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Chicago holiday rentals

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Holiday homes

121 properties found in Chicago

  • Modern Townhouse With Contemporary African Art

    Modern Townhouse With Contemporary African Art

    719 East 40Th Street
    The 2-bedroom Modern Townhouse With Contemporary African Art Villa provides easy access to various city attractions, such as Mandrake Park, situated around 5 minutes' walk away.
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  • Cherry Street Getaway

    Cherry Street Getaway

    1519 South Saint Louis Avenue
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  • Tulsa Twilight Terrace Stfrancis

    Tulsa Twilight Terrace Stfrancis

    5829 East 64Th Street
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  • Quiet Chicago Townhome Walk To Subway Stations

    Quiet Chicago Townhome Walk To Subway Stations

    220 N Laporte Ave 1
    Situated 5 minutes on foot from One Lord One Faith Missionary Baptist Church, the 1-bedroom Quiet Chicago Townhome - 7 Mi To Downtown! offers easy access to numerous tourist spots in the area.
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  • 3-Story Townhome Free Parking Private Patio Washer-Dryer

    3-Story Townhome Free Parking Private Patio Washer-Dryer

    344 West Dickens Avenue

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    US$ 237 price for 1 night
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  • Lincoln Park 2 Bedroom Condo Wmid Century Flair

    Lincoln Park 2 Bedroom Condo Wmid Century Flair

    2204 North Clybourn Avenue #2
    The 2-bedroom Lincoln Park 2 Bedroom Condo Wmid Century Flair offers swift access to various city sites, such as Regal Webster Place, situated a 5-minute walk away.
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  • Urban Mansion Featuring A Rooftop City, City Views, And Basketball Court

    Urban Mansion Featuring A Rooftop City, City Views, And Basketball Court

    1629 West Superior Street
    Urban Mansion Featuring A Rooftop City, City Views, And Basketball Court offers proximity to such city sites as RR #1 Chicago, located a 5-minute stroll away.
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  • 3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome

    3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome

    1426 North North Park Avenue

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    US$ 399 price for 1 night
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  • Zen Oasis Of Elegance: Expansive Executive Home

    Zen Oasis Of Elegance: Expansive Executive Home

    2031 West Coulter Street
    The 4-bedroom Zen Oasis Of Elegance: Expansive Executive Home offers easy access to such tourist spots as Saint Paul Roman Catholic Church, located only a 6-minute walk away. Providing guests with Wi…
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  • Gorgeous 5 Bedroom Gem With Games

    Gorgeous 5 Bedroom Gem With Games

    7928 South Ada Street
    Gorgeous 5 Bedroom Gem With Games villa is located approximately 7 km from the Frederick C. Frank Lloyd Wright's Robie House and provides ping-pong and pool for active guests.
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    US$ 219 price for 1 night
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  • Cute And Cozy Chicago Modern Condo

    Cute And Cozy Chicago Modern Condo

    1625 W Superior St 3F, Chicago, Il 60622, Usa
    Nestled at a distance of 4 km from The Art Institute of Chicago, Cute And Cozy Chicago Modern Condo villa entices guests to explore various tourist destinations nearby.
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  • Wrigleyville Gem With Hidden Bar & Vintage Charm

    Wrigleyville Gem With Hidden Bar & Vintage Charm

    Lakeview

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    US$ 422 price for 1 night
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  • Spacious Lakeview Hideway With Parking!

    Spacious Lakeview Hideway With Parking!

    Lakeview
    Spacious Lakeview Hideway With Parking! is situated within a 400-metre distance of Briar Street Theatre, featuring such comforts as Wi-Fi and parking.
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    US$ 267 price for 1 night
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  • Charming 5 Bedrooms 2 Bathrooms

    Charming 5 Bedrooms 2 Bathrooms

    8027 South Kimbark Avenue
    Overlooking the garden, Charming 5 Bedrooms 2 Bathrooms villa is located 4.3 km from educational points of interest such as University of Chicago.
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  • Central Chicago Suite Access To Patio Suite 1

    Central Chicago Suite Access To Patio Suite 1

    1220 West Augusta Boulevard
    Situated nearly a 10-minute walk from Eckhart Park, the 1-bedroom Central Chicago Suite Access To Patio Suite 1 provides access to numerous tourist attractions in the area.
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  • The Chicago Retreat Just 10 Mins From Chicago Bulls Arena

    The Chicago Retreat Just 10 Mins From Chicago Bulls Arena

    545 North Wood Street
    Situated about 4 km from The Art Institute of Chicago, 2-bedroom The Chicago Retreat Just 10 Mins From Chicago Bulls Arena Villa invites guests to relax at a sunny patio.
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    US$ 96 price for 1 night
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  • Chicago Rental Home Southside, 19 Mi To Downtown!

    Chicago Rental Home Southside, 19 Mi To Downtown!

    12827 S Morgan St
    Nestled 25 minutes' stroll from Whistler Woods Forest Preserve, Chicago Vacation Rental, 19 Mi To Downtown Area! entices guests to explore various tourist destinations nearby.
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  • Modern Wrigley Oasis With Parking!

    Modern Wrigley Oasis With Parking!

    Lakeview
    Offering guests to unwind in a Jacuzzi, Modern Wrigley Oasis With Parking! Villa is located just 1 km from Briar Street Theatre.
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  • Charming Belmont Heights Oasis Home

    Charming Belmont Heights Oasis Home

    3035 North Olcott Avenue Belmont Heights
    Nestled within 6 km of Frank Lloyd Wright Home and Studio, the 2-bedroom Charming Belmont Heights Oasis Home entices guests to explore various tourist destinations nearby.
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  • Beautiful 6-Bedroom, Private Mansion With Hot Tub

    Beautiful 6-Bedroom, Private Mansion With Hot Tub

    7157 South Perry Avenue

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    US$ 1114 price for 1 night
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