Northwest Side Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Northwest Side holiday rentals
Aparthotel in Downtown Chicago
Sentral Michigan Avenue9.2 out of 10, Wonderful, (1024)
"My favorite place to stay hands-down"
Michele
The price is RM478
RM680 total
includes taxes & fees
5 Jan - 6 Jan 2026
Aparthotel in Downtown Chicago
Level Chicago – Old Town9.0 out of 10, Wonderful, (405)
"Great location, clean room and friendly staff!"
Scott
Aparthotel in Downtown Chicago
Kasa River North Chicago9.6 out of 10, Exceptional, (182)
"Awesome stay "
Sally
Aparthotel in Downtown Chicago
Chicago luxury home suites8.4 out of 10, Very good, (5)
"Amazing stay! The location is very central and close to everything. The room was spotless, and the mattress was very comfortable. I really appreciated that the property is pet friendly. I was able to bring my dog along, which made the trip even better. The view was absolutely stunning. The hosts were very responsive and helpful throughout our stay. Highly recommend!"
Alex
The price is RM437
RM513 total
includes taxes & fees
29 Dec - 30 Dec
ENVITAE Hotel 4 Bedroom Luxury Apartments
ENVITAE Hotel 4 Bedroom Luxury Apartments10.0 out of 10, Exceptional, (8)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
Javeria
The price is RM1,425
RM2,524 total
includes taxes & fees
30 Dec - 31 Dec
Aparthotel in Lakeview
Wrigleyville Suites9.6 out of 10, Exceptional, (26)
"Excellent location and very clean! Would stay again!"
Jacob
The price is RM408
RM479 total
includes taxes & fees
29 Dec - 30 Dec
Aparthotel in West Town
Chicago Third Floor Studio by 747 Lofts9.8 out of 10, Exceptional, (6)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
Jennifer
The price is RM252
RM901 total
includes taxes & fees
30 Dec - 31 Dec
Aparthotel in Downtown Evanston
The Gem Museum Suites9.4 out of 10, Exceptional, (100)
"Great stay. The studio is small but has everything necessary."
Julia
The price is RM735
RM842 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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Northwest Side Hotel Reviews
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
Find out more about Northwest Side
Search for holiday rentals in Northwest Side on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Northwest Side using one of the methods below:
- View our selection of featured holiday rentals in Northwest Side
- Use the map to find apartments and other holiday homes in the Northwest Side neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday rentals in Northwest Side while they last
Look no further and take a look at our great range of rental properties in Northwest Side!
