West Loop holiday rentals

We found 1,265 holiday rentals — enter your dates for availability

Discover a selection of 5 flats and other holiday rentals in West Loop that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - West Loop

Showing deals for:19 Dec - 26 Dec

Image gallery for Downtown Charm: 2BR, Comfort, Great Amenities

Living area
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Downtown Charm: 2BR, Comfort, Great Amenities

Chicago, IL

7% off
Price is AU$6,168
for 7 nights, 1 apartment
AU$881 per night
includes taxes & fees
Downtown Charm: 2BR, Comfort, Great Amenities

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in West Loop?
Apartments are the most popular type of holiday home in West Loop, according to our data. Even if you have a different idea about what you want, Stayz has holiday homes in all shapes and sizes. Look through our options to find your perfect match.
How much does it cost to rent a holiday home in West Loop?
Different factors can affect how much you'll pay for a holiday home in West Loop, such as the type of property, length of stay and season. However, all of our holiday homes have something in common — exceptional value. Simply enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in West Loop?
The average price for a holiday home near the beach in West Loop depends on when you're going and the type and size of property you're searching for. You can quickly and easily find prices on Stayz by entering your preferred travel dates and destination. Then use the filter tool to select the number of bedrooms and amenities important to you, such as WiFi, a pool and air conditioning.
Are there pet-friendly holiday homes in West Loop?
There certainly are. You'll find 99 holiday homes that allow pets in West Loop on Stayz. Our furry best friends also deserve a getaway, so simply use our search function for pet-friendly holiday homes to find a perfect property where Fido can join in the fun.
Can I rent a house with a pool in West Loop?
Grab your swimwear and inflatable unicorn, because there are 46 houses with a private pool in West Loop. Base yourself at one of these superb holiday homes and every day can be a pool day. Simply enter your travel dates into Stayz, then check the "pool" filter to find the perfect place for a splashing good time!
What are popular home amenities in West Loop?
When it comes to home amenities that people prefer in West Loop, a fireplace, a nearby river and a firepit rank the highest. With Stayz holiday homes, you'll find options to suit your style and taste, whether you're going away with your partner, family members or even pets.
Are there large group holiday homes in West Loop?
West Loop has nine holiday homes that can host 10 or more guests. These stays come with the space you need to share good times with your nearest and dearest.
Are there holiday homes in West Loop that welcome kids?
With 99 family-friendly holiday homes to choose from in West Loop, now is a superb time to introduce the kids to the thrills of travel. Click on our "Properties good for families" filter to find stays loaded with amenities ideal for travelling families, such as full kitchens, backyards, entertainment areas and hot tubs.
What are the top attractions for families in West Loop?
Keep the kids occupied at these fantastic family-friendly attractions in West Loop:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Are there one-bedroom holiday homes in West Loop?
Take your pick from 46 one-bedroom homes in West Loop. Whether you want a cosy cottage or a fancy condo, our one-bedroom properties are great if you don't require huge amounts of space. One of the major perks of having your own digs? You won't need to share your holiday with strangers.
Can I find two-bedroom holiday homes in West Loop?
West Loop has 14 two-bedroom holiday properties to select from. Find a holiday home with all the privacy and space you need at a price that won't break the bank on Stayz.
Are there holiday homes with WiFi in West Loop?
West Loop has 10 holiday homes with WiFi, so you can stay connected while on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to updating your social media, these Stayz homes make it a cinch to get online.
How can I find holiday homes with air conditioning in West Loop?
Pick your dates and then make use of the filters to look for holiday homes with ac in West Loop on Stayz. With 99 air-conditioned properties to choose from here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a holiday home in West Loop?
The minimum age allowed can differ between properties on Stayz, so be sure to check the rules of the holiday home in West Loop you're interested in. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in West Loop for?
The amount of time you can stay in a West Loop holiday home for differs depending on the property. Simply enter your dates of travel to see options that offer extended stays. They feature the things you need to make your extended break more enjoyable and convenient, such as laundries and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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