Where to stay around Little Italy, Chicago?

Our 2019 property listings offer a large selection of 26 vacation rentals near Little Italy. From 19 Condos/Apartments to 16 Studios, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Little Italy for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Little Italy?

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 Little Italy:

  • Lakeview: 301 vacation rentals
  • Chicago Loop: 700 vacation rentals
  • Streeterville: 201 vacation rentals
  • Old Town: 236 vacation rentals
  • Wrigleyville: 328 vacation rentals

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

Can I rent Condos/Apartments in Little Italy?

Yes, of course. VRBO has 19 Condos/Apartments in Little Italy. Our other popular types of vacation rentals in Little Italy include:

  • Studios: 16 rentals available
  • Hotels: 4 rentals available
  • Houses: 2 rentals available

Can I find a vacation rental with pool in Little Italy?

Yes, you can select your prefered vacation rental with pool among our 2 vacation rentals with pool available in Little Italy. Please use our search bar to access the selection of vacation rentals available.