West Loop holiday homes
We found holiday rentals — enter your dates for availability
Discover a selection of 8 homes 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:25 Jul - 1 Aug
Image gallery for Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!

1010 out of 10 rating
Exceptional
(20 reviews)
Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
Chicago, IL
8% off
Price is NZ$68,958
NZ$68,958
NZ$9,851 per night
includes taxes & fees
Image gallery for Kasa | Relaxing 2 BD + Steps to the South Loop | Chicago

9.69.6 out of 10 rating
Exceptional
(37 reviews)
Kasa | Relaxing 2 BD + Steps to the South Loop | Chicago
Chicago, Illinois
8% off
Price is NZ$10,183
NZ$10,183
NZ$1,455 per night
includes taxes & fees
Image gallery for 3BR Luxury Modern Apartment

9.69.6 out of 10 rating
Exceptional
(7 reviews)
3BR Luxury Modern Apartment
Chicago, Illinois
7% off
Price is NZ$11,502
NZ$11,502
NZ$1,643 per night
includes taxes & fees
Image gallery for Spacious,Chic & Steps from MichiganAve|The Hermes

1010 out of 10 rating
Exceptional
(7 reviews)
Spacious,Chic & Steps from MichiganAve|The Hermes
Chicago, Illinois
8% off
Price is NZ$15,116
NZ$15,116
NZ$2,159 per night
includes taxes & fees
Image gallery for #1613 - Kasa Magnificent Mile Chicago

9.89.8 out of 10 rating
Exceptional
(16 reviews)
#1613 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$5,639
NZ$5,639
NZ$806 per night
includes taxes & fees
Image gallery for Modern Corner 2BR in Streeterville | Roof Deck | Lake Views

9.89.8 out of 10 rating
Exceptional
(32 reviews)
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$7,669
NZ$7,669
NZ$1,096 per night
includes taxes & fees
Image gallery for Gorgeous 3BR River North Condo - Free Parking

1010 out of 10 rating
Exceptional
(13 reviews)
Gorgeous 3BR River North Condo - Free Parking
Chicago, IL
8% off
Price is NZ$16,416
NZ$16,416
NZ$2,345 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Game Room Access | Chicago

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Kasa | Family Friendly 3 BD + Game Room Access | Chicago
Chicago, Illinois
8% off
Price is NZ$13,973
NZ$13,973
NZ$1,996 per night
includes taxes & fees
Image gallery for 2BR Designer Loft: Modern Luxe in City Center

1010 out of 10 rating
Exceptional
(5 reviews)
2BR Designer Loft: Modern Luxe in City Center
Chicago, Illinois
8% off
Price is NZ$9,327
NZ$9,327
NZ$1,332 per night
includes taxes & fees
Image gallery for Kasa | Inviting 1 BD + Game Room Access | Chicago

9.89.8 out of 10 rating
Exceptional
(9 reviews)
Kasa | Inviting 1 BD + Game Room Access | Chicago
Chicago, Illinois
8% off
Price is NZ$8,153
NZ$8,153
NZ$1,165 per night
includes taxes & fees
Image gallery for #2012 - Kasa Magnificent Mile Chicago

9.49.4 out of 10 rating
Exceptional
(10 reviews)
#2012 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$5,639
NZ$5,639
NZ$806 per night
includes taxes & fees
Image gallery for #1511 - Kasa Magnificent Mile Chicago

9.69.6 out of 10 rating
Exceptional
(15 reviews)
#1511 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$4,791
NZ$4,791
NZ$684 per night
includes taxes & fees
Image gallery for Kasa | Classic 2 BD + Near Grant Park | Chicago

1010 out of 10 rating
Exceptional
(6 reviews)
Kasa | Classic 2 BD + Near Grant Park | Chicago
Chicago, Illinois
8% off
Price is NZ$10,183
NZ$10,183
NZ$1,455 per night
includes taxes & fees
Image gallery for #2011 - Kasa Magnificent Mile Chicago

9.89.8 out of 10 rating
Exceptional
(8 reviews)
#2011 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$4,791
NZ$4,791
NZ$684 per night
includes taxes & fees
Image gallery for Chic Corner 2BR in Streeterville | Roof Deck | Lake Views

9.69.6 out of 10 rating
Exceptional
(27 reviews)
Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$7,828
NZ$7,828
NZ$1,118 per night
includes taxes & fees
Image gallery for Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views

9.49.4 out of 10 rating
Exceptional
(25 reviews)
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is NZ$8,621
NZ$8,621
NZ$1,232 per night
includes taxes & fees
Image gallery for #1515 - Kasa Magnificent Mile Chicago

1010 out of 10 rating
Exceptional
(23 reviews)
#1515 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is NZ$5,639
NZ$5,639
NZ$806 per night
includes taxes & fees
Image gallery for Downtown Chicago Studio in Prime Location

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Downtown Chicago Studio in Prime Location
Chicago, Illinois
5% off
Price is NZ$4,500
NZ$4,500
NZ$643 per night
includes taxes & fees
Image gallery for Chic 4-Bedroom Haven: Designer's Dream Home

1010 out of 10 rating
Exceptional
(5 reviews)
Chic 4-Bedroom Haven: Designer's Dream Home
Chicago, Illinois
12% off
Price is NZ$9,177
NZ$9,177
NZ$1,311 per night
includes taxes & fees
Image gallery for Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!

9.89.8 out of 10 rating
Exceptional
(82 reviews)
Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
Chicago, IL
8% off
Price is NZ$17,254
NZ$17,254
NZ$2,465 per night
includes taxes & fees
Image gallery for Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!

9.09.0 out of 10 rating
Wonderful
(8 reviews)
Charming & Comfy Gem ~ 10 Mins to Downtown ~Patio!
Chicago, IL
11% off
Price is NZ$9,910
NZ$9,910
NZ$1,416 per night
includes taxes & fees
Image gallery for Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design

8.08.0 out of 10 rating
Very good
(5 reviews)
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
Chicago, Illinois
8% off
Price is NZ$18,973
NZ$18,973
NZ$2,710 per night
includes taxes & fees
Image gallery for 33rd-Floor 2000ft² PH Near Fulton Market|TheHarper

9.29.2 out of 10 rating
Wonderful
(5 reviews)
33rd-Floor 2000ft² PH Near Fulton Market|TheHarper
Chicago, IL
8% off
Price is NZ$25,571
NZ$25,571
NZ$3,653 per night
includes taxes & fees
Image gallery for Spacious Downtown Chicago Condo with Spa Bath, King Bed, Patio, 3 Blocks to L

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Spacious Downtown Chicago Condo with Spa Bath, King Bed, Patio, 3 Blocks to L
Chicago, IL
6% off
Price is NZ$6,393
NZ$6,393
NZ$913 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in West Loop
Map Attractions
Find the best place to stay - West Loop
Sonder Market Hall
Sleeps 2 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
273 reviews(273 reviews)
Sonder The Burnham Apartments
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
162 reviews(162 reviews)
Sonder Greektown
Sleeps 8 · 3 bedrooms
9.09.0 out of 10
Wonderfulwonderful
47 reviews(47 reviews)
Elizabeth by Coast to Cactus | Chic Artists Loft
Sleeps 6 · 2 bedrooms · 1+ bathroom
9.49.4 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
The Neighborhood Hotel-Little Italy
Sleeps 4 · 1 bedroom
9.89.8 out of 10
Exceptionalexceptional
151 reviews(151 reviews)
3/2 apt. w/ Rooftop | West Loop Chicago
Sleeps 10 · 3 bedrooms · 2 bathrooms
8.68.6 out of 10
Excellentexcellent
16 reviews(16 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore 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, Vrbo 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 Vrbo 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 Vrbo. 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 Vrbo, 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 Vrbo 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 Vrbo.
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 Vrbo 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 Vrbo. 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 Vrbo, 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.