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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Northwest Chicago holiday rentals

A spacious lobby with a high ceiling, a reception desk, comfortable seating, and a large stained glass window.

1. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (292 reviews)
"Very charming hotel we really enjoyed having breakfast in the morning and ability to have a bottle of wine with dinner at Knight and our bag was very comfortable and nice having the ability to open the window and have some fresh air all in all very charming"
United States
Kathleen
The price is 5.173.200 ₫
5.922.279 ₫ total
includes taxes & fees
5 Nov - 6 Nov
The Gem Museum Suites
Terrace/patio

2. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (13 reviews)
"The apartment was clean and had everything we needed for a comfortable stay. Highly recommended!"
Italy
Marco
At Home in Oak Park
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

3. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is 2.991.068 ₫
10.848.482 ₫ total
includes taxes & fees
26 Oct - 27 Oct
King bed Crystal Lake Mchenry Cary Cozy
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

4. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
8.4 out of 10, Very good, (55 reviews)
"It was nice and clean, very close to wrigley"
United States
Kory
The price is 3.912.451 ₫
4.592.827 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Wrigleyville Suites
A spacious living room with a grand piano, a comfortable sofa, and a dining area with a chandelier.

5. Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
8.8 out of 10, Excellent, (6 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is 4.634.392 ₫
8.178.628 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Historic Oak Park Home
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

6. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is 6.261.992 ₫
12.286.701 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Classic Forest Park Foursquare < 1 Mi to Blue Line
A large brick house with a central chimney, a covered porch, and a brick pathway leading to the entrance.

7. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.4 out of 10, Exceptional, (8 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is 4.590.144 ₫
8.128.169 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Oak Park Loft
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 Chicago Hotel Reviews

Four Points by Sheraton Chicago O'Hare Airport

Four Points by Sheraton Chicago O'Hare Airport

10/10 Excellent
"Skip"
Valma 1-night trip
Posted 5 hours ago
Four Points by Sheraton Chicago O'Hare Airport