loading
reading
writing
saving
searching
craigslist

Vacation Rentals in Chicago

  1. SUBLET- Extremely High End 2B 2B Condo!
    $2,800
    University Village
  2. Vacation Cabin Rental - Chetek, WI (3 Bedroom Cabin + 1 Bedroom Cabin)
    $750
    city of chicago
  3. LUXURY MODERN RANCH!!! Superbly sited on 73 ACRES
    $100
    Westville, IN
  4. Gorgeous 1BR with city views, from Oct 23
    $0
    River North
  5. WELL APPOINTED MODERN MANSION W/AMAZING CITY VIEW
    $0
    Chicago
  6. WELL APPOINTED MODERN MANSION W/AMAZING CITY VIEW
    $0
    Chicago
  7. SPACIOUS HOME WITH MASSIVE CHEFS KITCHEN
    $0
    Chicago
  8. SPACIOUS HOME WITH MASSIVE CHEFS KITCHEN
    $0
    Chicago
  9. Lake House near Milwaukee
    $3,750
    Hubertus
  10. Downtown Luxury Furnished Condo for Lolla
    $100
    Grant Park
  11. Visiting the Evanston area for 3 days or more? Check us out.
    $249
    Evanston IL
  12. Newer Built Townhouse Near Downtown Dundee & River + 1 Heated Garage
    $1,850
    South Barrington
  13. Club Wyndham points for sale
    $200
    fredonia
  14. cabin for rent smokys
    $140
    pigeon forge,tn
  15. cabin for rent
    $130
    knoxville,tn
  16. cabin for rent smokys
    $120
    pigeon forge,tn
  17. Marriott Vacation Club Properties in Aruba, St. Thomas, and South FLA
    $0
    Ft. Myers, FL
  18. One Bed / One bath
    $1,300
    Chicago
  19. AVAILABLE NOW
    $1,200
    Tinley Park, IL
  20. Snow bird in Delray Brach Florida
    $3,000
    Kings Point
  21. Interval International Vacation - 7 days/nights
    $2,200
    Interval Worldwide
  22. Scottsdale McCormick Ranch Fully Furnished Condo
    $2,400
    scottsdale
  23. VISITATION HOME
    $1,500
    Orland Park, IL
  24. Premium Offer
    $1,200
    Chicago
  25. Wisconsin Dells - Glacier Canyon July 17-19 w/8 waterpark wristbands
    $299
    Wisconsin Dells
  26. Wisconsin Dells - Glacier Canyon Sept 2-5 w/8 waterpark wristbands
    $249
    Wisconsin Dells
  27. Amazing West Loop Loft Available for Vacation and Party Rentals
    $500
    Chicago
  28. Second floor, corner unit over looking the park.
    $1,600
    Portage Park
  29. Functional- studio apt with perfect layout!
    $1,700
    Depaul
  30. West Town Large Lofty Tropical Retreat
    $1,850
    West Town
  31. cabin for rent
    $130
    knoxville,tn
  32. 2111 S Wabash Ave
    $1,480
    Chicago
  33. 5S070 Pebblewood!!
    $1,300
    Naperville
  34. cabin for rent smokys
    $120
    pigeon forge,tn
  35. cabin for rent
    $130
    knoxville,tn
  36. Florida 4 br 2 ba 3,000 sq. ft home (Ft Myers)
    $5,000
    Cape Coral, Fl
  37. cabin for rent
    $130
    knoxville
  38. WELL APPOINTED MODERN MANSION W/AMAZING CITY VIEW
    $0
    Chicago
  39. SPACIOUS HOME WITH MASSIVE CHEFS KITCHEN
    $0
    Chicago
  40. RETREAT, RELAX & REJUVENATE on Rice Lake 2 hrs from Chgo
    $165
    Edgerton, WI
  41. SUBLET- Extremely High End 2B 2B Condo!
    $2,800
    University Village
  42. Heritage Harbor vacation rental
    $189
    Ottawa, IL