Know before you go COVID-19 travel restrictions, including testing and quarantine, are changing rapidly.Check restrictions
Are you looking for top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Winnetka has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:
Whether you're looking for adventure or just want to spend some time taking in the scenery, Winnetka is a great place to get out in nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:
Fly into Chicago, IL (PWK-Chicago Executive), the closest airport, located 7.6 mi (12.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Chicago, IL (ORD-O'Hare Intl.), which is 11.6 mi (18.6 km) away.
If you prefer train travel, make your way to Winnetka Station or Winnetka Indian Hill Station to see more of the city.
Yes, our 2021 property listings offer a large selection of 157 vacation rentals near Winnetka. From 42 houses to 112 flats & apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Winnetka for a holiday or a weekend are on Vrbo.