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Chicago vacation rentals

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Holiday homes

109 properties found in Chicago

  • Spacious Row Home Next Transit Near Downtown W Parking

    Spacious Row Home Next Transit Near Downtown W Parking

    3133 West Fulton Street
    Situated merely a 5-minute walk from Central Memorial M.B. Church, Spacious Row Home Next Transit Near Downtown W Parking Chicago invites guests to relax at a patio.
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    US$ 452 price for 1 night
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  • Envitae Hotel 4Br Luxury Modern Apartments

    Envitae Hotel 4Br Luxury Modern Apartments

    Near North Side
    Situated 5 minutes by foot from Weeds, Envitae Hotel 4Br Luxury Modern Apartments Chicago villa entices guests with views of the city. Nestled in the Near North Side district, this 6-room holiday…
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    US$ 309 price for 1 night
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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 Chicago villa is located approximately a 25-minute walk from Gill Park and invites guests to enjoy a patio.
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    US$ 227 price for 1 night
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  • 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

    5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

    Near North Side
    Inviting guests to enjoy a terrace, 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa is located a 20-minute stroll from Lake Michigan. The 4-bedroom villa features…
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    US$ 510 price for 1 night
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  • Stunning Duplex Condo #1 - Downtown River North

    Stunning Duplex Condo #1 - Downtown River North

    Near North Side
    Situated approximately 25 minutes by foot from Millennium Public Park, the 3-bedroom Stunning Duplex Condo #1 - Downtown River North Chicago villa features a patio with views of town. Offering Wi-Fi,…
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    US$ 276 price for 1 night
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  • 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome

    4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome

    Near North Side
    The 4-bedroom 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome Chicago is located approximately a 25-minute walk from the botanical garden "Lincoln Park Conservatory" and…
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    US$ 502 price for 1 night
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  • Beautiful Remodeled Penthouse Unit In Old Town

    Beautiful Remodeled Penthouse Unit In Old Town

    Near North Side
    Located in the Daan district, 6 minutes' walk from Standing Lincoln Sculpture, Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago offers town views.
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    US$ 139 price for 1 night
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  • Woodlawn Oasis

    Woodlawn Oasis

    6433 South Minerva Avenue
    Woodlawn Oasis Villa Chicago is situated a 5-minute walk from Woodlawn Baptist Church, featuring such comforts as Wi-Fi and a car park.
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    US$ 415 price for 1 night
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  • Boutique Garden House Chicago 3-Story Sleeps 12

    Boutique Garden House Chicago 3-Story Sleeps 12

    7131 South Michigan Avenue
    Situated 2.2 miles from the Frederick C. Frank Lloyd Wright's Robie House, Boutique Garden House Chicago 3-Story Sleeps 12 Villa entices guests to explore various tourist attractions in the area.
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    US$ 539 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

    Near North Side
    The 5-bedroom Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck Chicago villa provides easy access to various city attractions, such as Ruth Page Center for the Arts Dance School…
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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
    Located merely a 5-minute stroll from Saint Michael, Large Condo With Outdoor Deck In Historic Chicago District Home offers quick access to various city attractions in the vicinity.
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  • Amazing Wicker Park Penthouse With Skyline Views

    Amazing Wicker Park Penthouse With Skyline Views

    1549 North Milwaukee Avenue #4
    Situated just 5 minutes by foot from Wicker Park Farmers Market, Amazing Wicker Park Penthouse With Skyline Views Villa Chicago offers opportunities for cycling in the area. Featuring a patio, the…
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  • 2 Rooftops 2 Car Garage 4 Stories

    2 Rooftops 2 Car Garage 4 Stories

    Near North Side
    2 Rooftops 2 Car Garage 4 Stories Chicago villa boasts a location only 6 minutes' stroll from Saint Michael Roman Catholic Church and offers guests to enjoy a casino.
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  • Zen Escape-Chicago'S Urban Oasis

    Zen Escape-Chicago'S Urban Oasis

    841 North Mozart Street
    Staying at Zen Escape-Chicago'S Urban Oasis Villa, guests can easily reach Adams & Son Gardens, located approximately a 5-minute walk away.
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    US$ 79 price for 1 night
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  • Hello Again, Chicago!

    Hello Again, Chicago!

    1856 West Huron Street
    Located merely 5 minutes by foot from Paperish Mess, Hello Again, Chicago! Villa gives easy access to various tourist attractions in the area. Providing guests with Wi-Fi and free private parking…
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    US$ 719 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
    Goose Island Central Downtown Prime Location With Access To Patio Chi - 1 Chicago villa provides easy access to various city attractions, such as Polish Museum of America, situated about a 5-minute…
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    US$ 179 price for 1 night
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  • Sleeps 18 • 8Br • Game Room • Gym • Theater

    Sleeps 18 • 8Br • Game Room • Gym • Theater

    4038 N Central Ave, Chicago, Il 60634, Usa
    The 3-bedroom 8Br Kids Room, Game Room, Gym Andtheater Chicago villa offers quick access to such city attractions as North Side Gospel Center, located around a 5-minute walk away.
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  • 3Br Gym Workspace Chicago Condo

    3Br Gym Workspace Chicago Condo

    3656 North Osage Avenue Unit 2
    Staying at the 2-bedroom 3Br Gym Workspace Chicago Condo villa, guests can easily reach Wonder Works Children's Museum, located about a 15-minute drive away.
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    US$ 440 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
    Situated just near Newberry Independent Research Library, Luxury Gold Coast Penthouse With Deck & Views Villa Chicago offers opportunities for cycling and fishing in the area. Featuring a patio, the…
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  • The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14

    The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14

    4505 North Harding Avenue
    Situated 15 minutes by foot from Bread & Wine, The Retreat - Hot Tub, Theater, Game Room, Fire Pit, Bar, Sleeps 14 Chicago villa invites guests to relax at a patio.
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