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2026-04-27

2026-04-28

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Vacation Rentals in Chicago

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892 properties found

  • Modern 4 Bedroom Condo In Lakeview

    West Barry Avenue 2100, Chicago, United States ( Show map )

    Modern 4 Bedroom Condo In Lakeview Chicago villa offers quick access to such tourist spots as Fellger Park, situated only a 5-minute walk away.

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  • Designer 3Br With Balcony & Elevator On Clark! Apts

    4421 North Clark Street 305, Chicago, United States ( Show map )

    Designer 3Br With Balcony & Elevator On Clark! The Lincoln Park Zoo is approximately 6 km away, while the Lillstreet Art Center is merely 500 metres…

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  • Luxury 2 Bed 2 Bath In Chicago With Free Parking

    3702 North Sheffield Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at Luxury 2 Bed 2 Bath In Chicago With Free Parking Apartment, which is a mere 0.9 km…

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  • Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests

    111 West Elm Street, Chicago, United States ( Show map )

    Offering a location a 6-minute stroll from 900 North Michigan Shops, Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests Chicago…

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    From US$ 764
    price for 1 night
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  • Appealing 1Br Apartment In Portage Park - Montrose 2S

    4809 West Montrose Avenue 2S, Chicago, United States ( Show map )

    The 46 m² Appealing 1Br Apartment In Portage Park - Montrose 2S Chicago is located 2 km from the 39-acre Gompers Park and merely a…

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    From US$ 194
    price for 1 night
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  • First Floor Condo In Chicago

    14 North Francisco Avenue Apt 1, Chicago, United States ( Show map )

    First Floor Condo In Chicago lies within 7 km of the public Cloud Gate Sculpture and within 5 minutes' walk of California tube station. The…

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    From US$ 312
    price for 1 night
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  • Elegant Condo-Steps From Wrigley Field, 32 Nights Condo

    3808 N Kenmore 1E, Chicago, United States ( Show map )

    The 151 m² Elegant Condo-Steps From Wrigley Field, 32 Nights Condo Chicago is situated merely 5 minutes' walk from Holy Trinity Lutheran Church and…

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  • Great Location! 15 Min From Dt -Historic Hyde Park

    1209 East Madison Park Apt 3, Chicago, United States ( Show map )

    Great Location! The leading research center "Oriental Institute Museum" is a mere 1.3 km away, while Obama's House is just around the corner from this…

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    From US$ 419
    price for 1 night
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  • Game Room, Firepit, Playground, Gym, Billiard

    2146 N Kilpatrick Ave, Chicago, United States ( Show map )

    Located 4.4 km from the Garfield Park Conservatory, Game Room, Firepit, Playground, Gym, Billiard Chicago villa gives access to various tourist sites in the vicinity.

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  • Comfy & Bright 3Br Fully Furnished Apt - Lincoln 3E

    3925 North Lincoln Avenue 3E, Chicago, United States ( Show map )

    The 20 m² Comfy & Bright 3Br Fully Furnished Apt - Lincoln 3E Chicago offers easy access to such tourist sites as Martyrs' Music Venue, located around…

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    From US$ 300
    price for 1 night
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  • Spacious 3Br Corner Stay With Optional Parking And Gym Access Near Mccormick Place, Grant Park And Soldier Field

    2036 South Michigan Avenue Unit 701, Chicago, United States ( Show map )

    Spacious 3Br Corner Stay With Optional Parking And Gym Access Near Mccormick Place, Grant Park And Soldier Field Chicago apartment includes a patio and is…

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    From US$ 586
    price for 1 night
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  • South Loop 2Br W Gym Roof Nr Grant Park Chi-770

    1401 S State St, Chicago, Il 60605, Usa, Chicago, United States ( Show map )

    South Loop 2Br W Gym Roof Nr Grant Park Chi-770 Apartment Chicago is located 3 km from deep-dish pizza restaurants in Chicago and…

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  • 6 Mi To Dtwn Chicago Dog-Friendly Gem With Hot Tub!

    4839 S Vincennes Ave Unit 2, Chicago, United States ( Show map )

    6 Mi To Dtwn Chicago Dog-Friendly Gem With Hot Tub! The 1924 open-air stadium "Soldier Field" is right near the apartment, while Harold…

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    From US$ 362
    price for 1 night
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  • S Loop 1Br W Pool Gym Nr Cta Train Chi-345

    1210 S Indiana Ave, Chicago, Il 60605, Usa, Chicago, United States ( Show map )

    The 1-room S Loop 1Br W Pool Gym Nr Cta Train Chi-345 Apartment Chicago lies just 1.8 km from the 2.5 - acre Lurie…

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  • South Loop 2Br Corner Unit With Natural Light, Optional Parking And Guest Access Near Downtown Chicago And Mccormick Place

    2036 South Michigan Avenue Unit 507, Chicago, United States ( Show map )

    The 2-room South Loop 2Br Corner Unit With Natural Light, Optional Parking And Guest Access Near Downtown Chicago And Mccormick Place apartment is located…

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    From US$ 373
    price for 1 night
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  • Modern Belden

    2863 West Belden Avenue, Chicago, United States ( Show map )

    Modern Belden Apartment Chicago offers proximity to such tourist attractions as the Galerie F, situated approximately a 5-minute walk away. The apartment is located…

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  • Luxury 5Br South Loop, Mccormick Place, Pool Table 2010 South Wabash Ave - 4R

    2010 South Wabash Avenue, Chicago, United States ( Show map )

    Luxury 5Br South Loop, Mccormick Place, Pool Table 2010 South Wabash Ave - 4R Chicago apartment is located in the South Loop district, and Cermak-McCormick…

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  • Relaxing Lakeview Escape 2Br Apartment - Roscoe 35-2N

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

    To enjoy your vacation in Chicago, stay at the 37 m² Relaxing Lakeview Escape 2Br Apartment - Roscoe 35-2N Chicago, which is nearly a 20…

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  • Adults Only - Walk To The United Center! Modern Touches Surround You - Check Out The Open Staircase! Apts

    226 South Hoyne Avenue G, Chicago, United States ( Show map )

    Located about a 10-minute walk from the indoor United Center Arena, the 1-room Adults Only - Walk To The United Center! Only 600 metres…

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  • Best Skyrise In Downtown Chicago

    323 W Wacker Dr, Chicago, United States ( Show map )

    Featuring a private swimming pool and a terrace, the 988 m² Best Skyrise In Downtown Chicago apartment is situated in the Theatre district, just 500…

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