Mtm Fully Furnished Rental In Old Town - 2 Beds Chicago apartment is only 300…

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    From US$ 299
    price for 1 night
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  • Spacious 3Br 420 Friendly Apartment Near Mccormick Place, Lakefront And Soldier Field

    2112 South Michigan Avenue Unit 1, Chicago, United States ( Show map )

    Situated around 600 metres from Cermak-McCormick Place underground station, the 2-room Spacious 3Br 420 Friendly Apartment Near Mccormick Place, Lakefront And Soldier Field…

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    From US$ 282
    price for 1 night
    Book Now From US$ 282
  • Brand New Building In The Medical District

    2354 West Polk Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 2-room Brand New Building In The Medical District Apartment Chicago, which is only 1.9 km…

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  • South Loop 2 Bedroom Apt

    1314 S Wabash Ave Fl 2/10, Chicago, United States ( Show map )

    South Loop 2 Bedroom Apt Chicago is located 7 km from the 35-acre Lincoln Park Zoo and 20 minutes' walk from Chicago Symphony Center…

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    From US$ 2198
    price for 1 night
    Book Now From US$ 2198
  • Stylish Chicago Retreat Walk To Loyola University

    6242 N Kenmore Ave Unit D, Chicago, United States ( Show map )

    The 4-bedroom Stylish Chicago Retreat Walk To Loyola University villa offers quick access to such tourist spots as Mundelein College, situated only 5 minutes'…

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