West Loop, Chicago Vacation Rentals: condo and apartment rentals & more

Discover a selection of 500 vacation rentals in West Loop, Chicago that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $121 per night, and condos and studios are popular options for a stay in West Loop. Either way, you'll find a rental for everyone's needs.

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Find the best place to stay — West Loop

Search 662 vacation rentals

Stayed Jun 2021

AMAZING!

Carole and Basil made our experience in Chicago nothing short of amazing. Basil and Adrian were very helpful upon our arrival and made sure we were comfortable. Anytime we needed anything Basil was available to assist us quickly. I appreciated the cl...

Stayed Jun 2021

Excellent Experience

This property is very nice and clean!! The apartment & extended balcony created a great vacation vibe for my entire group!! The owner, Tiffany was accessible and friendly!! I look forward to uses this space again!! We had a Great time in Chicago and ...

Stayed Jun 2021

Cute and very close to attractions

This place was perfect for our family trip. It was very close to public transportation and had lots of restaurant options nearby. My only complaint is the bar next door plays music super late into the night on week nights. We had to catch a very earl...

Stayed May 2021

Great Location

This property puts you in the center of the action, literally! Spacious loft space with amazing view of Fulton Market puts steps away from amazing restaurants, bars and people watching. Perfect place for a group of friends to stay. Be ware of a step ...

Stayed May 2021

Great Spot in Chicago for Large Groups!

Carole and Basil were so accommodating to our entire party! There were 14 of us, and they were more than willing to help us with any request! Allowed an early check in and late check out, and anything in between we needed was accommodated! They also ...

Stayed May 2021

Home away from home

Property was very clean, excellent location, and perfect views. The grocery downstairs was so convenient and well stocked. The doormen, especially Chris, were very nice. The amenities floor was just right for our needs, ellipticals and walking track....

Stayed May 2021

Excellent stay

This apartment was perfect for us. It was my first time out (post-pandemic), and I was really nervous about staying in a hotel. This was the perfect alternative. Personal space, quiet neighborhood, safe location, near lots of great shops and restaura...

Stayed May 2021

Amazing Space & Location!

I stayed here for my 25th birthday with a few friends and could not recommend this place enough! So spacious and modern, and in the best location - right by great bars and restaurants. The place was extremely clean and well-maintained. I would love t...

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How many vacation rentals are available around West Loop, Chicago?

Our 2021 property listings offer a large selection of 662 vacation rentals around West Loop. From 573 condo and apartment rentals to 505 studio vacation rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Condos/Apartments in West Loop?

Yes, of course. Vrbo has 573 Condos/Apartments in West Loop. Our other popular types of vacation rentals in West Loop include:

Studios: 505 rentals available
Houses: 54 rentals available
Townhouses: 6 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Hotels and more.

Can I find a vacation rental with pool in West Loop?

Yes, you can select your preferred vacation rental with pool among our 167 vacation rentals with pool available in West Loop. Please use our search bar to access the selection of vacation rentals available.