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Top Holiday Rentals in Northwest Chicago

Our top choices for Northwest Chicago holiday rentals

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very good, (346)
"Great stay!"
The price is £113
includes taxes & fees
26 Aug - 27 Aug
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (191)
"Property was extremely comfortable in a great area."
The Neighborhood Hotel-Little Italy

The Gem Museum Suites

3.5 star property
9.6 out of 10, Exceptional, (84)
"Super nice hotel and staff "
The price is £172
includes taxes & fees
2 Sept - 3 Sept
The Gem Museum Suites

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (207)
"Great location, room was very nice. Vent in the bathroom wasn’t working and the walls are paper thin so you can hear other people talking loud. Otherwise a great stay! "
The price is £130
includes taxes & fees
24 Aug - 25 Aug
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (16)
"Excellent location and very clean! Would stay again!"
The price is £147
includes taxes & fees
23 Aug - 24 Aug
Wrigleyville Suites

Charming 2BR in Vibrant Lakeview

8.8 out of 10, Excellent, (10)
The price is £172
includes taxes & fees
3 Sept - 4 Sept
Charming 2BR in Vibrant Lakeview

Clean & Equipped 1BR Apt

8.4 out of 10, Very good, (15)
"Good experience. Would stay there again "
The price is £157
includes taxes & fees
3 Sept - 4 Sept
Clean & Equipped 1BR Apt

Stylish 1BR in Lakeview Chicago

8.4 out of 10, Very good, (11)
"This is a great apartment. It was very clean, well equipped kitchen and comfortable bed. Close to restaurants, grocery store, Starbucks and Wrigley Field. We could not find any parking on the street where the apartment is. I do recommend that you get in touch with the property owners couple of days prior to your visit because there is a vetting process prior to getting the keys to the apartment. "
The price is £166
includes taxes & fees
2 Sept - 3 Sept
Stylish 1BR in Lakeview Chicago

Cozy, Fully Set-Up 1BR Space

8.8 out of 10, Excellent, (15)
"Great place! 15 min walk to Wrigley "
The price is £157
includes taxes & fees
3 Sept - 4 Sept
Cozy, Fully Set-Up 1BR Space

Lakeview 2BR Apartment

9.2 out of 10, Wonderful, (12)
"Great experience overall. Check-in was easy and the unit was very well kept. Very happy that we were so close to so much public transportation. It is a little noisy for those who aren’t used to hearing the L train nearby. Parking is hard to find, but there is paid parking nearby and easy to access public transit. If you plan on parking your car for the full time you’re there."
The price is £170
includes taxes & fees
3 Sept - 4 Sept
Lakeview 2BR Apartment

Uptown Studio Gem Sum

8.8 out of 10, Excellent, (3)
"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "
The price is £147
includes taxes & fees
3 Sept - 4 Sept
Uptown Studio Gem Sum

Amazing 3-bedroom house with WiFi and AC in awesome Chicago

Amazing 3-bedroom house with WiFi and AC in awesome Chicago

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is £633
includes taxes & fees
1 Sept - 2 Sept
Art Villa

Homey 1BR Space Apartment

9.0 out of 10, Wonderful, (4)
"Great location. Very walkable to restaurants and bars. Awesome park nearby. Host was easy to communicate with. "
The price is £150
includes taxes & fees
2 Sept - 3 Sept
Homey 1BR Space Apartment

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

6.0 out of 10, (2)
"Great space for large groups. Park across the street is a great "feature"."
The price is £714
includes taxes & fees
22 Sept - 23 Sept
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (4)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
The price is £169
includes taxes & fees
2 Sept - 3 Sept
Stylish 1BR in West Loop

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (21)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is £132
includes taxes & fees
2 Sept - 3 Sept
Cozy studio in Andersonville Chicago

Prime City Stay in a 1BR Apt

9.0 out of 10, Wonderful, (6)
The price is £148
includes taxes & fees
16 Sept - 17 Sept
Prime City Stay in a 1BR Apt

Luxurious 3 Bedroom Apartment in Chicago

9.2 out of 10, Wonderful, (21)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago

Bright & Modern Lakeview Studio

9.0 out of 10, Wonderful, (2)
"Host communicated great and check in and check out was easy"
The price is £160
includes taxes & fees
2 Sept - 3 Sept
Bright & Modern Lakeview Studio
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