Northwest Chicago Holiday Rentals

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Holiday Rentals in Northwest Chicago

Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
The price is AU$17,353
includes taxes & fees
17 Oct - 18 Oct
Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
3.5 star property
8.0 out of 10, Very good, (385)
"Great stay!"
The price is AU$198
includes taxes & fees
5 Nov - 6 Nov
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
3.5 star property
8.8 out of 10, Excellent, (239)
"Great stay. "
The price is AU$244
includes taxes & fees
6 Nov - 7 Nov
Sonder by Marriott Bonvoy The Burnham Apartments Loop
The Neighborhood Hotel-Little Italy
4.0 star property
9.6 out of 10, Exceptional, (210)
"Perfect location and area was wonderful."
The Neighborhood Hotel-Little Italy
Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (22)
"Excellent location and very clean! Would stay again!"
The price is AU$353
includes taxes & fees
18 Oct - 19 Oct
Wrigleyville Suites
The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (90)
"Super nice hotel and staff "
The price is AU$321
includes taxes & fees
29 Oct - 30 Oct
The Gem Museum Suites
Stylish Apartment near Chicago Downtown
2.0 star property
The price is AU$521
includes taxes & fees
19 Oct - 20 Oct
Stylish Apartment near Chicago Downtown
Sonder by Marriott Bonvoy Greektown Apartments
3.5 star property
8.6 out of 10, Excellent, (65)
"The kitchen had everything we needed, great space overall, safe location, clean, near everything we needed, access to bus and rail very close, we really enjoyed our stay. "
The price is AU$244
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy Greektown Apartments
Clean & Equipped 1BR Apt
9.2 out of 10, Wonderful, (28)
"Amazing location and even nicer place inside. Enjoyed my time there a lot!"
The price is AU$289
includes taxes & fees
3 Nov - 4 Nov
Clean & Equipped 1BR Apt
Charming 2BR in Vibrant Lakeview
9.4 out of 10, Exceptional, (21)
"This place was great! Loved my stay!"
The price is AU$330
includes taxes & fees
20 Oct - 21 Oct
Charming 2BR in Vibrant Lakeview
Relaxing Chicago Studio
9.8 out of 10, Exceptional, (20)
"Had a great stay. Great location. "
The price is AU$268
includes taxes & fees
4 Nov - 5 Nov
Relaxing Chicago Studio
Bright & Modern Lakeview Studio
9.0 out of 10, Wonderful, (10)
"The property wasn’t cleaned from the previous renters. bed unmade, dirty, all the towels were dirty and dishes still dirty"
The price is AU$299
includes taxes & fees
3 Nov - 4 Nov
Bright & Modern Lakeview Studio
Art Villa
5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is AU$1,583
includes taxes & fees
24 Oct - 25 Oct
Art Villa
Twice as Nice: Chic 2BR Stay with Style & Space
9.4 out of 10, Exceptional, (9)
"Had a very nice time in Chicago!"
The price is AU$348
includes taxes & fees
20 Oct - 21 Oct
Twice as Nice: Chic 2BR Stay with Style & Space
Nice 1BR Spot, Unwind & Relax
10.0 out of 10, Exceptional, (17)
"Great stay"
The price is AU$280
includes taxes & fees
19 Oct - 20 Oct
Nice 1BR Spot, Unwind & Relax
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.0 out of 10, Wonderful, (20)
"The stay lacked in shelf space as well as other amenities that could be useful. "
The price is AU$419
includes taxes & fees
23 Oct - 24 Oct
Ground Floor Studios in Chicago by 747 Lofts
NEW LUXURY PENTHOUSE CONDO
10.0 out of 10, Exceptional, (196)
"Great house with a great rooftop. "
NEW LUXURY PENTHOUSE CONDO
Lakeview 2BR Apartment
9.6 out of 10, Exceptional, (17)
"The apartment was as described and the customer service was amazing! "
The price is AU$314
includes taxes & fees
22 Oct - 23 Oct
Lakeview 2BR Apartment
Stylish 1BR in West Loop
10.0 out of 10, Exceptional, (6)
"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 AU$314
includes taxes & fees
20 Oct - 21 Oct
Stylish 1BR in West Loop
Uptown Studio Gem Sum
7.2 out of 10, Good, (5)
The price is AU$273
includes taxes & fees
3 Nov - 4 Nov
Uptown Studio Gem Sum
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

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, 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 favourite 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 depend 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 AU$198 per night. Entering your travel dates in the search wizard might find you 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.