Holiday rentals near Wintrust Field

We found 176 holiday rentals — enter your dates for availability

Choose the right holiday home within close proximity to Wintrust Field. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and parking. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

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