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2026-06-07

2026-06-08

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Private Villas in Chicago

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67 properties found

  • The Avondale Guesthouse

    2973 North Elston Avenue, Chicago, United States ( Show map )

    Located about 5 minutes' walk from the Algonquin Park, the 1-bedroom The Avondale Guesthouse Chicago villa offers quick access to various city attractions in…

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    From US$ 361
    price for 1 night
    Book Now From US$ 361
  • Stunning Condo #2 - Downtown River North

    811 N Sedgwick St, Chicago, United States ( Show map )

    Situated within 25 minutes' walk of the super - tall skyscraper "Willis Tower", the 2-bedroom Stunning Condo #2 - Downtown River North Chicago villa features a…

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    From US$ 39
    price for 1 night
    Book Now From US$ 39
  • The Black And White Suite

    611 East 41St Street, Chicago, United States ( Show map )

    Offering a location approximately a 25-minute walk from the Guaranteed Rate Field, the 4-bedroom The Black And White Suite Chicago villa gives access…

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    From US$ 313
    price for 1 night
    Book Now From US$ 313
  • Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

    329 West Schiller Street Back, Chicago, United States ( Show map )

    Located around 5 minutes' walk from Eva's Cafe, the 3-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa gives…

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    From US$ 679
    price for 1 night
    Book Now From US$ 679
  • Breathtaking Downtown Penthouse B - Sleeps 11

    811 N Sedgwick St, Chicago, United States ( Show map )

    Situated only 1.9 km from the Gothic skyscraper "Tribune Tower", the 3-bedroom Breathtaking Downtown Penthouse B - Sleeps 11 Villa Chicago features a patio with…

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    From US$ 909
    price for 1 night
    Book Now From US$ 909
  • Cozy 4Bd House Fireplace And Pond

    8813 South Euclid Avenue, Chicago, United States ( Show map )

    Situated just 0.9 km from the Bronzeville Children's Museum, Cozy 4Bd House Fireplace And Pond Chicago villa entices guests to explore various tourist attractions in…

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    From US$ 535
    price for 1 night
    Book Now From US$ 535
  • Chicago Home Near Navy Pier And Shedd Aquarium!

    Chicago, United States ( Show map )

    Situated just 5 minutes' walk from Burnside Baptist Church, Chicago Home Near Navy Pier And Shedd Aquarium! This property is within 20 km of Midway…

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    From US$ 159
    price for 1 night
    Book Now From US$ 159
  • Luxurious Classic Gold Coast Villa For 12 Guests

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

    Staying at Luxurious Classic Gold Coast Villa For 12 Guests Chicago, guests can visit the indoor public Shedd Aquarium, which is 4.2 km away. The…

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    From US$ 565
    price for 1 night
    Book Now From US$ 565
  • Modern Wrigley Oasis With Parking!

    3406 N Seminary Ave, Chicago, United States ( Show map )

    Modern Wrigley Oasis With Parking! Situated a mere 0.9 km from the baseball stadium "Wrigley Field", the property is also 550 metres from Southport metro…

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  • The Logandale: Huge Mid-Century Home, Sleeps 15

    2920 North Gresham Avenue, Chicago, United States ( Show map )

    Situated around 5 minutes' walk from the Saint Hyacinth Roman Catholic Church, The Logandale: Huge Mid-Century Home, Sleeps 15 Chicago offers easy access to…

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    From US$ 698
    price for 1 night
    Book Now From US$ 698
  • Victorian Mansion In Garfield Park

    3461 W Adams St, Chicago, United States ( Show map )

    The 1-bedroom Victorian Mansion In Garfield Park Villa Chicago offers quick access to such city attractions as Chicago Community Mennonite Church, located just 6…

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    From US$ 162
    price for 1 night
    Book Now From US$ 162
  • River North Hideaway With Amazing Views And Parking

    1 E Huron St, Chicago, United States ( Show map )

    Nestled a 19-minute walk from the lit 1926 theater "Cadillac Palace Theatre", River North Hideaway With Amazing Views And Parking Villa Chicago entices guests…

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    From US$ 264
    price for 1 night
    Book Now From US$ 264
  • Logan Square Oasis

    2508 N Spaulding Ave, Chicago, United States ( Show map )

    Nestled 15 minutes' drive from the baseball stadium "Wrigley Field", Logan Square Oasis Villa Chicago entices guests to explore various tourist destinations nearby. This villa…

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    From US$ 142
    price for 1 night
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  • Charming Home In Portage Park

    4109 North Narragansett Avenue, Chicago, United States ( Show map )

    Offering a location 2.9 km from the large Norridge Park District, Charming Home In Portage Park Chicago gives access to various tourist spots in the…

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    From US$ 107
    price for 1 night
    Book Now From US$ 107
  • Chicago New 2Br Home W 3 Beds And Highspeed Internet

    West Potomac Avenue 1731, Chicago, United States ( Show map )

    Offering a location 4.8 km from the Art Institute of Chicago, Chicago New 2Br Home W 3 Beds And Highspeed Internet gives access to various…

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    From US$ 139
    price for 1 night
    Book Now From US$ 139
  • Windy City Getaway - 3Br 2Ba Chicago Townhouse Home

    3721 North Milwaukee Avenue, Chicago, United States ( Show map )

    Situated about 7 km from the baseball stadium "Wrigley Field", the 3-bedroom Windy City Getaway - 3Br 2Ba Chicago Townhouse Home entices guests to explore…

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    From US$ 304
    price for 1 night
    Book Now From US$ 304
  • Stunning 5Br Home In Heart Of Chicago With 2 Rooftops

    1307 North Bell Avenue, Chicago, United States ( Show map )

    Offering a sauna for a relaxing experience, Stunning 5Br Home In Heart Of Chicago With 2 Rooftops is located a 15-minute drive from the…

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    From US$ 1501
    price for 1 night
    Book Now From US$ 1501
  • Woodlawn Oasis

    6433 South Minerva Avenue, Chicago, United States ( Show map )

    Situated 2.8 km from the Sprawling hands-on Museum of Science and Industry, the 3-bedroom Woodlawn Oasis Villa Chicago provides access to numerous tourist…

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    From US$ 415
    price for 1 night
    Book Now From US$ 415
  • Lakefront Rooftop Parking

    7346 South South Shore Drive, Chicago, United States ( Show map )

    The beachfront Lakefront Rooftop Parking Chicago villa is located just 600 metres from New Spiritual Light M.B. Saint Luke's Missionary Baptist Church is merely…

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    From US$ 301
    price for 1 night
    Book Now From US$ 301
  • Modern 3Br Near Mccormick & South Loop

    2550 South Wabash Avenue, Chicago, United States ( Show map )

    Modern 3Br Near Mccormick & South Loop Villa Chicago offers proximity to such city sites as Trinity Episcopal Church, located only 6 minutes' walk away. This…

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    From US$ 279
    price for 1 night
    Book Now From US$ 279