Holiday Rentals in Northwest Chicago

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Holiday Rentals in Northwest Chicago

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very good, (350)
"Great stay!"
The price is €129
includes taxes & fees
27 Aug - 28 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, (192)
"Property was extremely comfortable in a great area."
The Neighborhood Hotel-Little Italy

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (86)
"Super nice hotel and staff "
The price is €194
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, (208)
"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 €152
includes taxes & fees
14 Sept - 15 Sept
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Wrigleyville Suites

2.0 star property
9.2 out of 10, Wonderful, (19)
"Excellent location and very clean! Would stay again!"
Wrigleyville Suites

Charming 2BR in Vibrant Lakeview

9.0 out of 10, Wonderful, (11)
The price is €198
includes taxes & fees
3 Sept - 4 Sept
Charming 2BR in Vibrant Lakeview

Clean & Equipped 1BR Apt

8.6 out of 10, Excellent, (16)
"Good experience. Would stay there again "
The price is €177
includes taxes & fees
1 Sept - 2 Sept
Clean & Equipped 1BR Apt

Cozy, Fully Set-Up 1BR Space

9.0 out of 10, Wonderful, (17)
"Great place! 15 min walk to Wrigley "
The price is €177
includes taxes & fees
2 Sept - 3 Sept
Cozy, Fully Set-Up 1BR Space

Stylish 1BR in Lakeview Chicago

8.6 out of 10, Excellent, (12)
"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 €191
includes taxes & fees
2 Sept - 3 Sept
Stylish 1BR in Lakeview Chicago

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (8)
"Had a great stay. Great location. "
The price is €172
includes taxes & fees
24 Sept - 25 Sept
Relaxing Chicago Studio

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 €196
includes taxes & fees
3 Sept - 4 Sept
Lakeview 2BR Apartment

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (13)
"Super clean. Cozy. SAFE. Short drive to nearly every big attraction! Host was very communicative and kind!!"
The price is €170
includes taxes & fees
2 Sept - 3 Sept
Nice 1BR Spot, Unwind & Relax

Uptown Studio Gem Sum

7.0 out of 10, Good, (4)
"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 €168
includes taxes & fees
1 Sept - 2 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 €727
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 €170
includes taxes & fees
16 Sept - 17 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 €843
includes taxes & fees
3 Sept - 4 Sept
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

Central Haven Escape: Stylish 3BR With Free Parking

6.8 out of 10, (6)
"The overall experience was surprisingly great. We were a little worried after reading some bad reviews because of the house smelling like smoke. It didn’t. In fact, it smelled super clean and fresh. It is a cute little, older, clean 3 bedroom apartment above a building in a downtown neighborhood. So cute!"
Central Haven Escape: Stylish 3BR With Free Parking

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
The price is €191
includes taxes & fees
2 Sept - 3 Sept
Stylish 1BR in West Loop

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (22)
"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 €141
includes taxes & fees
2 Sept - 3 Sept
Cozy studio in Andersonville Chicago
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

Find out more about Northwest Chicago

Find out more about Northwest Chicago

Everything you need to know about Northwest Chicago holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Northwest Chicago holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Northwest Chicago holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Northwest Chicago holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Northwest Chicago. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Northwest Chicago holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Northwest Chicago holiday rentals we have selected for you start as low as €129 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Northwest Chicago rentals

At Expedia, we put the best Northwest Chicago holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Northwest Chicago rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Northwest Chicago holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Northwest Chicago. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.