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Compare 423 Vacation Homes in Northwest Chicago with updated reviews, rates, and availability.

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

10.0 out of 10, Exceptional, (4)
"This is a very nice property in an up and coming neighborhood. The house is multilevel with three spacious bedrooms (two with ensuite bathrooms). As a bonus, the house has a garage opening onto an alleyway. Everything was very clean, bright and well appointed. The property is located in an up and coming neighborhood very convenient to good el lines and only a couple of blocks from a wonderful coffee place we used every day during our stay. Everything with the property went well and we would stay...
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Cozy Wauk-Townhse near navy base

2.0 star property
Cozy Wauk-Townhse near navy base

Roxan Corner

8.4 out of 10, Very Good, (28)
"Just what I needed. The property was clean and the neighborhood is quiet. I would definitely stay again."
Roxan Corner

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (71)
"Plenty of space. Great location. We enjoyed our stay very much. My only suggestion would be go in the day before guest check in and make sure everything smells and looks clean. "
Furnished Private home in Aurora sleeps 9 guests

Spacious Deck & Balcony, Game Area, Garage

10.0 out of 10, Exceptional, (3)
"It was amazing staying here "
The price is SAR 895
SAR 2,082 total
includes taxes & fees
2 Dec - 3 Dec
Spacious Deck & Balcony, Game Area, Garage

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

10.0 out of 10, Exceptional, (118)
"We were a group of 20 family members coming from all over the country for a wedding just a few blocks away. There was room for everyone, plus hairdryers, ironing board, iron, etc. needed to prepare for the big day. Target and Aldi, train station, and several coffee shops and restaurants, and parks within close walking distance made this the perfect location. Everyone loved staying here. We had good weather for porch sitting, and gathering outside after dark. Very helpful and available hosts too ...
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

Fox River Retreat

9.8 out of 10, Exceptional, (22)
"Great place and location to stay. After a long day of work it was nice to come back to a quite getaway to relax"
Fox River Retreat

Cheery 2+bedroom home with free parking on premises

9.8 out of 10, Exceptional, (32)
"My husband and I spent a week here with our three dogs while in town for a family wedding. I was able to work from home while my husband took the CTA into the Chicago office of his company. The home was lovely and well stocked with everything that we needed for a week away from home. Would highly recommend."
Cheery 2+bedroom home with free parking on premises

Desirable chic home in a Prime Location!

9.0 out of 10, Wonderful, (2)
"My coworker and I stayed at this property for a work trip. The house was clean and modern, provided a bathroom for each of us, and was within walking distance of our company office in parkview plaza."
Desirable chic home in a Prime Location!

LUXE 3 BR, 2 BA + Hot Tub

8.8 out of 10, Excellent, (15)
"Older property which matched description well. Comfortably fit 5 adults and teens for 4 night stay. Quiet neighborhood even though it is right next to highway. Grocery store within a few mins. We traveled several times to downtown Chicago and Rosemont without issues (other than normal chicago traffic). There are stairs from any entrance, so just be prepared if you have a heavy cooler like we did. :) Could have been a bit cleaner, but that would not stop me from staying again. The host...
The price is SAR 1,033
SAR 1,711 total
includes taxes & fees
4 Dec - 5 Dec
LUXE 3 BR, 2 BA + Hot Tub

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (27)
"I invited 5 guest to join me in Chicago for a birthday trip. This home is perfectly located between MDW and ORD. We had no trouble getting to our activities, great restaurants, downtown, or quick stores (Target, CVS, etc). The layout of the home is perfect with rooms and bathrooms on each level. The homeowner is also a wonderful communicator, great at responding. We had no trouble getting a hold of them prior to the trip or during the trip. Highly recommend! "
Stunning / Spacious 6BD Home + garage - Bucktown!

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (162)
"Very clean and well maintained. Would stay again for sure. "
Historic home with easy access to Chicago

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (48)
"Our family of 4 had a wonderful stay here! Great neighborhood and a spacious home! The beds were super comfy & the home was decorated nicely! Thank you for having us Amanda! We’ll be back :) "
Spacious open concept home w/ game room + firepit

Comforting Retreat Near Woodfield Mall by RedAwning

9.4 out of 10, Exceptional, (10)
"Nice place to stay, will definitely stay again. "
Comforting Retreat Near Woodfield Mall by RedAwning

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.2 out of 10, Wonderful, (7)
"The house was good, plenty of space. The steps were hard to get up and down but the upstairs was a nice space. House had a bit of a musty odor and the windows could use a cleaning. One night while watching a movie, we received a text stating we were had a loud party and to keep it down. They must have big brother watching us as the only party going on that night was in the movie. Overall the house was close to the city but in a nice Neiborhood. Having a fenced yard with off street parking...
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

Pet-Friendly Bartlett Farmhouse w/ Deck!

9.6 out of 10, Exceptional, (5)
"My mother and aunt LOVED the decor."
Pet-Friendly Bartlett Farmhouse w/ Deck!

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (43)
"Great house in a great locations. Beautiful backyard with ample room and swing set for the kids. The rooms are big with very comfortable beds. Love the house. "
Breathtaking home close to Schaumburg, Chicago

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

10.0 out of 10, Exceptional, (19)
"Beautiful, spacious, light-filled carraige house in a gorgeous historical neighborhood. Close to beach, shops, cafes. Janet was very accommodating and very hospitable. We loved it!"
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

Discover Wheaton's charm.

9.8 out of 10, Exceptional, (8)
"An exceptional place to stay. We felt very welcome. Plenty of room both indoors and out. Host is very responsive, respectful, and accommodating!"
Discover Wheaton's charm.
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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Other property types in Northwest Chicago

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

10.0 out of 10, Exceptional, (22)
"We had 5 people stay. 3 bedrooms and the two couches that fold out into beds. We hung out on the deck each night, but never ended up using the fire pit. Was a warm night anyway. Great stay. "
The price is SAR 862
SAR 1,683 total
includes taxes & fees
2 Dec - 3 Dec
Game room+King Bed+WiFi+Near Chicago & O’Hare

Riverfront rental with fun activities

10.0 out of 10, Exceptional, (22)
"Great place, awesome host. Would definitely recommend. "
The price is SAR 563
SAR 840 total
includes taxes & fees
1 Dec - 2 Dec
Riverfront rental with fun activities

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (208)
"Easiest check in and check out process "
The price is SAR 312
SAR 367 total
includes taxes & fees
24 Dec - 25 Dec
Sonder Market Hall
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.