The Loop holiday homes
We found 1,182 holiday rentals — enter your dates for availability
Discover a selection of 304 apartments, 30 flats and other holiday rentals in The Loop that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include parking and a garden. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - The Loop
Showing deals for:26 Dec - 2 Jan
Image gallery for Luxury House in the heart of Old Town with Parking

10 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Luxury House in the heart of Old Town with Parking
Chicago, IL
11% off
Price is NZ$24,756
for 7 nights, 1 home
NZ$3,537 per night
includes taxes & fees
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Find the best place to stay - The Loop

Sentral Michigan Avenue
Sleeps 4 · 2 bedrooms
9.2 out of 10
wonderful
(924 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