
Vacation rentals in West Loop, Chicago
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Top-rated vacation rentals in West Loop, Chicago
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for West Loop, Chicago vacation rentals
Other great vacation rentals in West Loop, Chicago
Guest favourite

Apartment in West Loop
5 out of 5 average rating, 5 reviewsStylish 1BR with Laundry In-unit - Aberdeen G

Private room in Chicago
4.72 out of 5 average rating, 39 reviewsBees Knees - Room 3
Superhost

Hotel room in West Loop
4.89 out of 5 average rating, 9 reviewsArt-inspired design and Malin+Goetz bath products
Top guest favourite

Private room in East Pilsen
5 out of 5 average rating, 121 reviewsUrban Oasis Pilsen - guest room in townhouse
Top guest favourite

Private room in West Town
4.94 out of 5 average rating, 34 reviewsStylish Condo BR w/Skyline Views – Walk Score 95
Guest favourite

Private room in River North
4.88 out of 5 average rating, 614 reviewsChicago Speakeasy-Style Loft Space (Room 1A)

Home in West Loop
4.93 out of 5 average rating, 41 reviewsEntire lofted space in West Town

Apartment in West Loop
4.89 out of 5 average rating, 28 reviewsBright& Cozy Unit in Heart of Downtown
Quick stats about vacation rentals in West Loop, Chicago
Total rentals
550 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
17K reviews
Family-friendly rentals
240 properties are a good fit for families
Pet-friendly rentals
310 properties allow pets
Rentals with a pool
290 properties have a pool
Destinations to explore
- Rentals with a patio West Loop
- Rentals with outdoor seating West Loop
- Apartment rentals West Loop
- Rentals with a sauna West Loop
- Condo rentals West Loop
- Rentals with a fireplace West Loop
- Rentals with a firepit West Loop
- Rentals with a hot tub West Loop
- Kid-friendly rentals West Loop
- Pet-friendly rentals West Loop
- Rentals with an EV charger West Loop
- Rentals with a washer and dryer West Loop
- Fitness-friendly rentals West Loop
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club