Northwest Chicago Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Northwest Chicago

Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
The price is AU$17,466
includes taxes & fees
24 Oct - 25 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, (390)
"Great location. Was there for the marathon and had a great stay. "
United States
HELGA
The price is AU$198
includes taxes & fees
4 Nov - 5 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, (243)
"Great stay. "
United States
Teresa
The price is AU$244
includes taxes & fees
9 Nov - 10 Nov
Sonder by Marriott Bonvoy The Burnham Apartments Loop
The Neighborhood Hotel-Little Italy
4.0 star property
9.6 out of 10, Exceptional, (211)
"Perfect location and area was wonderful."
United States
Thomas
The Neighborhood Hotel-Little Italy
Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (24)
"The entirety of my experience was excellent. Thank you!"
United States
Julian
The price is AU$321
includes taxes & fees
24 Oct - 25 Oct
Wrigleyville Suites
The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (92)
"Super nice hotel and staff "
United States
EMILY
The price is AU$329
includes taxes & fees
11 Nov - 12 Nov
The Gem Museum Suites
Stylish Apartment near Chicago Downtown
2.0 star property
The price is AU$523
includes taxes & fees
27 Oct - 28 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. "
United States
Samuel
The price is AU$251
includes taxes & fees
26 Oct - 27 Oct
Sonder by Marriott Bonvoy Greektown Apartments
Clean & Equipped 1BR Apt
9.2 out of 10, Wonderful, (29)
"Amazing location and even nicer place inside. Enjoyed my time there a lot!"
United States
Camron K.
The price is AU$290
includes taxes & fees
3 Nov - 4 Nov
Clean & Equipped 1BR Apt
Charming 2BR in Vibrant Lakeview
9.4 out of 10, Exceptional, (22)
"Great stay. Place was spic and span on arrival and host very easy to communicate with. "
United States
Lukas H O.
The price is AU$321
includes taxes & fees
3 Nov - 4 Nov
Charming 2BR in Vibrant Lakeview
Relaxing Chicago Studio
9.8 out of 10, Exceptional, (26)
"Had a great stay. Great location. "
United States
Justin
The price is AU$250
includes taxes & fees
4 Nov - 5 Nov
Relaxing Chicago Studio
Art Villa
5.0 star property
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
The price is AU$1,588
includes taxes & fees
26 Oct - 27 Oct
Art Villa
Lakeview 2BR Apartment
9.6 out of 10, Exceptional, (18)
"The apartment was as described and the customer service was amazing! "
United States
Michael M.
The price is AU$317
includes taxes & fees
3 Nov - 4 Nov
Lakeview 2BR Apartment
Bright & Modern Lakeview Studio
8.4 out of 10, Very good, (11)
"The property wasn’t cleaned from the previous renters. bed unmade, dirty, all the towels were dirty and dishes still dirty"
United States
Darin
The price is AU$300
includes taxes & fees
3 Nov - 4 Nov
Bright & Modern Lakeview Studio
NEW LUXURY PENTHOUSE CONDO
10.0 out of 10, Exceptional, (197)
"Great house with a great rooftop. "
United States
Francisco
NEW LUXURY PENTHOUSE CONDO
Twice as Nice: Chic 2BR Stay with Style & Space
9.4 out of 10, Exceptional, (10)
"Had a very nice time in Chicago!"
United States
Valerie S.
The price is AU$351
includes taxes & fees
28 Oct - 29 Oct
Twice as Nice: Chic 2BR Stay with Style & Space
Nice 1BR Spot, Unwind & Relax
10.0 out of 10, Exceptional, (18)
"Great stay"
United States
Kayla K.
The price is AU$279
includes taxes & fees
3 Nov - 4 Nov
Nice 1BR Spot, Unwind & Relax
Cozy studio in Andersonville Chicago
9.4 out of 10, Exceptional, (42)
"Great studio apartment. Needed just one night and worth the price. Would recommend."
United States
Sahm
The price is AU$231
includes taxes & fees
27 Oct - 28 Oct
Cozy studio in Andersonville Chicago
Uptown Studio Gem Sum
7.2 out of 10, Good, (5)
"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. "
United States
Leah W.
The price is AU$274
includes taxes & fees
3 Nov - 4 Nov
Uptown Studio Gem Sum
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
9.2 out of 10, Wonderful, (41)
"Very comfortable… enjoyed the property to the upmost.."
United States
Debra H.
The price is AU$2,033
includes taxes & fees
27 Oct - 28 Oct
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
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.
Save an average of 15% on thousands of hotels when you're signed in

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.