West Side Villa Rentals

We compare villas and rental homes from owners across Booking.com, Vrbo and Expedia.

Destination
Dates
Guests
Search
  • Up-front pricing
  • No markup
  • Trusted partners

Compare Villas, Resorts, & Rentals in West Side

1,612 villas and rentals
Sort by
See More Properties

Luxury Places to Stay in West Side

Over 1603+ Luxury Places to Stay in or Near West Side
See More Properties

Top-Rated Villas with a Pool in West Side

Over 245+ Top-Rated Private Villas with a Pool in or Near West Side
See More Properties

Pet-Friendly Villas in West Side

Over 659+ Pet-Friendly Private Villas in or Near West Side
See More Properties

Large Private Villas in West Side

Over 236+ Large Villas in or Near West Side for Groups and Families
See More Properties

Wheelchair Accessible Holiday Homes in West Side

Over 466+ Wheelchair Accessible Villas and Holiday Homes in or Near West Side
See More Properties

West Side Villas, Airbnb and Holiday Homes Under $200

Over 633+ West Side Private Villas, Airbnb and Holiday Homes Under $200
See More Properties

Instantly Bookable Villa Rentals in West Side

Over 887+ Instantly Bookable Private Villas in or Near West Side
See More Properties

Book a Last Minute Place to Stay in West Side

About West Side Vacation Rentals

There are more than 1612 incredible getaway rentals that are available in West Side. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in West Side.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in West Side, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in West Side. Places to stay near West Side are 843.21 ft² on average, with prices averaging CA $499 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in West Side. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods West Side, IL


Near West Side 313 Properties
West Town 305 Properties
West Loop 183 Properties
East Village 168 Properties
University Village / Little Italy 85 Properties
Lower West Side 56 Properties
River West 44 Properties
West Loop Gate 39 Properties
Heart of Chicago 39 Properties
Pulaski Park 36 Properties
Noble Square 36 Properties
Wicker Park 35 Properties

There are 66 hotels in West Side and 1395 rentals

Recently Booked Hotels, Resorts, or Rentals in West Side

Frequently Asked Questions About West Side?

What are the top hotels or resorts in West Side?

We provide an array of great vacation destinations in West Side. If you are looking to stay in or around the West Side area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in West Side:

How many hotels, resorts, or rentals are available in West Side?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 1612 in the West Side area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in West Side. 

Nearby Neighborhood (16)

NeighborhoodProperty Count
Downtown Chicago Rental Villas and Private Getaways in Chicago, Illinois 1387
The Loop Rental Villas and Private Getaways in Chicago, Illinois 623
Near North Side Rental Villas and Private Getaways in Chicago, Illinois 581
River North Rental Villas and Private Getaways in Chicago, Illinois 349
Near West Side Rental Villas and Private Getaways in Chicago, Illinois 313
West Town Rental Villas and Private Getaways in Chicago, Illinois 305
West Loop Rental Villas and Private Getaways in Chicago, Illinois 183
Lincoln Park Rental Villas and Private Getaways in Chicago, Illinois 128
University Village / Little Italy Rental Villas and Private Getaways in Chicago, Illinois 85
Logan Square Rental Villas and Private Getaways in Chicago, Illinois 54
Wicker Park Rental Villas and Private Getaways in Chicago, Illinois 35
Belmont Cragin Rental Villas and Private Getaways in Chicago, Illinois 31
Austin Rental Villas and Private Getaways in Chicago, Illinois 554
Little Village Rental Villas and Private Getaways in Chicago, Illinois 462
Bucktown Rental Villas and Private Getaways in Chicago, Illinois 3138
North Lawndale Rental Villas and Private Getaways in Chicago, Illinois 640