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North Side Holiday Rentals
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Our top choices for North Side holiday rentals
Aparthotel in Lakeview
Wrigleyville Suites9.6 out of 10, Exceptional, (27)
"Nice place "
Barry
The price is HK$770
HK$904 total
includes taxes & fees
1 Jan - 2 Jan 2026
Apartment in Avondale
Roscoe Retreat · Cozy 2BR in Chicago10.0 out of 10, Exceptional, (1)
"The place was very nice, very clean and very comfortable beds. Location was great, it was a little cool in the evenings but we did visit during very cold weather. Would stay there again, especially in warmer weather. The host was great in answering questions right away. I hope they found us to have been good renters. "
Martha R.
The price is HK$568
HK$1,517 total
includes taxes & fees
6 Jan - 7 Jan 2026
Apartment in Avondale
Chic & Fully Furnished 2BR Apt!10.0 out of 10, Exceptional, (2)
"Our stay was great! The apartment is very clean and comfortable. Nicely furnished. On a residential street in a lovely neighborhood. Wifi and A/C units worked well (we were there in August). We found street parking pretty easily. And Kristine was a really responsive host. Would absolutely stay again!"
Stephanie D.
The price is HK$568
HK$1,517 total
includes taxes & fees
6 Jan - 7 Jan 2026
Apartment in Lakeview
1BR Unit w/ 2 Comfy Beds10.0 out of 10, Exceptional, (2)
"Property was great. Stayed for 2 nights and you have everything you need within walking distance. Great communication and easy to navigate. "
Ethan S.
The price is HK$498
HK$1,319 total
includes taxes & fees
11 Jan - 12 Jan 2026
Apartment in North Center
2-bedroom apartment just 2 minutes drive to Wrigley Field9.6 out of 10, Exceptional, (56)
"Nice property, great location, super helpful host!"
Carin O.
The price is HK$1,042
HK$2,572 total
includes taxes & fees
5 Jan - 6 Jan 2026
Apartment in Lakeview
1BR Fully Equipped & Central7.8 out of 10, Good, (6)
The price is HK$498
HK$1,319 total
includes taxes & fees
1 Jan - 2 Jan 2026
Apartment in Lakeview
Charming 2BR in Vibrant Lakeview9.0 out of 10, Wonderful, (38)
"We have stayed at this property several times. It’s a great location. The apartment is cute and comfortable. "
Susie B.
The price is HK$544
HK$1,509 total
includes taxes & fees
1 Jan - 2 Jan 2026
Apartment in Lakeview
Boystown Chic 2BR Escape10.0 out of 10, Exceptional, (13)
"Very clean and amazing comfortable stay!!"
Justin M.
The price is HK$498
HK$1,445 total
includes taxes & fees
1 Jan - 2 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top North Side Hotel Reviews
The Majestic Hotel
10/10 Excellent
Find out more about North Side
Search for holiday rentals in North Side on Expedia! You can easily find your home rentals, villas, holiday apartments in North Side using one of the methods below:
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Look no further and take a look at our great range of rental properties in North Side!
