A curved pathway with a metal fence, flowering trees, and a street lamp.

Northwest Side Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Northwest Side holiday rentals

Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,199 reviews)
"Great location"
United States
JAVIER
The price is RM622
RM850 total
includes taxes & fees
1 Jul - 2 Jul
Sentral Michigan Avenue
Breakfast, lunch and dinner served

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (148 reviews)
"Perfect place to stay!"
United States
Anton
The price is RM916
RM1,049 total
includes taxes & fees
12 Jul - 13 Jul
The Gem Museum Suites
Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (6 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is RM726
RM1,285 total
includes taxes & fees
30 Jun - 1 Jul
The Oak Park Loft
Full-sized fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (497 reviews)
"Very clean and loved the location and amenities with the store on the first floor was fantastic"
United States
Kimberly
The price is RM902
RM1,159 total
includes taxes & fees
30 Jun - 1 Jul
Level Chicago – Old Town
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 Northwest Side Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Definitely an older hotel and you can tell, but the history is part of it! The room was great though, along with the location"
Andy 1-night trip
Posted less than an hour ago
Congress Plaza Hotel

Find out more about Northwest Side

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