How many holiday homes are available around Near North Side, Chicago?

Our 2020 holiday accommodation listings offer a large selection of 557 holiday rentals around Near North Side. From 487 apartments to 40 holiday houses, find unique holiday house 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 Near North Side?

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 Near North Side:

  • West Town: 504 holiday homes
  • The Loop: 603 holiday homes
  • Near West Side: 425 holiday homes
  • Lakeview: 214 holiday homes
  • Lincoln Park: 486 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 Near North Side? offers a large selection of holiday accommodations near great places in Near North Side. From travellers, the most popular points of interest to stay near are:

  • Legacy Motors Automotive Art Gallery: 1,356 holiday houses
  • North-Clybourn Station: 1,463 holiday houses
  • Michigan Avenue: 1,353 holiday houses
  • Shops at North Bridge: 1,349 holiday houses
  • Oak Street: 1,358 holiday houses

But there are many other points of interest around Near North Side 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 Near North Side?

Yes, of course. offers 487 Condos/Apartments in Near North Side. Our other popular types of Near North Side holiday rentals include:

  • Houses: 40 self catering accommodations
  • Studios: 451 self catering accommodations
  • Townhouses: 6 self catering accommodations

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

Can I find a holiday accommodation with pool in Near North Side?

Yes, you can select your preferred holiday accommodation with pool among our 203 holiday homes with pool available in Near North Side. Please use our search bar to access the selection of holiday rentals available.

    Explore destinations around Near North Side

    Western Springs
    141 holiday rentals
    Oak Park
    1,164 holiday rentals
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    Homer Glen
    16 holiday rentals
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    351 holiday rentals
    Prospect Heights
    53 holiday rentals
    Blue Island
    74 holiday rentals
    Melrose Park
    565 holiday rentals
    Forest Park
    1,133 holiday rentals
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    Elmwood Park
    875 holiday rentals
    River Grove
    548 holiday rentals
    Calumet City
    58 holiday rentals
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    Downers Grove Township
    167 holiday rentals