The Loop vacation rentals
We found 1,204 vacation rentals — enter your dates for availability
Select from 59 houses, 274 apartments, and other vacation rentals to find the perfect place for your stay in The Loop. Whether you’re staying in a vacation home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
Find spaces that suit your style
House
Condo/Apartment
Find properties near top attractions in The Loop
Map Attractions
Find the best place to stay - The Loop
Photo gallery for Sonder The Plymouth | Four-Bedroom Apartment
![Room](https://images.trvl-media.com/lodging/69000000/68570000/68565200/68565179/88eb8b84.jpg?impolicy=resizecrop&rw=455&ra=fit)
Sonder The Plymouth | Four-Bedroom Apartment
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.0 out of 10
wonderful
(136 reviews)
Top rated rentals - The Loop
Photo gallery for Million Dollar Views! Luxury Downtown Skyhouse!
![Welcome to Downtown Chicago's West Loop/Fulton Market Neighborhood!](https://images.trvl-media.com/lodging/25000000/24260000/24256700/24256687/3a5ddf73.jpg?impolicy=resizecrop&rw=455&ra=fit)
Great Location, Stunning View
10 out of 10
exceptional
(95 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, yards and more
- More for lessMore space, more privacy, more amenities — more value