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craigslist

Vacation Rentals in Chicago

  1. see also
  2. Twin Bay Resort Cabin Rentals
    $0
    Tomahawk/ Lake Nokomis
  3. Wisconsin Dells Vacay Condos. Choose 1 or 2 BR. Lake/beachfront/pools
    $0
    Wisconsin Dells
  4. Sheraton Vistana Resort
    $1,695
    Orlando
  5. 2 Bedroom Aframe
    $0
    city of chicago
  6. Wilderness Resort Wyndham Glacier Canyon condo Feb 25-27, plus more!
    $569
    Willowbrook
  7. TIME SHARE WEEKS FOR RENT
    $1,000
    WINFIELD/WEST CHICAGO
  8. Wyndham Glacier Canyon -The Wilderness Waterpark in 1 bdrm Delux 2/27
    $549
    north chicagoland
  9. Special Florida Month-To-Month Winter Rates
    $0
    St. Petersburg, Florida
  10. Waterfront Cottages with boats
    $135
    Barryton
  11. SKI WEEKEND IN MICHIGAN / MOUNTAIN RUN AT BOYNE
    $0
    BOYNE FALLS, MICHIGAN
  12. Vacation Week 8/29/26 to 9/05/26 on Lake Minocqua for Rent
    $1,200
    northwest suburbs
  13. Westin Kierland Villas 1 BDRM MLB Spring Training Feb27-Mar6
    $3,215
    Scottsdale, AZ
  14. Jaco Beach Costa Rica – 3BR Poolside Condo – Walk to Everything
    $0
    city of chicago
  15. Visiting the Evanston area for 3 days or more? Check us out.
    $269
    Evanston IL
  16. Independence Day week
    $1,200
    Wisconsin Dells, Wi.
  17. 2br - 1446ft2 - Hawaii Big Island Vacation Rental (Senior Discount fo
    $7,500
    Waikoloa
  18. Modern and Well-Equipped Cabin in Minocqua, WI.
    $0
    Gurnee
  19. Old Naples Florida Resort rental. 3 weeks starting March 2026.
    $2,700
    Naples
  20. Superbowl Party and Final Four Accommodations
    $1,990
    10 minutes from Grand Rapids Airport