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Northwest Chicago Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Northwest Chicago vacation rentals

Private kitchen

1. 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 ￥33,619
￥71,418 total
includes taxes & fees
Aug 31 - Sep 1
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Exterior

2. Near Chicago&O’Hare/King Bed/WiFi+Game room

Near Chicago&O’Hare/King Bed/WiFi+Game room
Schaumburg
9.6 out of 10, Exceptional, (35 reviews)
"Host was amazing, house was clean and easy to access! "
United States
Central A.
The price is ￥34,170
￥73,033 total
includes taxes & fees
Sep 21 - Sep 22
Near Chicago&O’Hare/King Bed/WiFi+Game room
Living area

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

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Schaumburg
9.8 out of 10, Exceptional, (9 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveler
The price is ￥50,428
￥91,113 total
includes taxes & fees
Aug 31 - Sep 1
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Interior

4. Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (49 reviews)
"Cozy home, perfect for a relaxting time away "
United States
Phoenicia
The price is ￥29,617
￥43,604 total
includes taxes & fees
Sep 1 - Sep 2
Riverfront rental
Room

5. 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 ￥29,136
￥37,043 total
includes taxes & fees
Aug 31 - Sep 1
124 Lofts #1 - Downtown Dundee - Walk to Dining
Property grounds

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

Perfect Family Getaway: Spacious 5BR Home in Barrington
Barrington
The price is ￥120,068
￥581,956 total
includes taxes & fees
Aug 31 - Sep 1
Perfect Family Getaway: Spacious 5BR Home in Barrington
Exterior

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

Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
Barrington
The price is ￥432,243
￥917,977 total
includes taxes & fees
Sep 11 - Sep 12
Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
Room

8. 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 ￥29,136
￥37,043 total
includes taxes & fees
Sep 1 - Sep 2
124 Lofts #3 - Downtown Dundee - Walk to Dining
Property grounds

9. Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Always a pleasure to stay here when visiting my son!"
United States
Jen C.
The price is ￥33,459
￥42,563 total
includes taxes & fees
Aug 31 - Sep 1
Kildahl House - Boutique Farmhouse Suite #2
Private kitchen

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

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
8.0 out of 10, Very Good, (1 review)
"Everything was great except not enough pots n pans and ac unit is very loud."
United States
Phuong N.
The price is ￥23,181
￥59,179 total
includes taxes & fees
Sep 8 - Sep 9
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Property grounds

11. Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (17 reviews)
"This is a lovely place to call “home base” while visiting Chicago and surrounding communities. Comfortable, clean, quiet and nicely decorated. My little dogs even had a welcome basket! I wish I could have stayed a bit longer"
United States
Thea
The price is ￥30,897
￥39,355 total
includes taxes & fees
Sep 23 - Sep 24
Kildahl House - Boutique Farmhouse Suite #1
Private kitchen

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 ￥34,291
￥78,588 total
includes taxes & fees
Sep 29 - Sep 30
3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare
Room

13. 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 ￥29,136
￥37,043 total
includes taxes & fees
Aug 31 - Sep 1
124 Lofts #4 - Downtown Dundee - Walk to Dining
Room

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, (23 reviews)
"Clean, cozy and a very nice central location for our trip around"
United States
Zachary K.
The price is ￥30,897
￥39,355 total
includes taxes & fees
Sep 6 - Sep 7
124 Lofts #2 - Downtown Dundee - Walk to Dining
Property grounds

15. Kildahl House - Boutique Farmhouse Suite #3

Kildahl House - Boutique Farmhouse Suite #3
West Dundee
10.0 out of 10, Exceptional, (22 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 ￥33,459
￥42,563 total
includes taxes & fees
Sep 1 - Sep 2
Kildahl House - Boutique Farmhouse Suite #3
Property grounds

16. Kildahl House - Boutique Farmhouse Suite #4

Kildahl House - Boutique Farmhouse Suite #4
West Dundee
10.0 out of 10, Exceptional, (19 reviews)
"We were in town for two granddaughters high school graduations and stayed eight days at the Kildahl House. It is an amazing place to stay with comforts of home. Furnishings were tastefully done, climate easily controlled and the bed was so comfortable. We will be staying here again!"
United States
Robert W.
The price is ￥33,459
￥42,563 total
includes taxes & fees
Sep 1 - Sep 2
Kildahl House - Boutique Farmhouse Suite #4
Restaurant

17. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (232 reviews)
"Great location and newly remodeled, clean rooms."
United States
Brian
The price is ￥34,003
￥38,926 total
includes taxes & fees
Aug 31 - Sep 1
The Gem Museum Suites
Exterior

18. Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
10.0 out of 10, Exceptional, (2 reviews)
"From booking to leaving, the experience here was amazing and easy to navigate. Great building and I have never had a more communicative host situation. Would gladly book again."
United States
Erin G.
The price is ￥66,277
￥133,347 total
includes taxes & fees
Sep 28 - Sep 29
Envitae Hotel, 4BR Modern Sleek Apartment
Room

19. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (21 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is ￥20,492
￥28,008 total
includes taxes & fees
Aug 31 - Sep 1
LIVN West Loop Chicago Queen Superior Studio
Interior

20. Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
9.6 out of 10, Exceptional, (8 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.
The price is ￥39,062
￥111,637 total
includes taxes & fees
Sep 2 - Sep 3
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.
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Top Northwest Chicago Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent
"I stayed at this hotel while I was in town for the BTS concert recently. It was very clean and the concierge at the front desk was so helpful. I’ve never been to Chicago and my parents had only ever flew into Chicago to connect to another flight years ago. We had never been to Soldier Field stadium and she gave us an estimate of how long it would take to get there. I booked two rooms for myself and my parents and thankfully we had rooms on the same floor right across the hall from each other. I’d definitely stay there again if ever I go back."
Faith 2-night trip
Posted less than an hour ago
Holiday Inn Chicago – Midway Airport S by IHG

Find out more about Northwest Chicago

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