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Chicago vacation rentals

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Holiday homes

109 properties found in Chicago

  • Quiet Chicago Townhome: Walk To Subway Stations

    Quiet Chicago Townhome: Walk To Subway Stations

    220 N Laporte Ave 1
    Situated approximately a 5-minute stroll from One Lord One Faith Missionary Baptist Church, the 1-bedroom Quiet Chicago Townhome Walk To Subway Stations villa offers quick access to numerous city…
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  • Cute And Cozy Chicago Modern Condo

    Cute And Cozy Chicago Modern Condo

    West Town
    Offering a location 3.6 km from The Richard H. Driehaus Museum, the 1-bedroom Cute And Cozy Chicago Modern Condo villa gives access to various tourist spots in the area.
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    US$ 526 price for 1 night
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  • Immaculate Brand New Penthouse Chicago

    Immaculate Brand New Penthouse Chicago

    1630 West Warren Boulevard
    Offering a location 4.2 km from Maggie Daley Park, Immaculate Brand New Penthouse Chicago Villa gives access to various tourist spots in the area.
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    US$ 799 price for 1 night
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  • Downtown Mich Ave - 6 Penthouses, Sleep 25

    Downtown Mich Ave - 6 Penthouses, Sleep 25

    820 South Michigan Avenue 1207
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  • Ultra Modern Luxury - New Construction 4 Bedrooms

    Ultra Modern Luxury - New Construction 4 Bedrooms

    5039 North Winthrop Avenue
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  • 1 Mi To Wrigley! Quintessential Chi-Town Greystone

    1 Mi To Wrigley! Quintessential Chi-Town Greystone

    3622 N Hermitage Ave Unit 2
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  • Extended Stay: Walk To Uic Campus & Train!

    Extended Stay: Walk To Uic Campus & Train!

    1070 W 15Th St Unit 147
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  • Hello Again, Chicago!

    Hello Again, Chicago!

    West Town

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    US$ 719 price for 1 night
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  • River West Modern 4-Bd Home With Patio & Balcony

    River West Modern 4-Bd Home With Patio & Balcony

    West Town
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  • Romantic 3 Bed Home In The Heart Of The Park

    Romantic 3 Bed Home In The Heart Of The Park

    5923 South Indiana Avenue
    Situated 2.3 km from Oriental Institute Museum, Romantic 3 Bed Home In The Heart Of The Park Chicago provides access to numerous tourist attractions in the area.
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    US$ 393 price for 1 night
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  • Chicago Home With Spacious Yard 14 Mi To Dtwn

    Chicago Home With Spacious Yard 14 Mi To Dtwn

    Chicago, United States
    Located a 10-minute ride from Tuley Park, Chicago Home With Spacious Yard 14 Mi To Dtwn gives access to various tourist sites in the vicinity.
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    US$ 112 price for 1 night
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  • 3Br Gym Workspace Chicago Condo

    3Br Gym Workspace Chicago Condo

    3656 North Osage Avenue Unit 2
    Located a 10-minute drive from MB Financial Park at Rosemont Recreation Center, 3Br Gym Workspace Chicago Condo villa gives access to various tourist sites in the vicinity.
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    US$ 440 price for 1 night
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  • Modern 4 Bedroom Greystone

    Modern 4 Bedroom Greystone

    South Calumet Avenue 3626
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  • Spacious 3-Bed West Loop Townhouse, 1 Car Garage

    Spacious 3-Bed West Loop Townhouse, 1 Car Garage

    920 W Van Buren St
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  • Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home

    Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home

    West Town
    Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home Chicago offers quick access to such city attractions as Garden Gourmet Market, located a 6-minute walk away.
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  • Game Room, Firepit, Playground, Gym, Billiard

    Game Room, Firepit, Playground, Gym, Billiard

    2146 N Kilpatrick Ave
    Tony's Fresh Market is located 2.3 km from Game Room, Firepit, Playground, Gym, Billiard Chicago villa, while Wonder Works Children's Museum is 10 minutes away by car.
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  • 6 Mi To Dtwn: Dog-Friendly Condo W/ Hot Tub!

    6 Mi To Dtwn: Dog-Friendly Condo W/ Hot Tub!

    4839 S Vincennes Ave Unit 2

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    US$ 362 price for 1 night
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  • Downtown Living: Walkable, Modern Chicago Condo

    Downtown Living: Walkable, Modern Chicago Condo

    235 W Van Buren St Unit 2220
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  • Cozy Wicker Park Home With Movie Room

    Cozy Wicker Park Home With Movie Room

    West Town
    Cozy Wicker Park Home With Movie Room Chicago is located approximately 6 km from Wrigley Field, giving access to various tourist spots nearby.
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  • Chicago Chic, Cozy 1Br With Stylish Workspace

    Chicago Chic, Cozy 1Br With Stylish Workspace

    3114 W Waveland Ave, Unit 2A, Chicago, Il 60618, Usa
    Located merely 10 minutes' walk from Addison underground station, the 1-bedroom Chicago Chic, Cozy 1Br With Stylish Workspace villa is 4.5 km from Wrigley Field.
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