515+ Private Villas and Holiday Rentals in Near West Side |
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Near West Side Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Near West Side

Discover more than 515 vacation rentals available in Near West Side. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Near West Side.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Near West Side, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Near West Side. On average, places to stay near Near West Side offer 649.96 ft², with nightly prices averaging CA $453.

With Casai, finding and comparing holiday rentals in Near West Side is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Near West Side

Type Count
Holiday Apartments 400
Vacation Homes 34

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

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal 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 198 Properties
University Village / Little Italy 89 Properties
Tri-Taylor 27 Properties
West Loop Gate 24 Properties

Frequently Asked Questions About Near West Side?

What are the top holiday rentals in Near West Side?

With numerous options available in Near West Side, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Near West Side:

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

Discover a selection of holiday rentals with private pools near Near West Side with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

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

If you're searching for a family-friendly holiday home in Near West Side, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Near West Side:

How many Casai.ca holiday rentals are available in Near West Side?

As of 2025, Casai boasts over 515 properties listed in the Near West Side area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Near West Side.

Nearby Neighborhood (13) 
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1791
West Loop Vacation Rentals in Chicago, Illinois 198
University Village / Little Italy Vacation Rentals in Chicago, Illinois 89
Lower West Side Vacation Rentals in Chicago, Illinois 45
Tri-Taylor Vacation Rentals in Chicago, Illinois 27
Heart of Chicago Vacation Rentals in Chicago, Illinois 27
West Loop Gate Vacation Rentals in Chicago, Illinois 24
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 515 Near West Side, IL Holiday Rentals

Recently Booked Holiday Rentals in Near West Side