Vacation Rentals

Vacation Rentals in Chicago, IL

(1 - 15 of 265)
  1. one BEDROOMs / one Bathrooms 500ft2 available JUNE third furnished cottage/cabin no laundry on site no smoking off-on street parking We h...
    3 days ago on SpreadMyAd
  2. Spend 7 (7) days in a completely furnished and renovated 2 beds-two bathrooms resort condominium at the Holiday Inn Resort Club Las Vegas...
    4 days ago on SpreadMyAd
  3. Life on the Lake vacation rental consists of 3 beds, 1.5 bathrooms, living room, dedicated dining area room, two other bonus rooms, a lar...
    5 days ago on SpreadMyAd
  4. Listing ID xxx-xxx-xxxx. Charming house on in great area new remodel though out open concept kitchen livingroom and dedica...
    6 days ago on RealRentals
  5. Listing ID xxx-xxx-xxxx. ---This is an extremely clean 2 Beds condominium in a very safe area with a peaceful court yard t...
    6 days ago on RealRentals
  6. Listing ID xxx-xxx-xxxx. We have completely furnished Apartment/condos--in great parts of the City, Lincoln Park, Old town...
    6 days ago on RealRentals
  7. Listing ID xxx-xxx-xxxx. Right in the heart of Chicagos premier Streeterville neighborhood. Famous landmarks such as Michi...
    6 days ago on RealRentals
  8. Listing ID xxx-xxx-xxxx. Experience luxury living in 1 of Chicagos hottest neighborhoods , the South Loop. In the midst of...
    6 days ago on RealRentals
  9. Listing ID xxx-xxx-xxxx. CHESTNUT TOWER Spectacular Corner apartment with South West Views. two beds and two full size bat...
    6 days ago on RealRentals
  10. Listing ID xxx-xxx-xxxx. Vintage one family home with family friendly Chicago charm. 3 bedrooms & one bathrooms upstai...
    6 days ago on RealRentals
  11. Listing ID xxx-xxx-xxxx. The property is located in downtown Chicago. It is conveniently next to major Interstate highways...
    6 days ago on RealRentals
  12. Listing ID xxx-xxx-xxxx. The Coach House is your own little private home away from home to exclusively enjoy during your s...
    6 days ago on RealRentals
  13. Listing ID xxx-xxx-xxxx. With ten foot ceilings and wrap around floor to ceiling windows, our home is definitely three thi...
    6 days ago on RealRentals
  14. Listing ID xxx-xxx-xxxx. Open floor plan with spacious high-end kitchen. Granite countertops with breakfast nook that seat...
    6 days ago on RealRentals
  15. Listing ID xxx-xxx-xxxx. Corporate rental Residnence on the Avenue. A Spacious Vintage condominium in a stunning blonde br...
    6 days ago on RealRentals
Email Alerts

Subscribe to email alerts when new listings show up for this search

Sends email alerts to







Pets Allowed


Square Feet



Refine By Keyword

Important Safety Tips
  • Always see the place in person before renting.
  • Be cautious of people claiming to be overseas.
  • Don’t wire money or take advance payments.

To learn more, visit the Safety Center. Report suspicious listings by clicking on .