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2026-04-23

2026-04-24

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Private Villas in Chicago

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65 properties found

  • 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
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  • 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
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  • Luxurious Classic Gold Coast Villa For 12 Guests

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

    Luxurious Classic Gold Coast Villa For 12 Guests Chicago offers proximity to nearby tourist spots, such as the Holy Name Cathedral, situated merely 14 minutes'…

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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 )

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

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    From US$ 698
    price for 1 night
    Book Now From US$ 698
  • Stunning 5Br Home In Heart Of Chicago With 2 Rooftops

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

    Stunning 5Br Home In Heart Of Chicago With 2 Rooftops provides an opportunity to stay within 500 metres of the Wicker Park and offers a…

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    From US$ 1501
    price for 1 night
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  • Boutique Garden House Chicago 3-Story Sleeps 12

    7131 South Michigan Avenue, Chicago, United States ( Show map )

    The 3-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 Villa offers proximity to nearby tourist spots, such as First Progressive Church of Christ…

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    From US$ 539
    price for 1 night
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  • 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

    1426 North North Park Avenue, Chicago, United States ( Show map )

    Located nearly a 20-minute walk from Lake Michigan, the 4-bedroom 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa…

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    From US$ 510
    price for 1 night
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  • 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
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  • 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
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  • Chicago New 2Br Home W 3 Beds And Highspeed Internet

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

    Situated 6 km from the baseball stadium "Wrigley Field", Chicago New 2Br Home W 3 Beds And Highspeed Internet entices guests to explore various tourist…

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

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

    Located about 7 km from the baseball stadium "Wrigley Field", the 3-bedroom Windy City Getaway - 3Br 2Ba Chicago Townhouse Home gives access to various…

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    From US$ 304
    price for 1 night
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  • Woodlawn Oasis

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

    The 3-bedroom Woodlawn Oasis Villa Chicago offers swift access to various city sites, such as Woodlawn Baptist Church, situated about a 5-minute walk…

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    From US$ 364
    price for 1 night
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  • Modern 3Br Near Mccormick & South Loop

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

    Situated 3.2 km from the Skydeck Chicago, Modern 3Br Near Mccormick & South Loop Villa Chicago features a patio with views of the city. This Chicago…

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    From US$ 279
    price for 1 night
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  • Newly Updated Vintage 6 Bedroom Single Family Home Home

    825 S Claremont, Chicago, United States ( Show map )

    Situated 3.8 km from Skydeck Chicago, the 2-bedroom Newly Updated Vintage 6 Bedroom Single Family Home Home Chicago entices guests to explore various tourist…

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  • Envitae Hotel 4Br Luxury Modern Apartments

    853 West Blackhawk Street, Chicago, United States ( Show map )

    The 6-room Envitae Hotel 4Br Luxury Modern Apartments Chicago villa is located approximately a 5-minute walk from iO Theater and offers a casino…

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    From US$ 309
    price for 1 night
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  • Gorgeous 5 Bedroom Gem With Games

    7928 South Ada Street, Chicago, United States ( Show map )

    The 2-bedroom Gorgeous 5 Bedroom Gem With Games Chicago villa offers quick access to such city attractions as Saint Sabina Roman Catholic Church, located…

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    From US$ 2527
    price for 1 night
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  • Perfect Location Across From Park & Train Station

    244 North Hamlin Avenue, Chicago, United States ( Show map )

    Situated merely a 6-minute walk from Midwest Athletic Club, the 4-bedroom Perfect Location Across From Park & Train Station Villa Chicago entices guests with…

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    From US$ 325
    price for 1 night
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  • Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

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

    Located about 5 minutes' walk from The Noble Horse Theatre, the 3-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago…

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    From US$ 472
    price for 1 night
    Book Now From US$ 472