Holiday rentals near Second City
We found 3,658 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Second City, scroll through and discover private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, including parking and a TV. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Second City
Showing deals for:20 Mar - 27 Mar
Image gallery for Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

9.2 out of 10, Wonderful, (61 reviews)
Wonderful
(61 reviews)
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Chicago
7% off
Price is AU$6,339
for 7 nights, 1 home
AU$906 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Second City

Cabin 202 by 747 Lofts
Sleeps 3 · 1 bathroom
7.6 out of 10
good
(5 reviews)
Top rated rentals - Second City

Fabulous
10 out of 10
exceptional
(270 reviews)
The property is a fully equipped home, has everything you need and makes life simple while you are there. The owner is also right next door and very responsive, friendly and helpful. Taylor street is a very short walk away, the pink line is a short walk away, great location, very quiet.
Robin N.
Stayed July 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, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
























