Theatre District holiday rentals
We found 718 holiday rentals — enter your dates for availability
Select from 50 houses, 50 apartments and other holiday rentals to find the perfect place for your stay in Theatre District. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, such as Wi-Fi and cable TV. At the end of the day, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.
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Find the best place to stay - Theatre District

Sonder Jewelers Row
Sleeps 2 · 1 bedroom
8.4 out of 10
very good
(145 reviews)
Top rated rentals - Theatre District

Terrific trip to Chicago
10 out of 10
exceptional
(186 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