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Destination guide

Take in the lush beauty of Winnetka

The forests and surrounding scenery provide a peaceful ambience to your holiday home in Winnetka. Renowned for its shopping, sporting events and restaurants, this city welcomes all visitors. Wrigley Field and John Hancock Center are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities

Activities and attractions in and around Winnetka

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:

  • Skydeck Ledge (16.5 mi / 26.5 km)
  • Lincoln Park Zoo (13.9 mi / 22.4 km)
  • Navy Pier (16.2 mi / 26.1 km)
  • Wagner Farm (1.9 mi / 3.1 km)
  • Willowhill Golf Course (3.1 mi / 4.9 km)
  • The Glen Club (3.9 mi / 6.3 km)
Natural features

Exploring the natural features in Winnetka

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:

  • Millennium Park (16.5 mi / 26.5 km)
  • Lincoln Park (11.9 mi / 19.1 km)
  • Kent Fuller Air Station Prairie (3.3 mi / 5.3 km)
  • Gallery Park (3.7 mi / 5.9 km)
  • Chicago Botanic Garden (4 mi / 6.4 km)
  • Ravinia Park (4.2 mi / 6.8 km)
How to get there

Transport to and around Winnetka

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.

How many holiday rentals are available around Winnetka?

Our 2020 accommodation listings offer a large selection of 203 holiday lettings around Winnetka. From 40 houses to 120 studios, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What is the best area to stay when travelling to Winnetka?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Winnetka:

  • Chicago Loop: 249 holiday homes
  • Near North Side: 253 holiday homes
  • Bucktown: 67 holiday homes
  • Irving Park: 53 holiday homes
  • Rush & Division: 115 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Winnetka?

HomeAway.co.uk offers a large selection of holiday accommodations near great places in Winnetka. From HomeAway.co.uk travellers, the most popular points of interest to stay near are:

  • Winnetka Indian Hill Station: 1,077 holiday lettings
  • Winnetka Station: 1,059 holiday lettings
  • Alexian Brothers Medical Center: 858 holiday lettings
  • Grant Park: 702 holiday lettings
  • Highland Park: 587 holiday lettings

But there are many other points of interest around Winnetka listed on HomeAway.co.uk where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Winnetka?

Yes, of course. HomeAway.co.uk offers 40 Houses in Winnetka. Our other popular types of Winnetka holiday rentals include:

  • Studios: 120 self catering accommodations
  • Flats: 119 self catering accommodations
  • Hotels: 9 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Townhouses and more.

Can I find a holiday accommodation with pool in Winnetka?

Yes, you can select your preferred holiday accommodation with pool among our 11 holiday homes with pool available in Winnetka. Please use our search bar to access the selection of holiday rentals available.

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