Where to stay around Uptown, Chicago?

Our 2018 property listings offer a large selection of 96 vacation rentals near Uptown. From 46 apartments to 26 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Uptown for a holiday or a weekend are on VRBO.

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

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Uptown:

  • Chicago Loop: 159 vacation rentals
  • Wrigleyville: 115 vacation rentals
  • Lakeview: 212 vacation rentals
  • Wicker Park: 117 vacation rentals
  • South Loop: 90 vacation rentals

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

What are the popular point of interests near where I can stay when traveling to Uptown?

VRBO offers a large selection of vacation rentals near lovely places in Uptown. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Montrose Beach: 1,006 vacation rentals
  • Louis A. Weiss Memorial Hospital: 1,014 vacation rentals
  • Montrose Harbor: 1,011 vacation rentals
  • Aragon Entertainment Center: 1,008 vacation rentals
  • About Face Theater: 1,012 vacation rentals

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

Can I rent apartments in Uptown?

Yes, of course. VRBO has 46 apartments in Uptown. Our other popular types of vacation rentals in Uptown include:

  • Condos: 26 rentals available
  • Houses: 16 rentals available
  • Studios: 5 rentals available

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

Can I rent golf rental rentals in Uptown?

Absolutely, VRBO has 26 golf rental rentals in Uptown. You have also many other possibilities in Uptown area, including:

  • Lakefront rentals: 5 rentals
  • Lake view rentals: 5 rentals
  • Beach view rentals: 3 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with online bookable in Uptown?

Yes, you can select your prefered vacation rental with online bookable among our 96 vacation rentals with online bookable available in Uptown. Please use our search bar to access the selection of vacation 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)