Where to stay around Uptown?

Our 2018 accommodation listings offer a large selection of 91 holiday lettings near Uptown. From 70 Condos/Apartments to 50 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 Uptown is on HomeAway.

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

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 Uptown:

  • Near West Side: 254 holiday homes
  • West Rogers Park: 31 holiday homes
  • Bronzeville: 46 holiday homes
  • Woodlawn: 21 holiday homes
  • South Loop: 90 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 Uptown?

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

  • Louis A. Weiss Memorial Hospital: 977 holiday lettings
  • Montrose Beach: 983 holiday lettings
  • Montrose Harbor: 896 holiday lettings
  • Aragon Entertainment Center: 984 holiday lettings
  • About Face Theater: 981 holiday lettings

But there are many other points of interest around Uptown 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 Uptown?

Yes, of course. HomeAway offers 70 Condos/Apartments in Uptown. Our other popular types of Uptown holiday rentals include:

  • Studios: 50 self catering accommodations
  • Houses: 12 self catering accommodations
  • Townhouses: 2 self catering accommodations

Can I find a holiday accommodation with pool in Uptown?

Yes, you can select your preferred holiday accommodation with pool among our 6 holiday homes with pool available in Uptown. Please use our search bar to access the selection of holiday rentals available.

    The exciting city of Uptown awaits you

    Enjoy the area's theater scene, live music and opera and make a vacation rental your home during your stay in Uptown. Well-liked for its bird watching, lake and skyscrapers, this city is both cosmopolitan and scenic. Wrigley Field and John Hancock Center are just a couple of the must-sees in the area. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

    Activities and attractions in and around Uptown

    Do you want to find attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Uptown a fun place to get away. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

    • Skydeck Ledge (6.1 mi / 9.8 km)
    • Lincoln Park Zoo (3.3 mi / 5.4 km)
    • Navy Pier (5.6 mi / 9 km)
    • John G. Shedd Aquarium (7.2 mi / 11.5 km)
    • Adler Planetarium and Astronomy Museum (7.3 mi / 11.7 km)
    • Brookfield Zoo (12.9 mi / 20.8 km)

    Exploring the natural features in Uptown

    Whether you're looking for fun outdoor activities or just want to take in the scenery, Uptown is a great place to spend some time outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

    • Millennium Park (6 mi / 9.6 km)
    • Lincoln Park (1.3 mi / 2.1 km)
    • Grant Park (6.6 mi / 10.7 km)
    • Montrose Beach (0.8 mi / 1.3 km)
    • Kathy Osterman Beach (1.5 mi / 2.4 km)
    • North Avenue Beach (3.7 mi / 6 km)