West Side Hotels, Resorts, and Rentals
About West Side Vacation Rentals
There are more than 1454 places to stay in West Side that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in West Side.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala West Side, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near West Side. Places to stay near West Side are 787.07 ft² on average, with prices averaging US $355 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in West Side with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in West Side
| Type | Count |
|---|---|
| Holiday Apartments | 1050 |
| Vacation Homes | 209 |
| B&B | 5 |
| Others | 1 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in West Side
★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in West Side.
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.
Stay Near West Side's Top Attractions
Hotala can help you find hotels, resorts, and rentals near many of West Side's top attractions, neighborhoods, and points of interest.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods
Complexes around West Side, IL
Frequently Asked Questions About West Side?
What are the top hotels or resorts in West Side?
You have a lot of choices in or near West Side. If you need a hotel in the West Side area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in West Side:
- Cabin 104 by 747 Lofts
- The Neighborhood Hotel - Little Italy Two Bedroom
- Cabin 302 by 747 Lofts
- The Neighborhood Hotel - Little Italy Studio
- Art Villa
- Luxury Suites in Chicago's West Loop – Modern Comfort Meets Vibrant City Life
- Luxury West Loop Rentals: Modern Suites w/City Views & Resort Amenities
- The Neighborhood Hotel - Little Italy Two Bedroom - ADA
- The Neighborhood Hotel - Little Italy One Bedroom w/Balcony
- The Neighborhood Hotel - Little Italy One Bedroom - ADA
How many vacation rentals have private pools in West Side?
There are 1 accommodation options with private pools in or near West Side. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:
Which hotel or resort in West Side is best for families?
If you are looking for a family-friendly hotel, resort, or vacation home in West Side, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in West Side:
- Downtown Goose Island with access to patio - 1
- Luxury West Loop Stay: Modern Suites w/Balcony, Resort Amenities & City Views
- Luxury Suites in Chicago's West Loop – Steps from Dining, Shopping & Attractions
How many hotels, resorts, or rentals are available in West Side?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 1454 in the West Side area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in West Side.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Hotel & Resort Deals in Chicago, Illinois | 1548 |
| The Loop Hotel & Resort Deals in Chicago, Illinois | 717 |
| Near North Side Hotel & Resort Deals in Chicago, Illinois | 617 |
| Near West Side Hotel & Resort Deals in Chicago, Illinois | 371 |
| River North Hotel & Resort Deals in Chicago, Illinois | 332 |
| West Town Hotel & Resort Deals in Chicago, Illinois | 298 |
| West Loop Hotel & Resort Deals in Chicago, Illinois | 214 |
| Lincoln Park Hotel & Resort Deals in Chicago, Illinois | 154 |
| University Village / Little Italy Hotel & Resort Deals in Chicago, Illinois | 106 |
| Logan Square Hotel & Resort Deals in Chicago, Illinois | 87 |
| Wicker Park Hotel & Resort Deals in Chicago, Illinois | 46 |
| Belmont Cragin Hotel & Resort Deals in Chicago, Illinois | 29 |
| Austin Hotel & Resort Deals in Chicago, Illinois | 25 |
| Bucktown Hotel & Resort Deals in Chicago, Illinois | 2953 |
| North Lawndale Hotel & Resort Deals in Chicago, Illinois | 532 |
| Pilsen Hotel & Resort Deals in Chicago, Illinois | 3147 |
