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Chicago vacation rentals

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Holiday homes

109 properties found in Chicago

  • Windy City Getaway - 3Br 2Ba Chicago Townhouse Home

    Windy City Getaway - 3Br 2Ba Chicago Townhouse Home

    3721 North Milwaukee Avenue
    Windy City Getaway - 3BR 2BA Chicago Townhouse home is located 3.8 km from Horner Park and invites guests to enjoy a patio.
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    US$ 304 price for 1 night
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  • Envitae Hotel 4Br Luxury Modern Apartments

    Envitae Hotel 4Br Luxury Modern Apartments

    853 West Blackhawk Street

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    US$ 309 price for 1 night
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  • Stylish 3Br Gem In Prime Location

    Stylish 3Br Gem In Prime Location

    Bronzeville
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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
    Located within a 500-metre distance of North Shore 7th Day Adventist Church, Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa offers a sunny patio with a view over the garden. The 2-bedroom…
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    US$ 270 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 a 13-minute stroll from Garfield Park Conservatory, the 3-bedroom Spacious Row Home Next Transit Near Downtown W Parking invites guests to relax at a sunny patio.
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    US$ 452 price for 1 night
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  • Near Lake & Museum • Modern • Game Area

    Near Lake & Museum • Modern • Game Area

    2714 E 76Th Pl, Chicago, Il 60649, Usa

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    US$ 277 price for 1 night
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  • Historic Luxury Townhouse In Downtown Chicago

    Historic Luxury Townhouse In Downtown Chicago

    71 East Bellevue Place The Townhouse
    The 3-bedroom Historic Luxury Townhouse In Downtown Chicago Villa offers swift access to various city sites, such as Harvest Chicago Cathedral, situated about a 5-minute drive away.
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    US$ 1472 price for 1 night
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  • Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

    Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

    3742 N. Keeler Avenue, Chicago,
    Irving Park United Methodist Church is 5 minutes on foot from Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub, offering a Jacuzzi for guests' relaxation. Located around…
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  • Lincoln Park Living - Suite 1

    Lincoln Park Living - Suite 1

    West Diversey Parkway
    The 2-bedroom Lincoln Park Living - Suite 1 offers quick access to such city attractions as Rosa's Lounge, located a 6-minute walk away.
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    US$ 227 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

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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
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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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  • Chicago 1Br, Stylish Stay With Workspace

    Chicago 1Br, Stylish Stay With Workspace

    3114 W Waveland Ave Unit 1A, Chicago, Il 60618, Usa
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  • Zen Escape-Chicago'S Urban Oasis

    Zen Escape-Chicago'S Urban Oasis

    841 North Mozart Street
    Situated about a 5-minute stroll from Adams & Son Gardens, Zen Escape-Chicago'S Urban Oasis Villa offers quick access to numerous city landmarks nearby. Providing guests with Wi-Fi and parking, the…
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    US$ 79 price for 1 night
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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
    The 1-bedroom Goose Island Central Downtown Prime Location With Access To Patio Chi - 1 offers swift access to various city sites, such as Polish Museum of America, situated approximately 100 metres…
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    US$ 179 price for 1 night
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  • Immaculate Brand New Penthouse Chicago

    Immaculate Brand New Penthouse Chicago

    1630 West Warren Boulevard
    Immaculate Brand New Penthouse Chicago Villa is situated just 450 metres from Christ Temple Apostolic Faith Church, featuring such comforts as Wi-Fi and parking.
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    US$ 799 price for 1 night
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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
    The 1-bedroom Personal Gym Luxury Balcony Condo villa offers proximity to such city sites as St. Joseph the Betrothed Ukranian Catholic Church, located a 5-minute walk away.
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    US$ 233 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
    Offering a location a 16-minute walk from United Center, Luxe 4Br With Hot Tub & Game Room gives access to various tourist spots in the area. Offering parking as well as Wi-Fi, this accommodation is…
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    US$ 967 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!

    Bronzeville

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    US$ 362 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
    Staying at the 2-bedroom Chicago Home With Spacious Yard 14 Mi To Dtwn, guests can visit Tuley Park, which is 10 minutes away by car.
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    US$ 112 price for 1 night
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