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Vacation Rentals in Chicago

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Vacation Rentals

953 properties found in Chicago

  • Luxury Downtown Penthouse With Private Rooftop

    Luxury Downtown Penthouse With Private Rooftop

    858 North Orleans Street #Ph
    The 111 m^2 Luxury Downtown Penthouse With Private Rooftop Chicago apartment overlooks the patio and is situated just a 5-minute walk from Park Community Church. Guests can relax and take in city…
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    US$ 666 price for 1 night
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  • May Private Loft Apartment - 15 Min From Downtown

    May Private Loft Apartment - 15 Min From Downtown

    5525 South May Street
    To enjoy your vacation in Chicago, stay at the 1-room May Private Loft Apartment - 15 Min From Downtown Chicago, which is 4.3 km from the private research University of Chicago and around a 10-minute…
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  • 1Br Beautifully Furnished Apt With King-Sized Bed - Marshfield W2

    1Br Beautifully Furnished Apt With King-Sized Bed - Marshfield W2

    3427 North Marshfield Avenue W2
    Located around a 25-minute walk from Treasure Island Market Square Shopping Center, the 750 m^2 1Br Beautifully Furnished Apt With King-Sized Bed - Marshfield W2 Chicago is 3.7 km from a top family…
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    US$ 218 price for 1 night
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  • Lincoln Park Living - Suite 2

    Lincoln Park Living - Suite 2

    1147 West Diversey Parkway
    Situated about a 5-minute stroll from South Lakeview Playground Park, the 2-bedroom Lincoln Park Living - Suite 2 Chicago villa invites guests to relax at a patio.
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    US$ 178 price for 1 night
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  • Smart Simple And Spacious 4Br Apt State 203

    Smart Simple And Spacious 4Br Apt State 203

    2401 South State Street
    Smart Simple And Spacious 4Br Apt State 203 Chicago offers proximity to a number of tourist attractions, such as Shedd Aquarium, located approximately 25 minutes' walk away.
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  • Group-Friendly 5Br Suite Sleeps 12 With Billiards, Optional Parking And Gym Access Near Mccormick Place And Soldier Field

    Group-Friendly 5Br Suite Sleeps 12 With Billiards, Optional Parking And Gym Access Near Mccormick Place And Soldier Field

    2036 South Michigan Avenue Unit 102
    The spacious 253 m^2 Group-Friendly 5Br Suite Sleeps 12 With Billiards, Optional Parking And Gym Access Near Mccormick Place And Soldier Field Chicago lies only 550 metres from Motor Row District and…
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    US$ 1499 price for 1 night
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  • Beautiful Home Near Downtwon - Free Parking!

    Beautiful Home Near Downtwon - Free Parking!

    939 West 51St Place
    Situated approximately 5 minutes' walk from The Chicago-Salem Church, the 1-room Beautiful Home Near Downtwon - Free Parking! Chicago apartment offers guests easy access to various tourist…
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    US$ 48 price for 1 night
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  • Steps From The Lake Edgewater Modern 2Bd 2Ba

    Steps From The Lake Edgewater Modern 2Bd 2Ba

    6044 North Winthrop Avenue
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  • Perfect 3Br Apt In Chicago With Wifi & Laundry - Touhy 3N

    Perfect 3Br Apt In Chicago With Wifi & Laundry - Touhy 3N

    1337 West Touhy Avenue
    The spacious 111 m^2 3Br Inviting Apartment With In-Unit Washer & Dryer - Touhy 3N Chicago lies only 1.5 km from Pottawattomie Park and only 10 minutes' stroll from Morse tube station. The 1-bedroom…
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  • Freshly Minted 2Br - Elegance & Comfort In Central Chicago

    Freshly Minted 2Br - Elegance & Comfort In Central Chicago

    West Loop
    The spacious 2-bedroom Freshly Minted 2Br - Elegance & Comfort In Central Chicago apartment lies a mere 400 metres from Johnny's Ice House East Hockey Rink and nearly 10 minutes' walk from Racine…
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    US$ 708 price for 1 night
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  • The Twin Lions: Bespoke Travel Lodge W/ Speakeasy*

    The Twin Lions: Bespoke Travel Lodge W/ Speakeasy*

    1919 North Wolcott Avenue
    The spacious 1-bedroom The Twin Lions: Bespoke Travel Lodge W/ Speakeasy* Chicago offers proximity to such tourist attractions as Cards Against Humanity Theater, situated just 6 minutes' walk away.
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    US$ 237 price for 1 night
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  • River North Rooftop With In And Out Parking 1

    River North Rooftop With In And Out Parking 1

    153 West Ohio Street

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    US$ 552 price for 1 night
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  • Lakeview 3Br Walk To Wrigley, Lake, Dining & Train

    Lakeview 3Br Walk To Wrigley, Lake, Dining & Train

    1120 West Barry Avenue
    Located nearly a 10-minute walk from Belmont underground station, Spacious Historic Apartments In Lakeview Chicago - Walk To Wrigley, Nightlife, Shops, Hospitals also boasts proximity to The Vic…
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    US$ 601 price for 1 night
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  • The Marlowe, A Couples Getaway

    The Marlowe, A Couples Getaway

    10631 South Parnell Avenue
    To enjoy your vacation in Chicago, stay at the spacious 93 m^2 The Marlowe, A Couples Getaway Apartment Chicago, which is nearly a 10-minute ride from Nat King Cole Park and nearly a 10-minute ride…
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    US$ 296 price for 1 night
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  • Beautifully Renovated House 10 Mins From Downtown

    Beautifully Renovated House 10 Mins From Downtown

    4244 South Prairie Avenue
    Featuring free private parking, Beautifully Renovated House 10 Mins From Downtown Villa Chicago is located in the Bronzeville district and 7 km from such cultural tourist attractions as the public…
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    US$ 654 price for 1 night
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  • Mccormick Place Studio With Optional Parking And Sleeps Up To 4

    Mccormick Place Studio With Optional Parking And Sleeps Up To 4

    2036 South Michigan Avenue
    Situated 5 minutes' walk from Wintrust Arena, Mccormick Place Studio With Optional Parking And Sleeps Up To 4 Chicago looks out onto the city. Guests will enjoy Wi-Fi, and private parking provided on…
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    US$ 783 price for 1 night
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  • Comfy & Bright 3Br Fully Furnished Apt - Lincoln 3E

    Comfy & Bright 3Br Fully Furnished Apt - Lincoln 3E

    3925 North Lincoln Avenue 3E
    The 20 m^2 Comfy & Bright 3Br Fully Furnished Apt - Lincoln 3E Chicago is situated merely a 5-minute walk from Concordia Church and 25 km from Chicago O'Hare International airport.
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    US$ 300 price for 1 night
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  • Urban Coach Casa - Medical District- 10 To Downtown

    Urban Coach Casa - Medical District- 10 To Downtown

    2846 West 21St Street Coach House 1
    The 65 m^2 Urban Coach Casa - Medical District- 10 To Downtown Apartment Chicago offers proximity to such tourist attractions as Our Lady of Tepeyac Parish, situated around 5 minutes' walk away.
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    US$ 200 price for 1 night
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  • Walkable 2Br Apartment In Chicago South Loop With Optional Parking And Gym Access Near Mccormick Place, Museum Campus & Lakefront

    Walkable 2Br Apartment In Chicago South Loop With Optional Parking And Gym Access Near Mccormick Place, Museum Campus & Lakefront

    2036 South Michigan Avenue Unit 505
    To enjoy your vacation in Chicago, stay at the spacious 800 m^2 Mccormick 2Br-2Ba Family Unit For Up To 8 Guests With Optional Parking & Gym Access Apartment Chicago, which is 3.5 km from Crown…
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    US$ 518 price for 1 night
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  • West Loop - City Views With In & Out Parking 5

    West Loop - City Views With In & Out Parking 5

    West Loop

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    US$ 606 price for 1 night
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