Where to stay around Winnetka?

Our 2018 accommodation listings offer a large selection of 138 holiday lettings near Winnetka. From 85 Condos/Apartments to 70 Studios, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Winnetka is on HomeAway.

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: 416 holiday homes
  • Ukrainian Village: 217 holiday homes
  • Near West Side: 274 holiday homes
  • Roscoe Village: 188 holiday homes
  • Old Town: 182 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 offers a large selection of holiday accommodations near great places in Winnetka. From HomeAway travellers, the most popular points of interest to stay near are:

  • Winnetka Station: 952 holiday lettings
  • Glencoe Hubbard Woods Station: 943 holiday lettings
  • Winnetka Indian Hill Station: 969 holiday lettings
  • Alexian Brothers Medical Center: 589 holiday lettings
  • Stage 773: 1,056 holiday lettings

But there are many other points of interest around Winnetka listed on HomeAway 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 Condos/Apartments in Winnetka?

Yes, of course. HomeAway offers 85 Condos/Apartments in Winnetka. Our other popular types of Winnetka holiday rentals include:

  • Studios: 70 self catering accommodations
  • Houses: 37 self catering accommodations
  • Townhouses: 6 self catering accommodations

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

Can I find a holiday accommodation with pool in Winnetka?

Yes, you can select your preferred holiday accommodation with pool among our 7 holiday homes with pool available in Winnetka. Please use our search bar to access the selection of holiday rentals available.

    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 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)

    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)