1297+ Rental Villas and Private Getaways in West Side |
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West Side Vacation Rentals & One Degree Stays Homes

About West Side Vacation Rentals

There are more than 1297 vacation rentals that are available in West Side. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) 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 ODS 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 OneDegreeStays West Side, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS 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 (ODSs), and other popular Airbnb-style properties in West Side. Places to stay near West Side are 753.6 ft² on average, with prices averaging US $361 a night.

OneDegreeStays 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.

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Top Rental Accommodation Types in West Side

Type Count
Holiday Apartments 926
Vacation Homes 188
Villas 1

Use these Quick Filters to Find a Vacation Rental in West Side

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation 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.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around West Side, IL

OneDegreeStays offers a large selection of top attractions around West Side. Research things to do on your vacation before you visit West Side.


Union Station
United Center
University of Illinois Chicago
Douglas Park
UIC Pavilion
Rush University Medical Center
Humboldt Park
Union Park
Garfield Park Conservatory
Chicago Arts District
National Museum of Mexican Art
Garfield Park
Old St Patrick’s Church
Flat Iron Building
Maxwell Street Market
Holy Innocents Church
Addams/Medill Park
Canalport Riverwalk Park
Paseo Boricua
St. Basil Greek Orthodox Church

Other Places to Stay in West Side, IL


Near West Side 333 Properties
West Town 297 Properties
West Loop 200 Properties
East Village 153 Properties
University Village / Little Italy 88 Properties
River West 50 Properties
Lower West Side 45 Properties
Wicker Park 40 Properties
Pulaski Park 36 Properties
Noble Square 36 Properties
Tri-Taylor 28 Properties
Heart of Chicago 27 Properties

Frequently Asked Questions About West Side?

What are the top vacation rentals in West Side?

There are a lot of options in West Side. If you plan on staying in the West Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in West Side:

How many vacation rentals have private pools in West Side?

There are 5 vacation rentals with private pools near West Side. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in West Side are best for families?

If you are looking for a family-friendly vacation home in West Side, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in West Side:

How many onedegreestays vacation rentals are available in West Side?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 1297 in the West Side area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in West Side. 

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1641
The Loop Vacation Rentals in Chicago, Illinois 749
Near North Side Vacation Rentals in Chicago, Illinois 692
River North Vacation Rentals in Chicago, Illinois 356
Near West Side Vacation Rentals in Chicago, Illinois 333
West Town Vacation Rentals in Chicago, Illinois 297
West Loop Vacation Rentals in Chicago, Illinois 200
Lincoln Park Vacation Rentals in Chicago, Illinois 154
University Village / Little Italy Vacation Rentals in Chicago, Illinois 88
Logan Square Vacation Rentals in Chicago, Illinois 78
Wicker Park Vacation Rentals in Chicago, Illinois 40
Belmont Cragin Vacation Rentals in Chicago, Illinois 29
Bucktown Vacation Rentals in Chicago, Illinois 1151
Austin Vacation Rentals in Chicago, Illinois 159
Pilsen Vacation Rentals in Chicago, Illinois 3300
Chinatown Vacation Rentals in Chicago, Illinois 3053

People Also Ask

There are 1297 West Side, IL Vacation Rentals

Recently Booked Vacation Rentals in West Side