How many holiday homes are available around Uptown, Chicago?

Our 2020 holiday accommodation listings offer a large selection of 919 holiday rentals around Uptown. From 753 apartments to 121 holiday houses, find unique holiday house for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Uptown is on Bookabach.

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:

  • West Town: 491 holiday homes
  • The Loop: 592 holiday homes
  • Near West Side: 425 holiday homes
  • Lakeview: 213 holiday homes
  • Lincoln Park: 475 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? offers a large selection of holiday accommodations near great places in Uptown. From travellers, the most popular points of interest to stay near are:

  • Graceland Cemetery: 1,343 holiday houses
  • Montrose Harbor: 1,307 holiday houses
  • Pegasus Players: 1,345 holiday houses
  • Wilson Station: 1,359 holiday houses
  • Louis A. Weiss Memorial Hospital: 1,342 holiday houses

But there are many other points of interest around Uptown listed on 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. offers 753 Condos/Apartments in Uptown. Our other popular types of Uptown holiday rentals include:

  • Houses: 121 self catering accommodations
  • Townhouses: 13 self catering accommodations
  • Studios: 671 self catering accommodations

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

Can I find a holiday accommodation with pool in Uptown?

Yes, you can select your preferred holiday accommodation with pool among our 213 holiday homes with pool available in Uptown. Please use our search bar to access the selection of holiday rentals available.

    Explore destinations around Uptown

    Western Springs
    135 holiday rentals
    Oak Park
    1,149 holiday rentals
    236 holiday rentals
    914 holiday rentals
    553 holiday rentals
    Franklin Park
    349 holiday rentals
    Prospect Heights
    52 holiday rentals
    Melrose Park
    561 holiday rentals
    Forest Park
    1,118 holiday rentals
    261 holiday rentals
    Elmwood Park
    856 holiday rentals
    River Grove
    544 holiday rentals
    93 holiday rentals
    467 holiday rentals
    Downers Grove Township
    162 holiday rentals
    66 holiday rentals
    97 holiday rentals
    Lake Forest
    67 holiday rentals
    84 holiday rentals
    Des Plaines
    200 holiday rentals