Northwest Chicago Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Northwest Chicago vacation rentals

A hotel room with a bed, a sofa, a small table with a plant, and a view of the dining area.

1. Spacious Creekside Suite Near Chicago

Spacious Creekside Suite Near Chicago
barrington hill
The price is CA $283
CA $296 total
includes taxes & fees
Nov 28 - Nov 29
Spacious Creekside Suite Near Chicago
A modern living room with a sofa, chairs, and a coffee table.

2. Family Home Near Legoland, Water Park & Woodfield

Family Home Near Legoland, Water Park & Woodfield
Schaumburg
9.8 out of 10, Exceptional, (28 reviews)
"Cozy atmosphere, great kitchen. Very much enjoyed the fact that there was a grill and fireplace. Will definitely recommend this place to people looking to visit the area. "
United States
Luke K.
The price is CA $247
CA $655 total
includes taxes & fees
Nov 18 - Nov 19
Family Home Near Legoland, Water Park & Woodfield
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

3. 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 $228
CA $519 total
includes taxes & fees
Nov 12 - Nov 13
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

4. ✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
9.4 out of 10, Exceptional, (3 reviews)
"Great place"
United States
Sthendall M.
The price is CA $183
CA $450 total
includes taxes & fees
Nov 16 - Nov 17
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
A modern living room with a dining area, a sofa, a TV, and a fireplace.

5. Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
Elgin
10.0 out of 10, Exceptional, (26 reviews)
"This was a great house with a beautiful property!"
United States
Malcolm S.
The price is CA $397
CA $754 total
includes taxes & fees
Nov 17 - Nov 18
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
A modern TopGolf facility with a prominent entrance, multiple levels, and a parking area.

6. Fun Family Stay Near O’Hare

Fun Family Stay Near O’Hare
Schaumburg
9.6 out of 10, Exceptional, (37 reviews)
"Host was amazing, house was clean and easy to access! "
United States
Central A.
The price is CA $278
CA $583 total
includes taxes & fees
Nov 10 - Nov 11
Fun Family Stay Near O’Hare
A room with a bed, a desk, a chair, a sofa, and a lamp.

7. 124 Lofts #2 - Downtown Dundee - Walk to Dining

124 Lofts #2 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (24 reviews)
"It was an absolute beautiful place and I’d stay again if I’m ever in the area."
United States
steve m.
The price is CA $246
CA $287 total
includes taxes & fees
Dec 3 - Dec 4
124 Lofts #2 - Downtown Dundee - Walk to Dining
A staircase with a wooden handrail and black metal railings, leading to an upper floor.

8. Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (52 reviews)
"Incredible host and property."
United States
John V.
The price is CA $247
CA $347 total
includes taxes & fees
Nov 15 - Nov 16
Riverfront rental
A hotel room with a bed, a desk, a lamp, a TV, and a framed artwork.

9. 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)
"Fantastic hosts, fantastic spot!"
United States
Haggard A.
The price is CA $270
CA $314 total
includes taxes & fees
Nov 15 - Nov 16
124 Lofts #1 - Downtown Dundee - Walk to Dining
A wicker tray with a pitcher and glasses on a wooden table on a porch.

10. Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay at the Kildahl House! It is clean, cozy, charming. The location is perfect and accessible to to the river and downtown. I loved the connections Andy and Suzanne have made with local businesses to make your stay even more enjoyable!"
United States
Elise L.
The price is CA $311
CA $366 total
includes taxes & fees
Dec 7 - Dec 8
Kildahl House - Boutique Farmhouse Suite #1
A wicker tray with a pitcher and glasses on a wooden table on a porch.

11. Kildahl House - Boutique Farmhouse Suite #4

Kildahl House - Boutique Farmhouse Suite #4
West Dundee
10.0 out of 10, Exceptional, (20 reviews)
"We really enjoyed our stay. We have so much family in IL - it was nice to have dinner with a few of them right at our 'home' away from home and not eat out every night. Make sure everyone knows there are a LOT of stairs - so that everyone from the toddler to the 94 yr old that visits knows they are going to 'climb'... :)"
United States
M/M P.
The price is CA $311
CA $366 total
includes taxes & fees
Dec 6 - Dec 7
Kildahl House - Boutique Farmhouse Suite #4
A modern kitchen with a marble countertop, stainless steel appliances, and light wood flooring.

12. 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 CA $206
CA $556 total
includes taxes & fees
Nov 10 - Nov 11
3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare
A modern living room with a sofa, a coffee table, and a view of the outdoors.

13. 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, (12 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveller
The price is CA $478
CA $765 total
includes taxes & fees
Nov 10 - Nov 11
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
A large brick building with a spacious lawn and a tree in the foreground.

14. Barrington Meadows Wedding Venue & Farm: Where Dreams Come True

Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
Barrington
The price is CA $4,238
CA $8,276 total
includes taxes & fees
Nov 10 - Nov 11
Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
A Cadillac SUV parked on a paved driveway with a gated entrance, surrounded by trees with autumn foliage.

15. Perfect Family Getaway: Spacious 5BR Home in Barrington

Perfect Family Getaway: Spacious 5BR Home in Barrington
Barrington
The price is CA $1,060
CA $4,921 total
includes taxes & fees
Nov 10 - Nov 11
Perfect Family Getaway: Spacious 5BR Home in Barrington
A bedroom with a brick wall, a bed, a desk, and a window with a view.

16. 124 Lofts #4 - Downtown Dundee - Walk to Dining

124 Lofts #4 - Downtown Dundee - Walk to Dining
West Dundee
9.8 out of 10, Exceptional, (20 reviews)
"Wonderful loft, highly recommend!"
United States
Bret V.
The price is CA $278
CA $325 total
includes taxes & fees
Nov 10 - Nov 11
124 Lofts #4 - Downtown Dundee - Walk to Dining
A bedroom with a brick wall, a bed, a desk, a TV, and a window.

17. 124 Lofts #3 - Downtown Dundee - Walk to Dining

124 Lofts #3 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (28 reviews)
"Lovely stay! Great location!"
United States
David K.
The price is CA $278
CA $325 total
includes taxes & fees
Nov 10 - Nov 11
124 Lofts #3 - Downtown Dundee - Walk to Dining
A wicker tray with a pitcher and glasses on a wooden table on a porch.

18. Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (19 reviews)
"I would stay here again in a heartbeat!"
United States
Rebecca R.
The price is CA $311
CA $366 total
includes taxes & fees
Dec 6 - Dec 7
Kildahl House - Boutique Farmhouse Suite #2
A wicker tray with a pitcher and glasses on a wooden table on a porch.

19. Kildahl House - Boutique Farmhouse Suite #3

Kildahl House - Boutique Farmhouse Suite #3
West Dundee
10.0 out of 10, Exceptional, (23 reviews)
"Excellent place will definitely be back, the owners seem like great people as well"
United States
George N.
The price is CA $311
CA $366 total
includes taxes & fees
Dec 7 - Dec 8
Kildahl House - Boutique Farmhouse Suite #3
A building with a stone facade and a large window displaying the text 'LAUNDRY MAT'.

20. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, Exceptional, (289 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveller
The price is CA $88
CA $106 total
includes taxes & fees
Dec 1 - Dec 2
King Bed Non-Smoking
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

A building with a stone facade, outdoor seating, and string lights.
Holiday Inn Express & Suites Chicago Schaumburg by IHG

Holiday Inn Express & Suites Chicago Schaumburg by IHG

Holiday Inn Express & Suites Chicago Schaumburg by IHG
Schaumburg

10/10 Excellent

every thing iclean and breakfast is also good with proper supply
Canada
Nida
Reviewed September 11, 2026
Holiday Inn Express & Suites Chicago Schaumburg by IHG

Find out more about Northwest Chicago

Everything you need to know about Northwest Chicago vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Northwest Chicago vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Northwest Chicago vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Northwest Chicago vacation rentals we have selected for you start as low as CA $207 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 vacation 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 vacation.

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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