Chicago 55th-56th-57th Street Station holiday lettings
We found 3,572 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Chicago 55th-56th-57th Street Station that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you expect for your stay, which might include a garden and Wi-Fi. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Chicago 55th-56th-57th Street Station
Showing deals for:7 Nov - 14 Nov
Image gallery for River North's Rock N' Roll - In The Heart of the City

9.6 out of 10 rating
Exceptional
(90 reviews)
River North's Rock N' Roll - In The Heart of the City
Chicago, IL
7% off
Price is £2,478
£354 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Chicago 55th-56th-57th Street Station

Cozy Studio in Hyde Park-Walk to Lake & University
Sleeps 2 · 1 bathroom
10 out of 10
exceptional
(2 reviews)
Top rated rentals - Chicago 55th-56th-57th Street Station

Fabulous
10 out of 10
exceptional
(11 reviews)
I wish we came across this property 4 years ago when we dropped off our daughter at the UofC campus. Location is amazing, 7 minutes walk to the campus. The house is spacious and accommodates a large group of people. Very clean and what was really appreciated it was so well stocked - nice shampoos and lotions in all bathrooms, paper towels in the kitchen, a welcome bottle of bubbly wine from the hosts. The check-in and out process was also incredibly easy, and the hosts were very welcoming and responsive for all our requests. We booked it again for the graduation week-end and are really looking forward to coming back.
Natasha M.
Stayed Nov 2024
- 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value