Compare Vacation Rentals & Rent By Owner Homes in West Side, Illinois, USA
About West Side Vacation Rentals
With more than 1442 West Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in West Side.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner West Side, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in West Side. Places to stay near West Side are 791.55 ft² on average, with prices averaging US $349 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in West Side with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in West Side, IL
West Side Vacation Rental Frequently Asked Questions
What are the top vacation rentals in West Side?
- Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- NEW LUXURY PENTHOUSE CONDO
- NEW LUXURY CONDO WITH PATIO DECK
- 1F Chicago's Little italy Graystone nearDowntown
- Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
- Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
- Private Historic Coach House Wicker Park
- Entire Below Level Studio w/Private Sauna
- Spacious 4-Level/4-Bedroom Townhouse in West Loop
How many Rentbyowner vacation rentals are available in West Side?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1442 in the West Side area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in West Side.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1548 |
| The Loop Vacation Rentals in Chicago, Illinois | 717 |
| Near North Side Vacation Rentals in Chicago, Illinois | 617 |
| Near West Side Vacation Rentals in Chicago, Illinois | 371 |
| River North Vacation Rentals in Chicago, Illinois | 332 |
| West Town Vacation Rentals in Chicago, Illinois | 298 |
| West Loop Vacation Rentals in Chicago, Illinois | 214 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 154 |
| University Village / Little Italy Vacation Rentals in Chicago, Illinois | 106 |
| Logan Square Vacation Rentals in Chicago, Illinois | 87 |
| Wicker Park Vacation Rentals in Chicago, Illinois | 46 |
| Belmont Cragin Vacation Rentals in Chicago, Illinois | 29 |
| Austin Vacation Rentals in Chicago, Illinois | 25 |
| Bucktown Vacation Rentals in Chicago, Illinois | 2953 |
| North Lawndale Vacation Rentals in Chicago, Illinois | 532 |
| Pilsen Vacation Rentals in Chicago, Illinois | 3147 |
