Downtown Windsor holiday homes

We found 45 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Downtown Windsor that are perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as a fireplace and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value