Northwest Chicago Vacation Rentals from ￥12,686: Search Short-Term Rentals

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Our top choices for Northwest Chicago vacation rentals

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

streamwood

Richard W.

￥66,035 total

includes taxes & fees

Sep 13 - Sep 14

2. Game Room Getaway Near O’Hare

Schaumburg

Central A.

￥72,429 total

includes taxes & fees

Oct 6 - Oct 7

3. 1 Mi to Dtwn Elgin: Dutch Colonial w/ Lovely Patio

Elgin

￥90,669 total

includes taxes & fees

Sep 21 - Sep 22

4. Riverfront rental

South Elgin

John V.

￥39,760 total

includes taxes & fees

Oct 1 - Oct 2

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

Barrington

￥870,135 total

includes taxes & fees

Sep 24 - Sep 25

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

Barrington

￥561,447 total

includes taxes & fees

Sep 12 - Sep 13

1 bedroom, desk, iron/ironing board, WiFi

7. 124 Lofts #4 - Downtown Dundee - Walk to Dining

West Dundee

Shannon

￥37,205 total

includes taxes & fees

Sep 13 - Sep 14

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

Elgin

Jennifer D.

￥67,329 total

includes taxes & fees

Oct 1 - Oct 2

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Top Northwest Chicago Hotel Reviews

DoubleTree by Hilton Chicago - North Shore Conference Center

10/10 Excellent

"Always good stay for short trips"

Embassy Suites by Hilton Chicago O'Hare Rosemont

8/10 Good

"It is an outdated hotel, It requrires more renovations. Breakfast was perfectly fine. Airport Shuttle was very good and convenient. Staffs are very kind and wonderful. I had no issue with people. Very roommy But, Beds are old. Shower and Sink clogging..."

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"Chataun got us checked in and explained where everything was and what we could expect for the restaurant and breakfast along with parking. Our room was immaculate. Loved the balconies! We spent a lot of our time out there. Very close to great places to eat! Very impressed with the property and the restaurant Rye. The drinks were amazing and Ting took very good care of us at the bar. Recommend the margarita. Yum! If you’re going to Chicago and don’t want to stay in the hustle of downtown, this was a nice stay. Still close to plenty and convenient to motor ways."

Hilton Chicago O'Hare Airport

10/10 Excellent

"It really is worth the extra cost to stay at this hotel if you have a very early flight or get in on a late flight and need a place to stay. It is literally across the street from the airport. There is a way to walk to the terminal undercover if it’s raining but if the weather is clear, you can walk 2 mins and be from hotel lobby to terminal. And leaving your car here while traveling is a bit pricey but you can at least cut that cost in half if you buy it through an airport parking app and it could not be more easy and you get valet service as a bonus."

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Check prices for these dates

Our top choices for Northwest Chicago vacation rentals

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

2. Game Room Getaway Near O’Hare

3. 1 Mi to Dtwn Elgin: Dutch Colonial w/ Lovely Patio

4. Riverfront rental

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

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

7. 124 Lofts #4 - Downtown Dundee - Walk to Dining

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

9. 124 Lofts #1 - Downtown Dundee - Walk to Dining

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

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

12. Kildahl House - Boutique Farmhouse Suite #1

13. Kildahl House - Boutique Farmhouse Suite #2

14. 124 Lofts #3 - Downtown Dundee - Walk to Dining

15. 3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare

16. 124 Lofts #2 - Downtown Dundee - Walk to Dining

17. Kildahl House - Boutique Farmhouse Suite #4

18. Kildahl House - Boutique Farmhouse Suite #3

19. The Gem Museum Suites

20. Just remodeled apartment close to airport and mall

Find vacation rentals that suit your style

Top Northwest Chicago Hotel Reviews

DoubleTree by Hilton Chicago - North Shore Conference Center

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