Northwest Chicago Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Northwest Chicago

1 bedroom, desk, iron/ironing board, WiFi
Hip Urban Loft-Small Town Charm - 124 LOFTS #3

Hip Urban Loft-Small Town Charm - 124 LOFTS #3

West Dundee
9.8 out of 10, Exceptional, (20)
"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 NZ$377
includes taxes & fees
1 Dec - 2 Dec
Hip Urban Loft-Small Town Charm - 124 LOFTS #3
Fridge, microwave, oven, stovetop
Charming Downtown Farmhouse Apartment #3

Charming Downtown Farmhouse Apartment #3

West Dundee
10.0 out of 10, Exceptional, (15)
"I have stayed at the K-House a couple of times now, and it is consistently excellent. "
United States
Keith B.
The price is NZ$488
includes taxes & fees
28 Nov - 29 Nov
Charming Downtown Farmhouse Apartment #3
Terrace/patio
Riverfront rental

Riverfront rental

South Elgin
9.8 out of 10, Exceptional, (34)
"Beautiful views, conveniently stocked, lots of family time, we slept so good, very clean and accommodating. Can’t wait to stay there again!"
United States
Joy L.
The price is NZ$379
includes taxes & fees
16 Nov - 17 Nov
Riverfront rental
1 bedroom, desk, iron/ironing board, WiFi
Hip Urban Loft-Small Town Charm - 124 LOFTS #1

Hip Urban Loft-Small Town Charm - 124 LOFTS #1

West Dundee
10.0 out of 10, Exceptional, (13)
"Thank you!! Everything was perfect!"
United States
Michelle J.
The price is NZ$377
includes taxes & fees
16 Dec - 17 Dec
Hip Urban Loft-Small Town Charm - 124 LOFTS #1
1 bedroom, desk, iron/ironing board, WiFi
Hip Urban Loft-Small Town Charm - 124 LOFTS #2

Hip Urban Loft-Small Town Charm - 124 LOFTS #2

West Dundee
10.0 out of 10, Exceptional, (17)
"Very cool location and a fun area. We were actually in town for a pre wedding event so only minimal time to enjoy all that the area had to offer but lots of fun options within walking distance for food, drink, and entertainment. Loft was awesome and perfect for our needs. Would definitely stay again!"
United States
James B.
The price is NZ$377
includes taxes & fees
16 Dec - 17 Dec
Hip Urban Loft-Small Town Charm - 124 LOFTS #2
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)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is NZ$725
includes taxes & fees
20 Nov - 21 Nov
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
1 bedroom, desk, iron/ironing board, WiFi
Hip Urban Loft-Small Town Charm -124 LOFTS #4

Hip Urban Loft-Small Town Charm -124 LOFTS #4

West Dundee
10.0 out of 10, Exceptional, (11)
"Exactly what we wanted for a quiet weekend... great eating w/in easy walking distance."
United States
Adam B.
The price is NZ$377
includes taxes & fees
19 Nov - 20 Nov
Hip Urban Loft-Small Town Charm -124 LOFTS #4
Fridge, microwave, oven, stovetop
Charming Downtown Farmhouse Apartment #2

Charming Downtown Farmhouse Apartment #2

West Dundee
10.0 out of 10, Exceptional, (12)
"It felt like home and not like a hotel room. The owners thought of every detail. "
United States
Amy
Charming Downtown Farmhouse Apartment #2
TV, offices
Charming Downtown Farmhouse Apartment #4

Charming Downtown Farmhouse Apartment #4

West Dundee
10.0 out of 10, Exceptional, (12)
"Outstanding property, we use VRBO frequently and this is one of the most beautiful accommodations we've stayed in. Beautifully decorated and very clean. We enjoyed West Dundee and the restaurants and pubs on the main street."
United States
Joe M.
Charming Downtown Farmhouse Apartment #4
Fridge, microwave, oven, stovetop
Charming Downtown Farmhouse Apartment #1

Charming Downtown Farmhouse Apartment #1

West Dundee
10.0 out of 10, Exceptional, (12)
"This place has been done so well. A home away from home, close restaurants, beautiful walking friendly neighborhood. Can’t wait to return. "
United States
Anonymous traveller
Charming Downtown Farmhouse Apartment #1
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

2.0 star property
Schaumburg
10.0 out of 10, Exceptional, (2)
"My friendsoíøMolly & her husband Jeams were accommodating, kind, and responsive. They answered any and all questions I had before this day as well as while we were there. Each room came with an extra chair and a beautiful mirror that was perfect for outfit checks and selfies, and a TV. The beds were comfortable and there were extra pillows and towels ready for you to go whenever you need it. The TV was perfect for shows and movies and music. Everything is up to date, NEW, and simple to use. Even...
United States
Engelica S.
The price is NZ$878
includes taxes & fees
18 Nov - 19 Nov
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Fridge, microwave, oven, stovetop
Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom

Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom

Schaumburg
9.8 out of 10, Exceptional, (31)
"The stay at the property was very pleasant. The host was very responsive and checked in on us to ensure we had everything we needed during our time here. I would definitely recommend. "
United States
MJTrot 7.
The price is NZ$725
includes taxes & fees
16 Nov - 17 Nov
Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom
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, (5)
"We would stay here again because of Henry . He is passionate about his properties and ask us a keyword. What can I do better to make the next person’s experience even better?. He’s always trying to improve. That’s what makes us come back. Thank you, Henry."
United States
Michael D.
The price is NZ$975
includes taxes & fees
11 Dec - 12 Dec
4BR Near Woodfield Mall & Metra | LCP Collection
2 bedrooms, iron/ironing board, WiFi, bed sheets
Basement Suite, Separate-entrance in Prime Location

Basement Suite, Separate-entrance in Prime Location

Schaumburg
6.8 out of 10, (6)
"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 NZ$465
includes taxes & fees
16 Nov - 17 Nov
Basement Suite, Separate-entrance in Prime Location
Business Apartment, City View | Private kitchen
4BR Corporate Suite Central and Modern

4BR Corporate Suite Central and Modern

2.0 star property
Near North Side
10.0 out of 10, Exceptional, (8)
"Great location in Lincoln Park. Easy walk to several shops and restaurants. And about a 5 minute walk to the redline station (North/Clybourn). Very clean and quiet inside the unit. Building is very new. Room access through the Latch app is simple. I would definitely stay here again. The overall experience was excellent and my other guests would agree. "
United States
Phillip
The price is NZ$765
includes taxes & fees
16 Nov - 17 Nov
4BR Corporate Suite Central and Modern
Interior
Less is more! Pet friendly Tiny Home near Chicago!

Less is more! Pet friendly Tiny Home near Chicago!

Burr Ridge
10.0 out of 10, Exceptional, (33)
"Could not have picked a better place to stay. Location was grea,fenced in area fir the dogs was perfecy. "
United States
Christina S.
The price is NZ$312
includes taxes & fees
18 Nov - 19 Nov
Less is more! Pet friendly Tiny Home near Chicago!
Fridge, microwave, oven, stovetop
Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry

Downtown Chicago
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveller
The price is NZ$323
includes taxes & fees
2 Dec - 3 Dec
Sleek 1BR Apt w/ Laundry
Fridge, microwave, oven, stovetop
West Loop Living – Bright 1BR

West Loop Living – Bright 1BR

Downtown Chicago
10.0 out of 10, Exceptional, (1)
"Thorough and easy to follow parking and check in instructions. Clean apartment. "
United States
Kira V.
The price is NZ$315
includes taxes & fees
16 Nov - 17 Nov
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home

Downtown Chicago
9.4 out of 10, Exceptional, (3)
"Convenient location and clean place"
United States
David S.
The price is NZ$315
includes taxes & fees
17 Nov - 18 Nov
The One: A 1BR Stay That Feels Like Home
Fridge, microwave, oven, stovetop
Stylish 1BR in West Loop

Stylish 1BR in West Loop

Downtown Chicago
10.0 out of 10, Exceptional, (9)
"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"
United States
Jacob D.
The price is NZ$315
includes taxes & fees
19 Nov - 20 Nov
Stylish 1BR in West Loop
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

Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

10/10 Excellent
"Friendly staff "
Ian 1-night trip
Posted 7 hours ago
Comfort Suites Chicago O'Hare Airport

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 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 NZ$179 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. 

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