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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 merely 5 minutes' 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 landmarks…
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  • Modern 4 Bedroom Condo In Lakeview

    Modern 4 Bedroom Condo In Lakeview

    West Barry Avenue 2100
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  • Huge Projector And Designated Workspace, Near Wrigley

    Huge Projector And Designated Workspace, Near Wrigley

    3116 W Waveland Ave, Unit 2B, Chicago, Il 60618, Usa
    Staying at the 1-bedroom Huge Projector And Designated Workspace, Near Wrigley Chicago villa, guests can visit Margaret Donahue Park, which is approximately 10 minutes away by car.
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    US$ 992 price for 1 night
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  • Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home

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

    1220 N Paulina
    Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home Chicago provides easy access to various city attractions, such as Yolk - Wicker Park, situated 5 minutes' walk away.
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  • New Construction Building In River North

    New Construction Building In River North

    Near North Side
    Overlooking the patio, the spacious 10-bedroom New Construction Building In River North Chicago apartment is around 25 minutes' walk from Macy's on State Street in Chicago. Situated only a short walk…
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    US$ 1119 price for 1 night
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  • Charming 5 Bedrooms 2 Bathrooms

    Charming 5 Bedrooms 2 Bathrooms

    8027 South Kimbark Avenue
    Offering a location 2.7 km from Meyering Park, Charming 5 Bedrooms 2 Bathrooms Chicago villa gives access to various tourist spots in the area.
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  • Personal Gym Luxury Balcony Condo

    Personal Gym Luxury Balcony Condo

    5105 N East River Rd Unit 3F, Chicago, Il 60656, Usa
    Situated around 5 minutes' walk from St. Joseph the Betrothed Ukranian Catholic Church, the 1-bedroom Personal Gym Luxury Balcony Condo Chicago villa offers easy access to numerous tourist spots in…
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    US$ 233 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 6 km from Wonder Works Children's Museum, 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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  • Hello Again, Chicago!

    Hello Again, Chicago!

    1856 West Huron Street
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  • Luxe 4Br With Hot Tub & Game Room

    Luxe 4Br With Hot Tub & Game Room

    1654 West Ohio Street
    Staying at Luxe 4Br With Hot Tub & Game Room Chicago villa, guests can easily reach Groove Distribution, located merely 0.6 km away.
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    US$ 967 price for 1 night
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  • Luxury Gold Coast Penthouse With Deck & Views

    Luxury Gold Coast Penthouse With Deck & Views

    Near North Side
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  • Commuter-Friendly Bungalow In Chicago'S South Side

    Commuter-Friendly Bungalow In Chicago'S South Side

    8817 S Merrill Ave
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  • Beautifully Remodeled Flat Downtown #3N

    Beautifully Remodeled Flat Downtown #3N

    Near North Side
    Staying at Beautifully Remodeled Flat Downtown #3N Villa Chicago, guests can visit Willis Tower, which is about a 25-minute walk away.
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    US$ 239 price for 1 night
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  • Pet-Friendly With Pool Table Walk To Wrigley Field

    Pet-Friendly With Pool Table Walk To Wrigley Field

    1045 W Dakin St Unit 1

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    US$ 1249 price for 1 night
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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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  • Cozy Wicker Park Home With Movie Room

    Cozy Wicker Park Home With Movie Room

    1523 North Artesian Avenue
    Cozy Wicker Park Home With Movie Room Chicago provides easy access to various city attractions, such as Richard's Fabulous Finds, situated only 6 minutes' walk away.
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  • Breathtaking Downtown Penthouse A - Sleeps 11

    Breathtaking Downtown Penthouse A - Sleeps 11

    Near North Side
    Located within 5 minutes' walk of Holy Family Lutheran Church, Breathtaking Downtown Penthouse A - Sleeps 11 Villa Chicago offers quick access to various city attractions in the vicinity.
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    US$ 329 price for 1 night
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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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  • Extended Stay: Walk To Uic Campus & Train!

    Extended Stay: Walk To Uic Campus & Train!

    1070 W 15Th St Unit 147
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  • Chic Green L Near Downtown & Il Medical District

    Chic Green L Near Downtown & Il Medical District

    602 South Western Avenue
    Offering a location 2.5 km from United Center, Chic Green L Near Downtown & Il Medical District Chicago villa gives access to various tourist spots in the area.
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    US$ 118 price for 1 night
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