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2026-06-16

2026-06-17
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Vacation Rentals in Chicago

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934 results

  • The Haven, Great Location Near Downtown, Medical District And United Center

    From US$ 352

    2534 West Harrison Street, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 352
  • Afrique Francaise De Woodlawn 1

    From US$ 32

    6554 South Rhodes Avenue 2, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 32
  • Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests Near Soldier Field And Grant Park

    From US$ 340

    2036 South Michigan Avenue Apt 305, Chicago, United States (To the map)

    The 84 m² Mccormick Place 2B/2B With Optional Parking And Gym For Up To 6 Guests apartment boasts a lift and stands approximately an 8-minute stroll from Quinn Chapel African Methodist Episcopal…

    To the hotel

    price for 1 night
    Book Now From US$ 340
  • Logan Square Modern Apartment

    From US$ 165

    2447 North Harding Avenue 1St Floor, Chicago, United States (To the map)

    Logan Square Modern Curated Pet Friendly apartment is nearly 7 km from the baseball stadium "Wrigley Field". The accommodation includes 2 bedrooms, 1 bathroom and a kitchen.

    To the hotel

    price for 1 night
    Book Now From US$ 165
  • City Villa Sleeps 10-20 Free Tv & Parking

    From US$ 234

    3152 North Pine Grove Avenue, Chicago, United States (To the map)

    The 2-room City Villa Sleeps 10-20 Free Tv & Parking apartment is located in Lakeview, which is the home of Wrigleyville and the Chicago Cubs, within 5 minutes' walk of Laugh Factory Chicago.

    To the hotel

    price for 1 night
    Book Now From US$ 234
  • Studio Flat In The Heart Of Downtown Chicago

    From US$ 256

    71 East Bellevue Place Basement / Garden Flat, Chicago, United States (To the map)

    Located in Downtown Chicago district, Studio Flat In The Heart Of Downtown Chicago is next-door to 360 Chicago Observation Deck and a 5-minute drive from Chicago Water Tower. This venue features 1…

    To the hotel

    price for 1 night
    Book Now From US$ 256
  • The Chic Urban Oasis Near The Lake!

    From US$ 136

    7306 South Yates Boulevard, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 136
  • Webster House

    From US$ 230

    402 W. Webster, Chicago, United States (To the map)

    Offering its guests a golf course, a sundeck and a tennis court, Webster House apartment is set in Chicago. Skydeck Chicago is 4.7 km from this venue, while the public Cloud Gate Sculpture is 4.9 km…

    To the hotel

    price for 1 night
    Book Now From US$ 230
  • Cozy 2 Brm Apartment Mins Away From United Center

    From US$ 181

    2757 West Warren Boulevard G, Chicago, United States (To the map)

    Midway International airport is located 15 km from the 37 m² Cozy 2 Brm Apartment Mins Away From United Center apartment, while California tube station can be reached in just 10 minutes on foot.

    To the hotel

    price for 1 night
    Book Now From US$ 181
  • Lincoln Park Light-Filled Loft

    From US$ 287

    1037 West Dickens Avenue Unit 1A, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 287
  • Mccormick Place Beautiful 2Br Apartment With Optional Parking Sleeps Up To 8 Near Soldier Field, Grant Park And Lakefront Trail

    From US$ 368

    2036 South Michigan Avenue Apt 303, Chicago, United States (To the map)

    Located nearly a 10-minute walk from Cermak-McCormick Place underground station, the 84 m² Mccormick Place Beautiful 2B-2B Apartment With Optional Parking - Sleeps Up To 6 apartment also boasts…

    To the hotel

    price for 1 night
    Book Now From US$ 368
  • Beautifully Renovated House 10 Mins From Downtown

    From US$ 654

    4244 South Prairie Avenue, Chicago, United States (To the map)

    The 5-bedroom Beautifully Renovated House 10 Mins From Downtown Villa offers accommodation 6 km from Shedd Aquarium, while Oakland Park is approximately 2.1 km away. This property comprises 5…

    To the hotel

    price for 1 night
    Book Now From US$ 654
  • Stylish 2Br Stunner In Unbeatable Location

    From US$ 194

    2121 West Haddon Avenue, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 194
  • Sophisticated 3Br Suite - New Modern And Luxurious

    From US$ 448

    160 North Elizabeth Street, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 448
  • Wrigleyville Friends Unit - 5Bdrm

    From US$ 225

    820 West Newport Avenue Unit 1, Chicago, United States (To the map)

    Wrigleyville Friends Unit - 5Bdrm apartment is 1 km from the baseball stadium "Wrigley Field" and provides various facilities, such as flat screen TV and a flat screen TV. This venue is about a 5…

    To the hotel

    price for 1 night
    Book Now From US$ 225
  • Comfy 2Br Apartment Near Wrigley Field - Grace 3

    From US$ 279

    1105 West Grace Street, Chicago, United States (To the map)

    Located in Lakeview district, Real Comfort In A 2Br Apt Close To Wrigley Field Apartment Chicago is next-door to Wrigley Field and a 10-minute drive from Welles Park. This 2-bedroom venue features a…

    To the hotel

    price for 1 night
    Book Now From US$ 279
  • Breathtaking Downtown Penthouse B - Sleeps 11

    From US$ 909

    811 N Sedgwick St, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 909
  • Lakeview East Apartment

    636 West Wellington Avenue, Chicago, United States (To the map)

    To the hotel

    Book Now
  • Modern 3Br In South Loop With Optional Parking And Gym Access Near Mccormick Place, Chinatown And Soldier Field

    From US$ 821

    2036 South Michigan Avenue Unit 208, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 821
  • Bella Villa On Taylor Street Chicago'S Little Italy 1 Mile West The Loop & Uic

    1453 West Taylor Street, Chicago, United States (To the map)

    The scenic Chicago Riverwalk Walkway is a 10-minute drive from the 2-room Bella Villa On Taylor Street Chicago'S Little Italy 1 Mile West The Loop & Uic apartment, while Arrigo Park is situated…

    To the hotel

    Book Now