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2026-03-01

2026-03-02
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Vacation Rentals in Chicago

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751 results

  • West Loop

    1532 W Jackson Blvd Unit 1, Chicago, United States (To the map)

    To the hotel

    Book Now
  • Bright & Modern 2Br Perfect City Escape

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

    To the hotel

    Book Now
  • Prime Location W/ Historic Charm Near Shops &Parks

    From US$ 388

    4746 South Woodlawn Avenue Unit 1E, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 388
  • River North 1Br W Gym Pool Roof Nr Riverwalk Chi-816

    311 W Illinois St, Chicago, Il 60654, Usa, Chicago, United States (To the map)

    River North 1Br W Gym Pool Roof Nr Riverwalk Chi-816 apartment, set approximately a 5-minute walk from The Athlete, and stands 20 km from Midway International airport.

    To the hotel

    Book Now
  • Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11

    From US$ 1205

    North Sedgwick Street 811, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 1205
  • Great Location! 15 Min From Dt -Historic Hyde Park

    From US$ 419

    1209 East Madison Park Apt 3, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 419
  • Sleeps7 • 2Br • Coffee Station • Backyard W/ Grill

    5425 W Drummond Pl, Chicago, Il 60639, Usa, Chicago, United States (To the map)

    To the hotel

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  • Family-Friendly 3Br Near Mccormick Place, Soldier Field & Shedd Aquarium, A Prime South Loop Spot

    From US$ 274

    2036 South Michigan Avenue Unit 509, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 274
  • Lakeview 2Br W Wd Patio Nr Wrigley Field Chi-457

    3438 N Seminary Ave, Chicago, Il 60657, Usa, Chicago, United States (To the map)

    Lakeview 2Br W Wd Patio Nr Wrigley Field Chi-457 apartment is a great place to stay in Lakeview, which is bordered by West Diversey Parkway on the south, West Irving Park Road on the north, North…

    To the hotel

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  • Relaxing Lakeview Escape 2Br Apartment - Roscoe 35-2N

    639 West Roscoe Street, Chicago, United States (To the map)

    To the hotel

    Book Now
  • Pet Friendly Walk To Uic Campus And Train!

    1070 W 15Th St Unit 147, Chicago, United States (To the map)

    To the hotel

    Book Now
  • W Loop Studio W Deck Pool Gym 3 Blocks To L Chi-644

    165 N Des Plaines St, Chicago, Il 60661, Usa, Chicago, United States (To the map)

    To the hotel

    Book Now
  • Delightful 1Br Apartment In Ravenswood - Ashland BW

    From US$ 154

    4627 North Ashland Avenue BW, Chicago, United States (To the map)

    Situated in Ravenswood district, Serene And Cozy 1Br Apt Near Ravenswood offers quick access to Chicago O'Hare International airport within 23 minutes' drive. Placed 1.9 km from the baseball stadium…

    To the hotel

    price for 1 night
    Book Now From US$ 154
  • City Charm Studio Apt Close To Shops - Ashland 04

    From US$ 143

    4406 North Ashland Avenue Apt 04, Chicago, United States (To the map)

    Full Of Charm Studio Apt Nearby Shops Chicago is set 1.6 km from Wrigley Field and 1.7 km from Graceland Cemetery in Ravenswood district. The venue features a fully-fitted kitchen which has a…

    To the hotel

    price for 1 night
    Book Now From US$ 143
  • Adults Only - Walk To The United Center! Modern Touches Surround You - Check Out The Open Staircase! Apts

    226 South Hoyne Avenue G, Chicago, United States (To the map)

    To the hotel

    Book Now
  • Cozy North Side Oasis

    From US$ 331

    3138 West Wabansia Avenue, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 331
  • Trendy Studio In Vibrant Area - Bs007

    5328 South Blackstone Avenue, Chicago, United States (To the map)

    To the hotel

    Book Now
  • West Loop 1Br W Wd Gym Lounge Nr L Chi-780

    730 W Couch Pl, Chicago, Il 60661, Usa, Chicago, United States (To the map)

    To the hotel

    Book Now
  • Modern 3Br South Loop Living Family Unit Near Adler Planetarium & Mccormick Convention Center

    From US$ 557

    2036 South Michigan Avenue Unit 409, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 557
  • 2Br Airy & Tidy Apt With Free Covered Parking - Central Modern

    From US$ 205

    North Central Avenue 4722, Chicago, United States (To the map)

    Located 750 metres to Jefferson Park Transit Center underground station, Spacious 2Br Apt Plus Free Indoor Garage Parking apartment is well connected to Esdohr House. Located within a 25-minute walk…

    To the hotel

    price for 1 night
    Book Now From US$ 205