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2026-02-28

2026-03-01
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Vacation Rentals in Chicago

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717 results

  • Chic Retreat

    From US$ 220

    612 East 95Th Street, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 220
  • Boho Bliss - 1Br, 1Bath W/Patio!

    From US$ 197

    1813 North Kedzie Avenue 3, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 197
  • Luxury Chicago Suite

    From US$ 210

    2910 West Farragut Avenue, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 210
  • Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

    From US$ 270

    2713 West Balmoral Avenue, Chicago, United States (To the map)

    The 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa is within 2.7 km of North Shore Channel Trail, while Lincoln Square is an 18-minute walk away. The property is close to North…

    To the hotel

    price for 1 night
    Book Now From US$ 270
  • The Lyons' Lair

    From US$ 396

    1831 West Belle Plaine Avenue, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 396
  • Historic And Unique Brownstone In Gold Coast - Downtown - 3

    From US$ 91

    East Cedar Street 57, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 91
  • Irving Park Updated Vintage Top Unit 2-Flat

    From US$ 124

    4036 North Saint Louis Avenue, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 124
  • Chicago Exquisite Haven 2Bed 2Bath Near Downtown And United Center

    2527 West Congress Parkway, Chicago, United States (To the map)

    Chicago Exquisite Haven 2Bed 2Bath Near Downtown And United Center Apartment apartment is within 6 km of The Art Institute of Chicago.

    To the hotel

    Book Now
  • The Penthouse, Lux Stay Near Downtown, Uofc & Lake

    From US$ 240

    4419 South Greenwood Avenue, Chicago, United States (To the map)

    For sports enthusiasts, the 135 m² The Penthouse, Lux Stay Near Downtown, Uofc & Lake apartment has a great location as it is set nearly a 15-minute drive from Soldier Field, also Frank Lloyd…

    To the hotel

    price for 1 night
    Book Now From US$ 240
  • Stunning Condo #2 - Downtown River North

    From US$ 39

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

    To the hotel

    price for 1 night
    Book Now From US$ 39
  • Lincoln Park Apartment With Backyard!

    From US$ 174

    722 West Wrightwood Avenue, Chicago, United States (To the map)

    Lincoln Park Aparment With Backyard! Venue Chicago is set 2.2 km from Wrigley Field and 0.2 km from Saint Clement Roman Catholic Church in Lincoln Park district. This accommodation has 1 bathroom…

    To the hotel

    price for 1 night
    Book Now From US$ 174
  • Spacious 5-Br Apt Next To Transit Free Parking

    From US$ 376

    1847 South Millard Avenue, Chicago, United States (To the map)

    Bedrooms Newly Remodeled Greystone Apt In The Historical Street apartment offers a fully equipped kitchen as well as rooms with a flat-screen TV with satellite channels, a kitchenette and a sitting…

    To the hotel

    price for 1 night
    Book Now From US$ 376
  • Cozy & Modern 3Br Apartment - Division 201W 301W Rep

    From US$ 506

    2153 West Division Street Apt 201W, Chicago, United States (To the map)

    Designer'S 3Br Unit - Cozy Living, Walk To Shops apartment is situated in Chicago, about 2.7 km from United Center, and features a flat screen TV and flat - screen TV. Lincoln Park Zoo is less than…

    To the hotel

    price for 1 night
    Book Now From US$ 506
  • 2-Bed 2-Bath Apt - Close To Uc W/ Free Parking

    From US$ 130

    118 South Leavitt Street Unit 3, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 130
  • The Black And White Suite

    From US$ 313

    611 East 41St Street, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 313
  • Condo Apartment Near Midway Airport

    From US$ 142

    5470 South Archer Avenue 1A, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 142
  • La Villita - Gateway To Chicago

    From US$ 215

    2419 South Troy Street, Chicago, United States (To the map)

    For sports enthusiasts, La Villita - Gateway To Chicago Apartment apartment has a great location as it is set at a 4.6 km distance from the multi-purpose Credit Union 1 Arena, also National Museum of…

    To the hotel

    price for 1 night
    Book Now From US$ 215
  • Stunning 2 Floor Penthouse Downtown

    From US$ 1147

    1220 West Augusta Boulevard, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 1147
  • Chic Euro City Getaway- Close To Downtown

    From US$ 661

    4927 S Prairie Ave, Chicago, Il 60615, Usa, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 661
  • Beautiful Big 3 Bedroom Quiet Apt Near Downtown

    From US$ 369

    7825 South Cregier Avenue, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 369