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Northwest Chicago Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Northwest Chicago vacation rentals

A modern living room with a sofa, chairs, and a coffee table.

1. 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 ￥21,237
￥68,549 total
includes taxes & fees
Nov 2 - Nov 3
Family Home Near Legoland, Water Park & Woodfield
A modern TopGolf facility with a prominent entrance, multiple levels, and a parking area.

2. Family Getaway Near O’Hare

Family Getaway 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 ￥32,572
￥69,584 total
includes taxes & fees
Nov 9 - Nov 10
Family Getaway Near O’Hare
A modern living room with a sofa, a coffee table, and a view of the outdoors.

3. 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, (11 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveler
The price is ￥53,085
￥93,040 total
includes taxes & fees
Oct 27 - Oct 28
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
A bedroom with a brick wall, a bed, a desk, and a window with a view.

4. 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)
"Awesome loft. Perfect for an overnight stay. Convenient parking and lots of restaurants to choose from."
United States
Shannon
The price is ￥28,550
￥35,967 total
includes taxes & fees
Nov 9 - Nov 10
124 Lofts #4 - Downtown Dundee - Walk to Dining
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

5. 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 ￥25,531
￥60,541 total
includes taxes & fees
Nov 2 - Nov 3
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
A modern living room with a dining area, a sofa, a TV, and a fireplace.

6. 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, (25 reviews)
"This was a great house with a beautiful property!"
United States
Malcolm S.
The price is ￥35,296
￥78,140 total
includes taxes & fees
Oct 27 - Oct 28
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
A wicker tray with a pitcher and glasses on a wooden table on a porch.

7. 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 ￥32,786
￥41,541 total
includes taxes & fees
Oct 27 - Oct 28
Kildahl House - Boutique Farmhouse Suite #1
A cozy living room with a sectional sofa, a wooden coffee table, and a fireplace.

8. Spacious Creekside Suite Near Chicago

Spacious Creekside Suite Near Chicago
barrington hill
The price is ￥40,734
￥46,943 total
includes taxes & fees
Oct 31 - Nov 1
Spacious Creekside Suite Near Chicago
A wicker tray with a pitcher and glasses on a wooden table on a porch.

9. Kildahl House - Boutique Farmhouse Suite #3

Kildahl House - Boutique Farmhouse Suite #3
West Dundee
10.0 out of 10, Exceptional, (23 reviews)
"We had a really nice stay. The place was clean and quiet. We walked around the river in the evening with our 2 dogs. Lots of restaurants in walking distance. Would stay again if ever back in the area. Thank you!!"
United States
Jennifer W.
The price is ￥32,786
￥41,208 total
includes taxes & fees
Nov 1 - Nov 2
Kildahl House - Boutique Farmhouse Suite #3
A staircase with a wooden handrail and black metal railings, leading to an upper floor.

10. Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (51 reviews)
"Incredible host and property."
United States
John V.
The price is ￥27,452
￥40,398 total
includes taxes & fees
Nov 1 - Nov 2
Riverfront rental
A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

11. ✨ 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 ￥19,326
￥53,067 total
includes taxes & fees
Nov 2 - Nov 3
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
A hotel room with a bed, a desk, a lamp, a TV, and a framed artwork.

12. 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 ￥27,766
￥34,922 total
includes taxes & fees
Nov 15 - Nov 16
124 Lofts #1 - Downtown Dundee - Walk to Dining
A modern kitchen with a marble countertop, stainless steel appliances, and light wood flooring.

13. 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 ￥24,378
￥65,735 total
includes taxes & fees
Nov 9 - Nov 10
3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare
A room with a bed, a desk, a chair, a sofa, and a lamp.

14. 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 ￥30,276
￥38,066 total
includes taxes & fees
Oct 27 - Oct 28
124 Lofts #2 - Downtown Dundee - Walk to Dining
A bedroom with a brick wall, a bed, a desk, a TV, and a window.

15. 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 ￥30,276
￥38,397 total
includes taxes & fees
Oct 27 - Oct 28
124 Lofts #3 - Downtown Dundee - Walk to Dining
A wicker tray with a pitcher and glasses on a wooden table on a porch.

16. Kildahl House - Boutique Farmhouse Suite #4

Kildahl House - Boutique Farmhouse Suite #4
West Dundee
10.0 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay and the host was very welcoming and easy to work with!"
United States
Kevin B.
The price is ￥32,786
￥41,541 total
includes taxes & fees
Oct 27 - Oct 28
Kildahl House - Boutique Farmhouse Suite #4
A large brick building with a spacious lawn and a tree in the foreground.

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

Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
Barrington
The price is ￥470,610
￥977,550 total
includes taxes & fees
Oct 27 - Oct 28
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.

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

Perfect Family Getaway: Spacious 5BR Home in Barrington
Barrington
The price is ￥117,653
￥574,949 total
includes taxes & fees
Oct 27 - Oct 28
Perfect Family Getaway: Spacious 5BR Home in Barrington
A wicker tray with a pitcher and glasses on a wooden table on a porch.

19. 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 ￥32,786
￥41,208 total
includes taxes & fees
Oct 28 - Oct 29
Kildahl House - Boutique Farmhouse Suite #2
A modern kitchen with white cabinetry, a stainless steel sink, a built-in oven, and a microwave.

20. Just remodeled apartment close to airport and mall

Just remodeled apartment close to airport and mall
Elk Grove Village
9.4 out of 10, Exceptional, (22 reviews)
"Great place! "
United States
Isabella T.
The price is ￥22,589
￥43,799 total
includes taxes & fees
Oct 27 - Oct 28
Just remodeled apartment close to airport and mall
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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Very clean and well-maintained hotel. Breakfast selection was very nice and varied, with lots of fruits and vegetables as well as proteins and carbs."
Susan 2-night trip
Posted less than an hour ago
Hyatt Regency O'Hare Chicago

Find out more about Northwest Chicago

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