
Holiday rentals in West Loop, Chicago
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Top-rated holiday rentals in West Loop, Chicago
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for West Loop, Chicago holiday rentals
Other great holiday rentals in West Loop, Chicago
Guest favourite

Private room in West Town
4.88 out of 5 average rating, 305 reviewsPrivate BR in Condo close to Chicago Dwtwn!
Superhost

Private room in River North
4.87 out of 5 average rating, 210 reviewsChicago Speakeasy-Style Loft (Room 2B)
Guest favourite

Flat in West Loop
4.88 out of 5 average rating, 8 reviews1BR Captivating Apartment

Flat in West Loop
4.86 out of 5 average rating, 7 reviewsSun-Drenched 1BR Apartment

Flat in West Loop
4.83 out of 5 average rating, 35 reviewsLevel Junior Two Bedroom Suite | Fulton Market
Top guest favourite

Private room in East Pilsen
5 out of 5 average rating, 120 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

Home in West Loop
4.93 out of 5 average rating, 40 reviewsEntire lofted space in West Town
Quick stats about holiday rentals in West Loop, Chicago
Total rentals
550 properties
Nightly prices starting at
£7 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 outdoor seating West Loop
- Apartment rentals West Loop
- Rentals with a patio West Loop
- Rentals with a firepit West Loop
- Rentals with a washing machine and dryer West Loop
- Rentals with a hot tub West Loop
- Rentals with a sauna West Loop
- Family-friendly rentals West Loop
- Fitness-friendly rentals West Loop
- Flat rentals West Loop
- Rentals with a fireplace West Loop
- Rentals with an EV charger West Loop
- Pet-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
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center