Holiday Homes in Central Chicago

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Holiday Homes in Central Chicago

"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."

includes taxes & fees

15 Sept - 16 Sept

"New apartment building with high tech entry keypad. Centralize location close to downtown and Chinatown. The area has a few other new apartment buildings and appears to be transforming into a trendy neighborhood in a few years. I enjoyed the apartment layout with 4 bedrooms and 3 bathrooms. It provided a lot of privacy. New appliances and great water pressure. Minor drawback is street parking. I stayed for only two nights over a weekend and was able to find parking within a half a block of...

includes taxes & fees

4 Sept - 5 Sept

includes taxes & fees

4 Sept - 5 Sept

includes taxes & fees

22 Sept - 23 Sept

"Very clean in a safe neighborhood. I would stay here again"

includes taxes & fees

4 Sept - 5 Sept

"it was nice"

includes taxes & fees

4 Sept - 5 Sept

1 bedroom, iron/ironing board, free WiFi, bed sheets

"Great studio apartment. Needed just one night and worth the price. Would recommend."

includes taxes & fees

9 Sept - 10 Sept

"The house was amazing. The beds were so comfortable. The stay was so fun. Thank you for everything!"

includes taxes & fees

4 Sept - 5 Sept

includes taxes & fees

23 Sept - 24 Sept

1 bedroom, iron/ironing board, travel cot, WiFi

"Quiet, clean and spacious! A peaceful neighborhood. "

includes taxes & fees

15 Sept - 16 Sept

"Clean, comfortable, and would definitely stay again!"

includes taxes & fees

17 Sept - 18 Sept

includes taxes & fees

4 Sept - 5 Sept

Iron/ironing board, travel cot, WiFi, bed sheets

includes taxes & fees

9 Sept - 10 Sept

"Location was perfect for visiting family and getting around the city. Bed was extra comfy and the AC worked wonderfully. Will stay here again on our next visit. "

includes taxes & fees

9 Sept - 10 Sept

"Everything as advertised. The only part that I was unsure of was what to do with the keys as this was not stated in any of the information provided. So I left them on the table. "

includes taxes & fees

10 Sept - 11 Sept

includes taxes & fees

8 Sept - 9 Sept

"The apartment was clean and the host was very responsive and helpful. "

includes taxes & fees

9 Sept - 10 Sept

1 bedroom, iron/ironing board, WiFi, bed sheets

"This was a wonderful base for the days I spent exploring Chicago. The apartment is clean and comfy and it is located right on the 'L' Brown line in a charming and vibrant neighborhood. I could zip to anywhere in the city I wanted on the L and felt very relaxed coming "home" each night."

includes taxes & fees

1 Oct - 2 Oct