527+ Near West Side Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Near West Side

Discover more than 527 holiday rentals in Near West Side. Casai holiday homes have everything you need to find a place to stay near Near West Side, IL.

Whether you are looking for luxury villas in Near West Side, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Near West Side with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Near West Side for families, large parties, or private owner accommodations for long or short trips. Near West Side Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Near West Side with Casai. Casai makes it easy to compare and book holiday rentals today.

Show more
Show less

Frequently Asked Questions About Near West Side Holiday Rentals

There are a lot of options in Near West Side. If you plan on staying in the Near West Side area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Near West Side:

There are many holiday rentals available in Near West Side; however, here are a few of the most popular holiday homes listed in Near West Side on our website:
At Casai.ca most of our places to stay are perfect for families. Check out the complete list of holiday homes in Near West Side to find one that works for you.
Yes, there are 527 self-catering family homes and holiday rentals in Near West Side.
There are more than 527 luxury holiday homes in or near Near West Side, according to 2025 data from Casai.ca. Consider these homes for your next holiday:
Yes, there are 527 pet friendly rentals that are available in Near West Side.