Top Rated Activities & Tours in West Side
West Side Vacation Rentals, Hotels, & Places to Stay
About West Side Vacation Rentals
There are more than 1502 places to stay that are available in West Side. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in West Side.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. 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 Varoom's places in West Side, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in West Side. Places to stay near West Side are 816.3 ft² on average, with prices averaging US $381 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in West Side. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Rental Accommodation Types in West Side
| Type | Count |
|---|---|
| Holiday Apartments | 1086 |
| Vacation Homes | 214 |
| Villas | 3 |
Use these Quick Filters to Find a Vacation Rental in West Side
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in West Side today.
Weather in West Side, IL
View the weather forecast for West Side before booking your West Side Vacation Rentals to confirm your best time to go.
Top Attractions Around West Side, IL
Varoom offers a large selection of top attractions around West Side . Research things to do on your vacation before you visit West Side.
Other Places to Stay in West Side, IL
Complexes around West Side, IL
Frequently Asked Questions About West Side?
What are the top vacation rentals in West Side?
We have scoured the web to find you options in West Side. If you plan on staying near or in the West Side area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay 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 vacation rentals have private pools in West Side?
We have found 6 places to stay that feature a private swimming pool in or near West Side. Some of the best places to stay that feature or have access to a swimming pool are:
- Jeffjack Heated Pool Penthouse in Chicago's West Loop
- Hampton Inn & Suites Chicago Medical District Uic
- Hampton Inn Chicago West Loop Fulton Market Area
- Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Which vacation homes in West Side are best for families?
If you are looking for a place to stay that is family-friendly in West Side, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in West Side:
How many Varoom vacation rentals are available in West Side?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 1502 in the West Side area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in West Side.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1486 |
| The Loop Vacation Rentals in Chicago, Illinois | 660 |
| Near North Side Vacation Rentals in Chicago, Illinois | 640 |
| River North Vacation Rentals in Chicago, Illinois | 358 |
| Near West Side Vacation Rentals in Chicago, Illinois | 324 |
| West Town Vacation Rentals in Chicago, Illinois | 303 |
| West Loop Vacation Rentals in Chicago, Illinois | 186 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 167 |
| University Village / Little Italy Vacation Rentals in Chicago, Illinois | 95 |
| Logan Square Vacation Rentals in Chicago, Illinois | 80 |
| Wicker Park Vacation Rentals in Chicago, Illinois | 50 |
| Belmont Cragin Vacation Rentals in Chicago, Illinois | 29 |
| Austin Vacation Rentals in Chicago, Illinois | 496 |
| North Lawndale Vacation Rentals in Chicago, Illinois | 562 |
| Bucktown Vacation Rentals in Chicago, Illinois | 3029 |
| Pilsen Vacation Rentals in Chicago, Illinois | 3343 |
