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craigslist

Vacation Rentals in Chicago

  1. see also
  2. Wis Dells Glacier Canyon Tues.7/7/26 to Sat.7/11/ 26 - 2 Br/2Ba Deluxe
    $0
    west chicagoland
  3. JULY 4TH WEEKEND / CHRISTMAS MOUNTAIN
    $0
    Wisconsin Dells
  4. Glacier Canyon Sundara July 16-19 Presidential Room
    $2,100
    Wisconsin Dells
  5. NEWLY RENOVATED 1 BEDROOM., 1 BATH., APARTMENT FOR RENT!!!
    $1,950
    375 W Erie St, Unit 602, Chicago, IL
  6. Christmas Mountain Village 7nts June 27- July 4, 2026
    $899
    Wisconsin Dells
  7. Sheraton Vistana Resort
    $1,695
    Orlando
  8. RETREAT, RELAX & REJUVENATE on Lake . . . 2 hours from Chicago
    $175
    Edgerton, WI
  9. 1-bedroom apartment in the South Loop -
    $2,335
    1408 S Wabash Ave, Chicago, IL
  10. Independence Day week also Branson & Orlando & Vail
    $750
    Wisconsin Dells, Wi.
  11. WISCONSIN DELLS Thanksgiving Week CHRISTMAS MOUNTAIN 3B/3B Town House
    $700
    WISCONSIN DELLS
  12. unique 1 bed 2 FULL BATH duplex
    $1,300
    Chicago
  13. a charming and inviting condo
    $1,300
    Chicago
  14. Charming Andersonville Condo!
    $1,300
    Chicago
  15. Heritage Harbor vacation rental - Ottawa vacation rental
    $189
    Ottawa, IL
  16. 5 STAR RESORT - GREAT Amenities + Full Kitchen
    $1,200
    WORLDWIDE
  17. Wisconsin dells Glacier canyon
    $0
    north chicagoland
  18. Visiting the Evanston area for 3 days or more? Check us out.
    $269
    Evanston IL
  19. LOGAN SQUARE 2 bdr
    $2,999
    Logan Square