West Side Accommodations - Hotels & Rentals
About West Side Vacation Rentals
Discover More than 1511 Incredible Getaway Rentals Available in West Side. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in West Side.
Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in West Side, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in West Side. The Average Size of Places to Stay Near West Side is 814.58 ft², with Prices Averaging US $384 per Night.
Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in West Side. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.
Top Hotels & Vacation Rentals in West Side
| Type | Count |
|---|---|
| Holiday Apartments | 1092 |
| Vacation Homes | 214 |
| Villas | 3 |
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★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in West Side with Online Reservations.
Weather in West Side, IL
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Activities West SideGuest Reviews Local Attractions
A Large Selection of Hotels and Vacation Rentals from Around the World West SideGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey
Find Hotels & Vacation Rentals in these Cities and Neighborhoods
Frequently Asked Questions About West Side?
What are the top hotels, lake houses & vacation rentals 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:
- 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 Hotels & Vacation Rentals have private pools in West Side?
We have 6 Hotels & Vacation Rentals featuring a private pool in and near West Side. Some of the best destinations 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 hotel, lake house, or vacation rental in West Side is best for families?
Searching for a family-friendly getaway in West Side? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
- Flexhome West Town 2BR Duplex Apt T2
- Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
- The Emily Hotel
How many hotels, resorts, or rentals are available in West Side?
Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2026 is over 1511 in the West Side area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in West Side.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1501 |
| The Loop Vacation Rentals in Chicago, Illinois | 672 |
| Near North Side Vacation Rentals in Chicago, Illinois | 645 |
| River North Vacation Rentals in Chicago, Illinois | 363 |
| Near West Side Vacation Rentals in Chicago, Illinois | 323 |
| West Town Vacation Rentals in Chicago, Illinois | 303 |
| West Loop Vacation Rentals in Chicago, Illinois | 184 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 169 |
| University Village / Little Italy Vacation Rentals in Chicago, Illinois | 96 |
| Logan Square Vacation Rentals in Chicago, Illinois | 81 |
| 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 |
