A cityscape with a dense urban area, a prominent skyscraper, and a clear blue sky.

Northwest Chicago Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Northwest Chicago holiday rentals

Fridge, microwave, oven, stovetop

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
The price is HK$502
HK$2,094 total
includes taxes & fees
6 Jul - 7 Jul
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Interior

Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (44 reviews)
"Great place for a family to stay. The back yard is great and a lot of space for everyone to sleep. Super easy to get in and relax right away! "
United States
Jessica H.
The price is HK$1,568
HK$2,131 total
includes taxes & fees
30 Jun - 1 Jul
Riverfront rental
Property grounds

Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (15 reviews)
"We enjoyed the property and the location."
United States
Matthew L.
The price is HK$1,639
HK$2,077 total
includes taxes & fees
30 Jun - 1 Jul
Kildahl House - Boutique Farmhouse Suite #2
1 bedroom, desk, iron/ironing board, WiFi

124 Lofts #2 - Downtown Dundee - Walk to Dining

124 Lofts #2 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (20 reviews)
"Great spot in the heart of the village walking to everything, incredible hospitality with every detail covered."
United States
Robin R.
The price is HK$1,513
HK$1,919 total
includes taxes & fees
1 Jul - 2 Jul
124 Lofts #2 - Downtown Dundee - Walk to Dining
Property grounds

Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (15 reviews)
"This is a lovely place to call “home base” while visiting Chicago and surrounding communities. Comfortable, clean, quiet and nicely decorated. My little dogs even had a welcome basket! I wish I could have stayed a bit longer"
United States
Thea
The price is HK$1,639
HK$2,077 total
includes taxes & fees
30 Jun - 1 Jul
Kildahl House - Boutique Farmhouse Suite #1
1 bedroom, desk, iron/ironing board, WiFi

124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts #1 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Great stay. The loft is situated in an area where it is easy to walk to interesting dining options and stroll the river walk."
United States
Angela D.
The price is HK$1,513
HK$1,919 total
includes taxes & fees
1 Jul - 2 Jul
124 Lofts #1 - Downtown Dundee - Walk to Dining
Smart TV, books

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Schaumburg
9.8 out of 10, Exceptional, (8 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveller
The price is HK$2,509
HK$4,950 total
includes taxes & fees
6 Jul - 7 Jul
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Private kitchen

3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare

3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare
Addison
The price is HK$1,497
HK$3,664 total
includes taxes & fees
30 Jun - 1 Jul
3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare
Exterior

Game room+ New Bath! Near Chicago and O’Hare +Fenced yard

Game room+ New Bath! Near Chicago and O’Hare +Fenced yard
Schaumburg
9.6 out of 10, Exceptional, (35 reviews)
"Host was amazing, house was clean and easy to access! "
United States
Central A.
The price is HK$1,983
HK$3,925 total
includes taxes & fees
6 Jul - 7 Jul
Game room+ New Bath! Near Chicago and O’Hare +Fenced yard
Fridge, microwave, oven, stovetop

4BR Near Woodfield Mall & Metra | LCP Collection

4BR Near Woodfield Mall & Metra | LCP Collection
Schaumburg
8.4 out of 10, Very good, (7 reviews)
"Home was perfect for us with two kids. Beds were comfortable and a nice quiet location."
United States
Randy G.
The price is HK$2,376
HK$5,225 total
includes taxes & fees
13 Jul - 14 Jul
4BR Near Woodfield Mall & Metra | LCP Collection
Paper towels, dining tables

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
streamwood
10.0 out of 10, Exceptional, (2 reviews)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is HK$1,655
HK$3,482 total
includes taxes & fees
30 Jun - 1 Jul
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Property grounds

Kildahl House - Boutique Farmhouse Suite #4

Kildahl House - Boutique Farmhouse Suite #4
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Clean, neat and very nicely designed and decorated. Host checked in multiple times with contact information and ensuring we had everything we needed."
United States
Brian
The price is HK$1,639
HK$2,077 total
includes taxes & fees
1 Jul - 2 Jul
Kildahl House - Boutique Farmhouse Suite #4
1 bedroom, desk, iron/ironing board, WiFi

124 Lofts #3 - Downtown Dundee - Walk to Dining

124 Lofts #3 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (24 reviews)
"We were in town visiting family and it was the perfect spot to stay for a day or two. We loved that it was right above a local cafe (which was also fantastic by the way!!), and the check-in/out process was a breeze! Owner was very communicative, would definitely stay here again!"
United States
Adamm I.
The price is HK$1,513
HK$1,919 total
includes taxes & fees
30 Jun - 1 Jul
124 Lofts #3 - Downtown Dundee - Walk to Dining
1 bedroom, desk, iron/ironing board, WiFi

124 Lofts #4 - Downtown Dundee - Walk to Dining

124 Lofts #4 - Downtown Dundee - Walk to Dining
West Dundee
9.8 out of 10, Exceptional, (16 reviews)
"Awesome loft. Perfect for an overnight stay. Convenient parking and lots of restaurants to choose from."
United States
Shannon
The price is HK$1,513
HK$1,903 total
includes taxes & fees
5 Jul - 6 Jul
124 Lofts #4 - Downtown Dundee - Walk to Dining
Property grounds

Kildahl House - Boutique Farmhouse Suite #3

Kildahl House - Boutique Farmhouse Suite #3
West Dundee
10.0 out of 10, Exceptional, (18 reviews)
"Everything was perfect! Great location and would stay there again. "
United States
EDWARD P.
The price is HK$1,639
HK$2,077 total
includes taxes & fees
30 Jun - 1 Jul
Kildahl House - Boutique Farmhouse Suite #3
Property grounds

Perfect Family Getaway: Spacious 5BR Home in Barrington

Perfect Family Getaway: Spacious 5BR Home in Barrington
Barrington
The price is HK$8,626
HK$31,997 total
includes taxes & fees
30 Jun - 1 Jul
Perfect Family Getaway: Spacious 5BR Home in Barrington
Property grounds

ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.6 out of 10, Exceptional, (13 reviews)
"Apartment looked exactly like the photos, very clean, great location, and perfect for our quick stay! The check-in process was very easy and we had no issues. The host is very responsive to any questions or concerns. "
United States
Jessica S.
The price is HK$7,952
HK$13,190 total
includes taxes & fees
30 Jul - 31 Jul
ENVITAE Hotel, 4BR Luxury Modern Apartments
Breakfast, lunch and dinner served

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (148 reviews)
"Perfect place to stay!"
United States
Anton
The price is HK$1,757
HK$2,012 total
includes taxes & fees
12 Jul - 13 Jul
The Gem Museum Suites
TV, offices

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.0 out of 10, Wonderful, (8 reviews)
"The parking situation is pretty rough. You have to park a half a mile away from the property. The room looks very luxurious in the pictures. However, once you get there, it does show some age and you can hear the other guest from above and below at all night not to mention that the city sounds are in full effect horns and traffic all night long and it’s difficult to get the room dark"
United States
Robert
The price is HK$1,702
HK$2,288 total
includes taxes & fees
1 Jul - 2 Jul
LIVN West Loop Chicago 2 BR City View
Exterior detail

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (84 reviews)
"nice little place! quiet area "
United States
Nayeli A.
The price is HK$910
HK$1,705 total
includes taxes & fees
5 Jul - 6 Jul
Master qtr close to nature & easy urban facilities
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Northwest Chicago Hotel Reviews

Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

10/10 Excellent
"Rooms are great, staff is nice, mall right around corner you can walk there. The breakfast is top tier they have everything with a large seating area. Great place to stay."
Tyranne 1-night trip
Posted less than an hour ago
Embassy Suites by Hilton Chicago O'Hare Rosemont

Find out more about Northwest Chicago

Search for holiday rentals in Northwest Chicago on Expedia! You can easily find your home rentals, villas, holiday apartments in Northwest Chicago using one of the methods below:

  • View our selection of featured holiday rentals in Northwest Chicago
  • Use the map to find apartments and other holiday homes in the Northwest Chicago neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Northwest Chicago while they last

Look no further and take a look at our great range of rental properties in Northwest Chicago!

Explore a world of travel with Expedia