Northwest Chicago Vacation Rentals

  • 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

In two weeks
In two months
In three months
In four months

Our top choices for Northwest Chicago vacation rentals

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (39 reviews)
"We got ready for our wedding here. It was cozy and comfortable!"
United States
Chloe W.
The price is CA $193
CA $283 total
includes taxes & fees
Apr 23 - Apr 24
Riverfront rental

Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed the property and the location."
United States
Matthew L.
The price is CA $243
CA $306 total
includes taxes & fees
Apr 29 - Apr 30
Kildahl House - Boutique Farmhouse Suite #2

124 Lofts - Downtown Dundee - Walk to Dining

124 Lofts - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (14 reviews)
"The loft is a great place to stay and we can’t wait to return! "
United States
Chad G.
The price is CA $243
CA $306 total
includes taxes & fees
Apr 20 - Apr 21
124 Lofts - Downtown Dundee - Walk to Dining

4BR Near Woodfield Mall & Metra | LCP Collection

4BR Near Woodfield Mall & Metra | LCP Collection
Schaumburg
8.4 out of 10, Very good, (5 reviews)
"Home was perfect for us with two kids. Beds were comfortable and a nice quiet location."
United States
Randy G.
The price is CA $241
CA $699 total
includes taxes & fees
Apr 20 - Apr 21
4BR Near Woodfield Mall & Metra | LCP Collection

Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (14 reviews)
"Everything was as described, great location too! "
United States
Freddy M.
The price is CA $243
CA $306 total
includes taxes & fees
Apr 29 - Apr 30
Kildahl House - Boutique Farmhouse Suite #1

124 Lofts - Downtown Dundee - Walk to Dining

124 Lofts - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (15 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 CA $243
CA $306 total
includes taxes & fees
Apr 29 - Apr 30
124 Lofts - Downtown Dundee - Walk to Dining

124 Lofts - Downtown Dundee - Walk to Dining

124 Lofts - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (21 reviews)
"We have stayed at this property several times and have always had a great experience. The loft is spacious, convenient and comfortable!"
United States
Jen C.
The price is CA $243
CA $306 total
includes taxes & fees
Apr 20 - Apr 21
124 Lofts - Downtown Dundee - Walk to Dining

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 CA $202
CA $507 total
includes taxes & fees
Apr 19 - Apr 20
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

Kildahl House - Boutique Farmhouse Suite #4

Kildahl House - Boutique Farmhouse Suite #4
West Dundee
10.0 out of 10, Exceptional, (15 reviews)
"Everything was excellent! Communication with host, comfortable bed, and cleanest rental I have ever stayed in in Chicago northwest suburbs. I will definitely stay again"
United States
Linda G.
The price is CA $243
CA $306 total
includes taxes & fees
Apr 21 - Apr 22
Kildahl House - Boutique Farmhouse Suite #4

124 Lofts - Downtown Dundee - Walk to Dining

124 Lofts - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (19 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 CA $243
CA $306 total
includes taxes & fees
Apr 29 - Apr 30
124 Lofts - Downtown Dundee - Walk to Dining

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

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Schaumburg
10.0 out of 10, Exceptional, (7 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveller
The price is CA $432
CA $865 total
includes taxes & fees
Apr 19 - Apr 20
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Kildahl House - Boutique Farmhouse Suite #3

Kildahl House - Boutique Farmhouse Suite #3
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Everything was perfect! Great location and would stay there again. "
United States
EDWARD P.
The price is CA $243
CA $306 total
includes taxes & fees
Apr 30 - May 1
Kildahl House - Boutique Farmhouse Suite #3

Basement Suite, Separate-entrance in Prime Location

Basement Suite, Separate-entrance in Prime Location
Schaumburg
6.8 out of 10, (6 reviews)
"The property was clean and what we needed for our trip. I would suggest adding some hand towels in the bathroom and dish towels or paper towels in the kitchen since it does provide an opportunity to cook. One bed was a little high for the vertically challenged! "
United States
Amy W.
The price is CA $275
CA $366 total
includes taxes & fees
Apr 29 - Apr 30
Basement Suite, Separate-entrance in Prime Location

Game Room - Arcade & King Bed | LCP Collection

Game Room - Arcade & King Bed | LCP Collection
Streamwood
9.0 out of 10, Wonderful, (2 reviews)
"it is a nice & quiet home & area . host is nice & responds in a timely manner . "
United States
Ashley A.
The price is CA $254
CA $636 total
includes taxes & fees
Apr 29 - Apr 30
Game Room - Arcade & King Bed | LCP Collection

Spacious, cozy 3 bedroom house with a perfect location

Spacious, cozy 3 bedroom house with a perfect location
Streamwood
2.0 out of 10, (1 review)
"Booked online and the photos look reasonable, but totally got shocked when we checked in. The house was not prepared and the A/C was not on and the house was in 85, and it took more than 6 hours to cool down to 76. The first floor was tolerable though missing many things that were supposed to be there, but bedrooms were total disasters, no clean sheets…bedsheets have large areas of yellow and dark stains, covers have stains too, broken closet…no towels in bathroom… listed as two bathrooms, but...
United States
Chunyan H.
The price is CA $330
CA $400 total
includes taxes & fees
Apr 19 - Apr 20
Spacious, cozy 3 bedroom house with a perfect location

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (9 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is CA $155
CA $319 total
includes taxes & fees
Apr 19 - Apr 20
West Loop Living – Bright 1BR

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.0 out of 10, Wonderful, (17 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is CA $99
CA $246 total
includes taxes & fees
Apr 19 - Apr 20
Modern Comfort: 1BR Unit w/ Laundry

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is CA $155
CA $319 total
includes taxes & fees
Apr 26 - Apr 27
Sunlit 1BR Apartment | Warm & Welcoming Space

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
The price is CA $186
CA $610 total
includes taxes & fees
Apr 27 - Apr 28
Premium Urban 4BR - Perfect Mix of Comfort & Location

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
Modern West Loop Gem-City Views & Prime Location 3
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Northwest Chicago. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.