528+ Rental Villas and Private Getaways in Near West Side |
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Near West Side Villa Rentals

About Near West Side Vacation Rentals

There are more than 528 incredible getaway rentals that are available in Near West Side. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Near West Side.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Near West Side, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Near West Side. Places to stay near Near West Side are 656.78 ft² on average, with prices averaging CA $442 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Near West Side. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Near West Side

Type Count
Holiday Apartments 412
Vacation Homes 35
B&B 2

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

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Near West Side with BedroomVillas.

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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


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 218 Properties
University Village / Little Italy 99 Properties
Tri-Taylor 32 Properties
West Loop Gate 28 Properties

Complexes around Near West Side, IL


Wells Apartments St Chicago 51 Properties
South Loop Grant Park 10 Properties
District Block 10 Properties
Naperville Inn 3 Properties

Frequently Asked Questions About Near West Side?

What are the top hotels or resorts in Near West Side?

We provide an array of great vacation destinations in Near West Side. If you are looking to stay in or around the Near 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 Near West Side:

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

We have 4 luxury villas and vacation rentals featuriung a private pool in and near Near West Side. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Near West Side is best for families?

Searching for a family-friendly getaway in Near 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.

How many hotels, resorts, or rentals are available in Near West Side?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 528 in the Near West Side area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Near West Side. 

Nearby Neighborhood (13) 
Neighborhood Property Count
Downtown Chicago Rental Villas and Private Getaways in Chicago, Illinois 2232
West Loop Rental Villas and Private Getaways in Chicago, Illinois 218
University Village / Little Italy Rental Villas and Private Getaways in Chicago, Illinois 99
Lower West Side Rental Villas and Private Getaways in Chicago, Illinois 51
Tri-Taylor Rental Villas and Private Getaways in Chicago, Illinois 32
Heart of Chicago Rental Villas and Private Getaways in Chicago, Illinois 31
West Loop Gate Rental Villas and Private Getaways in Chicago, Illinois 28
Pilsen Rental Villas and Private Getaways in Chicago, Illinois 3300
Illinois Medical District Rental Villas and Private Getaways in Chicago, Illinois 3502
North Lawndale Rental Villas and Private Getaways in Chicago, Illinois 443
Lawndale Rental Villas and Private Getaways in Chicago, Illinois 435
Greektown Rental Villas and Private Getaways in Chicago, Illinois 4320
Fulton Market Rental Villas and Private Getaways in Chicago, Illinois 4451

People Also Ask

There are 37 hotels in Near West Side and 447 rentals

Recently Booked Hotels, Resorts, or Rentals in Near West Side