West Loop Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in West Loop, Chicago, Illinois, USA

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10.0 (4 Reviews)
2 Bedrooms 6 Guests
From GB £151 per night
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9.8 (195 Reviews)
1 Bedroom 2 Guests
New Blueground | West Loop, pool, nr Chicago River
New
2 Bedrooms 4 Guests
10.0 (2 Reviews)
1 Bedroom 10 Guests
From GB £274 per night
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9.4 (788 Reviews)
1 Bedroom 2 Guests
New Blueground | West Loop, pool, nr Grant Park
New
2 Bedrooms 4 Guests
10.0 (1 Review)
1 Bedroom 10 Guests
From GB £131 per night
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9.2 (1300 Reviews)
1 Bedroom 2 Guests
From GB £570 per night
10.0 (9 Reviews)
2 Bedrooms 6 Guests
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9.7 (14 Reviews)
6 Bedrooms 15 Guests
From GB £129 per night
10.0 (7 Reviews)
1 Bedroom 2 Guests
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9.7 (3 Reviews)
1 Bedroom 6 Guests
10.0 (2 Reviews)
2 Bedrooms 5 Guests
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9.5 (34 Reviews)
13 Bedrooms 32 Guests
10.0 (2 Reviews)
2 Bedrooms 5 Guests
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9.0 (3 Reviews)
1 Bedroom 2 Guests
From GB £129 per night
10.0 (2 Reviews)
1 Bedroom 2 Guests
9.0 (1 Review)
1 Bedroom 10 Guests
10.0 (1 Review)
2 Bedrooms 5 Guests
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7.8 (10 Reviews)
13 Bedrooms 32 Guests
10.0 (1 Review)
2 Bedrooms 5 Guests
7.0 (4 Reviews)
2 Bedrooms 6 Guests
From GB £215 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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7.0 (3 Reviews)
2 Bedrooms 6 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
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New
1 Bedroom 2 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
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New
1 Bedroom 2 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
From GB £467 per night
9.6 (5 Reviews)
2 Bedrooms 5 Guests
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New
1 Bedroom 2 Guests
9.6 (4 Reviews)
2 Bedrooms 5 Guests
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New
3 Bedrooms 8 Guests
From GB £205 per night
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New
2 Bedrooms 6 Guests
From GB £214 per night
9.2 (15 Reviews)
1 Bedroom 2 Guests
New
2 Bedrooms 4 Guests
2.0 (1 Review)
2 Bedrooms 5 Guests
From GB £431 per night
2.0 (1 Review)
2 Bedrooms 5 Guests
New
2 Bedrooms 5 Guests
New
2 Bedrooms 5 Guests
From GB £531 per night
New
2 Bedrooms 5 Guests
New
2 Bedrooms 5 Guests
New
1 Bedroom 10 Guests
9.2 (1002 Reviews)
1 Bedroom 2 Guests
New
1 Bedroom 2 Guests
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9.2 (1001 Reviews)
1 Bedroom 2 Guests
From GB £114 per night
New
1 Bedroom 2 Guests
From GB £151 per night
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9.2 (384 Reviews)
1 Bedroom 2 Guests
New
1 Bedroom 2 Guests
New
1 Bedroom 10 Guests
New
1 Bedroom 10 Guests
New
1 Bedroom 2 Guests
New
1 Bedroom 2 Guests
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8.9 (740 Reviews)
206 Bedrooms 36 Guests
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8.9 (485 Reviews)
119 Bedrooms 30 Guests
From GB £323 per night
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8.9 (396 Reviews)
104 Bedrooms 15 Guests
From GB £172 per night
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8.9 (76 Reviews)
56 Bedrooms 26 Guests
From GB £207 per night
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8.8 (299 Reviews)
150 Bedrooms 18 Guests
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8.5 (508 Reviews)
70 Bedrooms 50 Guests

About West Loop Vacation Rentals

With more than 307 West Loop vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in West Loop.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner West Loop, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in West Loop. Places to stay near West Loop are 723.18 ft² on average, with prices averaging GB £265 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in West Loop with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About West Loop?

What are the top vacation rentals in West Loop?

How many Rentbyowner vacation rentals are available in West Loop?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 307 in the West Loop area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in West Loop. 

Nearby Neighborhood (12)

Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1548
The Loop Vacation Rentals in Chicago, Illinois 717
Near North Side Vacation Rentals in Chicago, Illinois 617
Near West Side Vacation Rentals in Chicago, Illinois 371
River North Vacation Rentals in Chicago, Illinois 332
West Town Vacation Rentals in Chicago, Illinois 298
University Village / Little Italy Vacation Rentals in Chicago, Illinois 106
Lower West Side Vacation Rentals in Chicago, Illinois 55
West Loop Gate Vacation Rentals in Chicago, Illinois 38
Chinatown Vacation Rentals in Chicago, Illinois 2948
Greektown Vacation Rentals in Chicago, Illinois 4157
Fulton Market Vacation Rentals in Chicago, Illinois 4292