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2026-06-14

2026-06-15

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Extended Stay in Chicago

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930 properties found

  • Envitae Hotel 4Br Luxury Modern Apartments

    853 West Blackhawk Street, Chicago, United States ( Show map )

    The 6-room Envitae Hotel 4Br Luxury Modern Apartments Chicago villa boasts a location approximately a 5-minute walk from the PRYSM Nightclub and offers…

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    From US$ 417
    price for 1 night
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  • 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 proximity to such city sites as Saint Sabina Roman Catholic Church, located only…

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    From US$ 1685
    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 about a 20-minute walk from Gladys Park, the 4-bedroom Perfect Location Across From Park & Train Station Villa Chicago entices guests to explore…

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    From US$ 325
    price for 1 night
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  • Livn Millennium Park Downtown Chicago 2Br

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

    The 6-room Livn Millennium Park Downtown Chicago 2Br Apartment is situated in the Chicago Loop district of Chicago, around 5 minutes' walk from CIBC…

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  • Boutique Garden House Chicago 3-Story Sleeps 12

    7131 South Michigan Avenue, Chicago, United States ( Show map )

    The 3-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 Villa offers proximity to nearby tourist spots, such as First Progressive Church of Christ…

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    From US$ 539
    price for 1 night
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  • 4 Bedroom Sleeps 20 People

    1432 West 21St Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 167 m² 4 Bedroom Sleeps 20 People Chicago apartment, which is 500 metres from Mole de…

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  • Ideal 3Br Business Or Leisure Rental In Chicago Fully Stocked Kitchen & Fast Internet With Optional Parking Near Soldier Field, Grant Park & Mccormick Place

    2036 South Michigan Avenue Ap. 203, Chicago, United States ( Show map )

    The spacious 110 m² Ideal 3Br Business Or Leisure Rental In Chicago Fully Stocked Kitchen & Fast Internet With Optional Parking Near Soldier Field, Grant Park &…

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    From US$ 976
    price for 1 night
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  • The Lyons' Lair

    1831 West Belle Plaine Avenue, Chicago, United States ( Show map )

    The Lyons' Lair Apartment Chicago is located only 1 km from Bethany United Church of Christ and 18 minutes' walk from the Graceland Cemetery. The…

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    From US$ 324
    price for 1 night
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  • 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 5 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 )

    The spacious 1-bedroom The Roscoe Village Guesthouse Chicago is situated in the Roscoe Village district of Chicago, approximately 5 minutes' walk from Fellger Park.

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    From US$ 162
    price for 1 night
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  • 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 3.5 km from the 46 - acre North Park Village Nature Center and…

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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 )

    The spacious 88 m² Mccormick Place Magnificent 2Br With Optional Parking, Patio, Gym Access Near Grant Park, Museums, Soldier Field & Lake Shore Chicago apartment includes…

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    From US$ 924
    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 approximately 7 km…

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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 approximately 5 minutes on foot from Damen underground station, the spacious 139 m² 1 Free Parking Sleeps 10 Apartment Chicago offers Wi-Fi for…

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    From US$ 301
    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 )

    To enjoy your vacation in Chicago, stay at the spacious 1-bedroom Warm & Lovely 2Br Apt Close To Dining & Shops - Touhy 1S Chicago, which is…

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    From US$ 376
    price for 1 night
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  • Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 05

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

    Located about 25 minutes' walk from the half - mile - long Navy Pier, the 74 m² Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River…

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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 )

    The spacious Group-Friendly 5Br Suite Sleeps 12 With Billiards, Optional Parking And Gym Access Near Mccormick Place And Soldier Field Chicago is located 2.8…

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    From US$ 1499
    price for 1 night
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  • Club Salon Sleeps 10-20 Free Parking & Tv

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

    To enjoy your vacation in Chicago, stay at the spacious Club Salon Sleeps 10-20 Free Parking & Tv Apartment Chicago, which is merely 1.7 km…

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    From US$ 481
    price for 1 night
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  • Stunning 3 Bedrooms 2 Bathrooms Getaway Chicago!

    3068 North Davlin Court, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious Stunning 3 Bedrooms 2 Bathrooms Getaway Chicago! Half Italian is around a 20-minute walk…

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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 offers quick access to various city attractions…

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