Near West Side holiday homes

We found 67 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Near West Side to find one that's perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a pool. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Near West Side

Showing deals for:30 Jan - 6 Feb
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Can I find holiday rentals in Near West Side?
Yes, there are holiday rentals close to the most popular sights in Near West Side, or you can select a more secluded option if you're looking for a relaxing stay.
What can I see and do in Near West Side?
Explore the area and family-friendly sights such as Wonderlab Science Museum, or get out into nature at a spot like Cascades Park. Memorial Stadium and Simon Skjodt Assembly Hall are a couple of places you'll find in the wider area.
What are holiday rentals like in Near West Side?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Near West Side. Holiday rentals provide amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.