Compare Villas, Resorts, & Rentals in Southwest Side, Illinois, USA
About Southwest Side Vacation Rentals
There are more than 87 incredible getaway rentals that are available in Southwest 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 Southwest 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 Southwest 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 Southwest Side. Places to stay near Southwest Side are 396.56 ft² on average, with prices averaging GB £156 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Southwest 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 Southwest Side, IL
Frequently Asked Questions About Southwest Side?
What are the top hotels or resorts in Southwest Side?
- Family Friendly 2-Bedroom w/Kitchen & Laundry
- 1-bedroom condo next to Chicago Midway International Airport
- Newly remodeled 3 bedroom apt, a hidden gem 20 min to almost anyplace in Chicago
- Your Home Away from home -12 mins from Downtown
- Stylish comfortable 3BR with tons of natural light
- Smokers Preferred-Spacious 3-bedroom apartment with WiFi, AC in awesome Chicago
- Cozy 3 Bedroom Family Sized Duplex/9 mins from Midway airport!nn
- Cozy Spacious 3br
- Charming 2-bedroom apartment in fabulous Chicago with WiFi, Game Space
- Beautiful Home Near Downtwon - Free Parking!
How many hotels, resorts, or rentals are available in Southwest 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 2025 is over 87 in the Southwest 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 Southwest Side.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Heart of Chicago Rental Villas and Private Getaways in Chicago, Illinois | 27 |
| Greater Grand Crossing Rental Villas and Private Getaways in Chicago, Illinois | 471 |
| Bridgeport Rental Villas and Private Getaways in Chicago, Illinois | 1353 |
| New City Rental Villas and Private Getaways in Chicago, Illinois | 295 |
| Brighton Park Rental Villas and Private Getaways in Chicago, Illinois | 123 |
| Back of the Yards Rental Villas and Private Getaways in Chicago, Illinois | 277 |
| Ashburn Rental Villas and Private Getaways in Chicago, Illinois | 109 |
| Canaryville Rental Villas and Private Getaways in Chicago, Illinois | 888 |
| McKinley Park Rental Villas and Private Getaways in Chicago, Illinois | 739 |
| Ducktown Rental Villas and Private Getaways in Chicago, Illinois | 686 |
| Englewood Rental Villas and Private Getaways in Chicago, Illinois | 335 |
| Archer Heights Rental Villas and Private Getaways in Chicago, Illinois | 109 |
| West Lawn Rental Villas and Private Getaways in Chicago, Illinois | 103 |
| Chicago Lawn Rental Villas and Private Getaways in Chicago, Illinois | 95 |
| Gage Park Rental Villas and Private Getaways in Chicago, Illinois | 88 |
| Clearing Rental Villas and Private Getaways in Chicago, Illinois | 126 |
