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Chicago vacation rentals

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100 properties found in Chicago

  • Hello Again, Chicago!

    Hello Again, Chicago!

    1856 West Huron Street
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  • Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11

    Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11

    Near North Side
    Staying at Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11 Chicago apartment, guests can relax on a patio 18 minutes' walk from Museum Of Contemporary Art Chicago. Wi…
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    US$ 1205 price for 1 night
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  • Luxury Gold Coast Penthouse With Deck & Views

    Luxury Gold Coast Penthouse With Deck & Views

    22 East Elm Street
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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
    Located approximately a 5-minute walk from Foxtrot Market, the 4-bedroom Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home Chicago offers quick access to various city attractions in the vicinity.
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  • Game Room, Firepit, Playground, Gym, Billiard

    Game Room, Firepit, Playground, Gym, Billiard

    2146 N Kilpatrick Ave
    Offering Wi-Fi, the 2-bedroom Game Room, Firepit, Playground, Gym, Billiard Chicago villa is located 3.5 km from Humboldt Park.
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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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  • Cozy Wicker Park Home With Movie Room

    Cozy Wicker Park Home With Movie Room

    1523 North Artesian Avenue
    Situated just 6 minutes' stroll from Richard's Fabulous Finds, Cozy Wicker Park Home With Movie Room Chicago offers quick access to numerous city landmarks nearby.
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  • Spacious 3-Bed West Loop Townhouse, 1 Car Garage

    Spacious 3-Bed West Loop Townhouse, 1 Car Garage

    920 W Van Buren St
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  • Chic Green L Near Downtown & Il Medical District

    Chic Green L Near Downtown & Il Medical District

    602 South Western Avenue
    Staying at Chic Green L Near Downtown & Il Medical District Chicago villa, guests can easily reach Civic Opera House, located about a 10-minute drive away.
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    US$ 118 price for 1 night
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  • Bronzeville 42 Art & Hospitality

    Bronzeville 42 Art & Hospitality

    615 East 42Nd Street
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  • 3Br Gym Workspace Chicago Condo

    3Br Gym Workspace Chicago Condo

    3656 North Osage Avenue Unit 2
    The 2-bedroom 3Br Gym Workspace Chicago Condo villa is located approximately 6 km from Museum of Hummels, giving access to various tourist spots nearby.
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    US$ 440 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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  • Walk To Wrigley Field! Townhouse With Pool Table

    Walk To Wrigley Field! Townhouse With Pool Table

    1045 W Dakin St Unit 1
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  • Chic 4-Bedroom Haven: Designer'S Dream Home

    Chic 4-Bedroom Haven: Designer'S Dream Home

    2655 West Huron Street
    Along with Wi-Fi and parking, Chic 4-Bedroom Haven: Designer'S Dream Home Chicago offers proximity to Willis Tower, located 4.7 km away.
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    US$ 1155 price for 1 night
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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 easily reach Crown Fountain, located 2.5 km away.
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    US$ 239 price for 1 night
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  • Luxe 4Br With Hot Tub & Game Room

    Luxe 4Br With Hot Tub & Game Room

    1654 West Ohio Street
    Located about a 25-minute walk from Wicker Park, Luxe 4Br With Hot Tub & Game Room Chicago villa gives access to various tourist sites in the vicinity.
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    US$ 967 price for 1 night
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  • Zen Escape-Chicago'S Urban Oasis

    Zen Escape-Chicago'S Urban Oasis

    841 North Mozart Street
    Zen Escape-Chicago'S Urban Oasis Villa offers easy access to such tourist spots as Adams & Son Gardens, located nearly a 5-minute walk away.
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    US$ 79 price for 1 night
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  • Chicago Home With Spacious Yard 14 Mi To Dtwn

    Chicago Home With Spacious Yard 14 Mi To Dtwn

    Chicago, United States
    The 2-bedroom Chicago Home With Spacious Yard 14 Mi To Dtwn offers proximity to nearby tourist spots, such as Historic Pullman Foundation Exhibit Hall, situated about a 20-minute walk away.
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    US$ 112 price for 1 night
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  • Breathtaking Downtown Penthouse A - Sleeps 11

    Breathtaking Downtown Penthouse A - Sleeps 11

    Near North Side
    Breathtaking Downtown Penthouse A - Sleeps 11 Villa Chicago is located 25 minutes on foot from Oz Park, giving access to various tourist spots nearby.
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    US$ 329 price for 1 night
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  • 8Br Kids Room, Game Room, Gym Andtheater

    8Br Kids Room, Game Room, Gym Andtheater

    4038 N Central Ave, Chicago, Il 60634, Usa
    Located 7 km from Frank Lloyd Wright Home and Studio, 8Br Kids Room, Game Room, Gym Andtheater Chicago villa offers themed dinners, live performances, and cooking classes for guests' leisure. This…
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