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Chicago vacation rentals

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Holiday homes

109 properties found in Chicago

  • 2 Mi To South Shore Beach: Urban Retreat W/ Yard

    2 Mi To South Shore Beach: Urban Retreat W/ Yard

    1653 E 70Th St
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  • Roscoe Village Family Hideaway

    Roscoe Village Family Hideaway

    1811 West Eddy Street
    The 3-bedroom Roscoe Village Family Hideaway offers proximity to such city sites as Juniper Playlot Park, located a 5-minute walk away.
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  • Windy City Getaway - 3Br 2Ba Chicago Townhouse Home

    Windy City Getaway - 3Br 2Ba Chicago Townhouse Home

    3721 North Milwaukee Avenue
    Situated 3.8 km from Horner Park, the 3-bedroom Windy City Getaway - 3Br 2Ba Chicago Townhouse Home entices guests to explore various tourist attractions in the area.
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    US$ 304 price for 1 night
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  • Newly Updated Vintage 6 Bedroom Single Family Home Home

    Newly Updated Vintage 6 Bedroom Single Family Home Home

    825 S Claremont
    Newly Updated Vintage 6 Bedroom Single Family Home Home Chicago offers proximity to nearby tourist spots, such as The Field Museum, situated 6 km away.
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    US$ 589 price for 1 night
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  • 2 Newly Built Luxury Condos With Private Roofdeck

    2 Newly Built Luxury Condos With Private Roofdeck

    811 N Sedgwick St
    The spacious 279 m^2 2 Newly Built Luxury Condos With Private Roofdeck Chicago lies 3.2 km from Buckingham Fountain and nearly a 10-minute stroll from Clark/Division tube station. The 6-bedroom…
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    US$ 1787 price for 1 night
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  • Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

    Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

    2713 West Balmoral Avenue
    Offering a play area and a garden for guests' leisure, the 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago is situated about 6 km from Wrigley Field. Located 10 minutes'…
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    US$ 270 price for 1 night
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  • Spacious 5-Br House Near Transit W Parking

    Spacious 5-Br House Near Transit W Parking

    1868 South Millard Avenue
    Situated around 20 minutes' walk from Douglas Park, the 3-bedroom Spacious 5-Br House Near Transit W Parking Chicago villa invites guests to relax at a terrace.
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    US$ 677 price for 1 night
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  • Lincoln Park Living - 3 Queen Beds - Sleeps 6

    Lincoln Park Living - 3 Queen Beds - Sleeps 6

    1147 West Diversey Parkway
    The 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa offers easy access to such tourist spots as South Lakeview Playground Park, located only a 5-minute walk away.
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    US$ 112 price for 1 night
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  • Spacious Row Home Next Transit Near Downtown W Parking

    Spacious Row Home Next Transit Near Downtown W Parking

    3133 West Fulton Street
    Situated approximately a 5-minute walk from 345 Art Gallery, the 3-bedroom Spacious Row Home Next Transit Near Downtown W Parking Chicago offers easy access to numerous tourist spots in the area. The…
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    US$ 452 price for 1 night
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  • Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck

    Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck

    67 East Cedar Street
    Staying at the 5-bedroom Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck Chicago villa, guests can easily reach Wrigley Building, located approximately a 20-minute walk away.
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    US$ 999 price for 1 night
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  • Large Condo With Outdoor Deck In Historic Chicago District Home

    Large Condo With Outdoor Deck In Historic Chicago District Home

    1729 N St Michaels
    Situated 6 km from Shedd Aquarium, Large Condo With Outdoor Deck In Historic Chicago District Home entices guests to explore various tourist attractions in the area.
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  • Amazing Wicker Park Penthouse With Skyline Views

    Amazing Wicker Park Penthouse With Skyline Views

    1549 North Milwaukee Avenue #4
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  • Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

    Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

    West Augusta Boulevard 1220
    Goose Island Central Downtown Prime Location With Access To Patio Chi - 1 Villa Chicago offers quick access to such tourist spots as Polish Museum of America, situated just 5 minutes' walk away.
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    US$ 179 price for 1 night
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  • Spacious 3-Bed West Loop Townhouse, 1 Car Garage

    Spacious 3-Bed West Loop Townhouse, 1 Car Garage

    West Loop
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  • Bronzeville 42 Art & Hospitality

    Bronzeville 42 Art & Hospitality

    615 East 42Nd Street
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  • Top 1 Rated 4Br Lincoln Park House - King Bed

    Top 1 Rated 4Br Lincoln Park House - King Bed

    210 W St Paul Ave, Chicago, Il 60614, Usa
    Situated around 5 minutes' walk from Saint Michael Roman Catholic Church, the 2-bedroom Top 1 Rated 4Br Lincoln Park House - King Bed Chicago villa offers quick access to numerous city landmarks…
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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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  • White Sox Best House

    White Sox Best House

    3801 South Calumet Avenue
    The 1-bedroom White Sox Best House Chicago villa offers quick access to such tourist spots as Ida B Wells House, situated only 5 minutes' walk away.
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    US$ 162 price for 1 night
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  • Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home

    Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home

    1220 N Paulina
    Situated 10 minutes' drive from Durse Park, Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home Chicago entices guests to explore various tourist attractions in the area.
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  • Immaculate Brand New Penthouse Chicago

    Immaculate Brand New Penthouse Chicago

    West Loop
    Situated 3.9 km from The Art Institute of Chicago, Immaculate Brand New Penthouse Chicago Villa provides access to numerous tourist attractions in the area.
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    US$ 799 price for 1 night
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