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

About Near West Side Vacation Rentals

There are more than 522 vacation rentals that are available in Near 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 Near West Side.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Near 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 Near West Side. Places to stay near Near West Side are 652.28 ft² on average, with prices averaging US $325 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Near 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 Near West Side

Type Count
Holiday Apartments 406
Vacation Homes 35

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

Weather in Near West Side, IL

View the weather forecast for Near West Side before booking your Near 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

Other Places to Stay in Near West Side, IL


Mars Gallery 4,474 Properties
Fulton Market 4,451 Properties
Packer Schopf Gallery 4,446 Properties
Union Park 4,396 Properties
threewalls 4,391 Properties
Pitchfork Music Festival 4,374 Properties
Greektown 4,320 Properties
Illinois Medical District 3,502 Properties
West Loop Gate 2,257 Properties
West Loop 200 Properties
University Village / Little Italy 88 Properties
Tri-Taylor 28 Properties

Frequently Asked Questions About Near West Side?

What are the top vacation rentals in Near West Side?

There are a lot of options in Near West Side. If you plan on staying in the Near 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 Near West Side:

How many vacation rentals have private pools in Near West Side?

There are 3 vacation rentals with private pools near Near West Side. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Near West Side are best for families?

If you are looking for a family-friendly vacation home in Near 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 Near West Side:

How many onedegreestays vacation rentals are available in Near West Side?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 522 in the Near 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 Near West Side. 

Nearby Neighborhood (13) 
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1641
West Loop Vacation Rentals in Chicago, Illinois 200
University Village / Little Italy Vacation Rentals in Chicago, Illinois 88
Lower West Side Vacation Rentals in Chicago, Illinois 45
Tri-Taylor Vacation Rentals in Chicago, Illinois 28
Heart of Chicago Vacation Rentals in Chicago, Illinois 27
West Loop Gate Vacation Rentals in Chicago, Illinois 2257
Pilsen Vacation Rentals in Chicago, Illinois 3300
Illinois Medical District Vacation Rentals in Chicago, Illinois 3502
North Lawndale Vacation Rentals in Chicago, Illinois 443
Lawndale Vacation Rentals in Chicago, Illinois 435
Greektown Vacation Rentals in Chicago, Illinois 4320
Fulton Market Vacation Rentals in Chicago, Illinois 4451

People Also Ask

There are 522 Near West Side, IL Vacation Rentals

Recently Booked Vacation Rentals in Near West Side