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Compare 389 Vacation Homes in Northwest Chicago with updated reviews, rates, and availability.

Eddy House, Roscoe Village Hideaway

10.0 out of 10, Exceptional, (5)
"Great house . "
Eddy House, Roscoe Village Hideaway

New Your Home Away From Home! - Near Great Lakes Naval Base!!

9.4 out of 10, Exceptional, (20)
"This was my first booking with VRBO, we were in Chicago for my niece's Navy graduation. Sam, the host, was extremely communicative. I had sent him a question in the inbox and he called me within 3 minutes. The property is spacious, only 4 minutes from base and very close to a multitude of restaurants. Very clean, kitchen was not lacking in glasses / plates / accessories. We had a wonderful stay and I highly recommend Sam's house. Thank you again, Sam!!"
New Your Home Away From Home! - Near Great Lakes Naval Base!!

Your Next Vacation Home

9.8 out of 10, Exceptional, (30)
"Very clean, extremely nice home. "
The price is AED 569
AED 1,076 total
includes taxes & fees
9 Feb - 10 Feb
Your Next Vacation Home

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (48)
"This home was clean, comfortable, spacious and inviting. Michael met us to provide key and a review of all the home offered. Spacious pantry and kitchen had everything we needed for entertaining. The large dining table and comfy couches were perfect for enjoying the football game Everone complimented the home’s beauty and lovely backyard setting. Would highly recommend and we will be back. Thank you!"
Breathtaking home close to Schaumburg, Chicago

IVP Manor House Close to Lake Beach & Naval Base

9.6 out of 10, Exceptional, (51)
"We needed a good centralized location for Thanksgiving with our relatives. This house was the perfect location, was very spacious, very clean, and comfortable beds and pillows. Would definitely stay again, thank you for your hospitality! "
IVP Manor House Close to Lake Beach & Naval Base

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (52)
"This property was in a great location! Easy to find and central to make getting to the surrounding cities super easy. The property was easy to access, which was my number one worry, and we had a fantastic time with our stay. Thank you, Amanda!"
Spacious open concept home w/ game room + firepit

3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY

10.0 out of 10, Exceptional, (73)
"This property is in a great location that is quiet and convenient. The property was extremely clean and had essentials for our stay. This property was a great option for our family to stay together and there was plenty of room for all 6 of us adults. Fantastic place. Most definitely would stay again!!!"
3BD/2BA DUAL LEVEL WITH FAMILY ROOM KING BED/LAUNDRY ROOM- IDEAL 4 EXTENDED STAY

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

10.0 out of 10, Exceptional, (39)
"We stayed here in January to visit some family and enjoy the city. The location of this place is amazing. its right downtown , very walkable to everything. The parking is great, with the 2 car garage it was heaven for being in the city. The property is so nice. Its massive. upstairs and downstairs ; with room for so many people. We ended up only have four people ; and just loved it. The living room is so cozy, with the fireplace and sofas, the property was perfect. Matches all the...
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!

Spacious / New Home - 8BD/4BTH - Sleeps 16 + Garage!

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

10.0 out of 10, Exceptional, (16)
"In a quiet part of town, very spacious and clean"
The price is AED 1,833
AED 3,493 total
includes taxes & fees
9 Feb - 10 Feb
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

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

9.6 out of 10, Exceptional, (7)
"Stayed here for a week while attending a festival and central downtown location was good. Having the garage was very helpful but suggest you have a small car as the garages are very shallow. Common area with kitchen and TV is very spacious for lounging"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

Roxan Corner

8.4 out of 10, Very Good, (31)
"We were very pleased with the location of the home. The property seemed to be well maintained and accomodating. The only downfall was that it seemed very pricey for the time of year"
Roxan Corner

Cheery 2+bedroom home with free parking on premises

9.8 out of 10, Exceptional, (33)
"Third time staying at this property. Great property and location. "
Cheery 2+bedroom home with free parking on premises

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.8 out of 10, Excellent, (20)
"Great place! Plenty of room. It was convenient and a nice community. It was cold while we were there and were not able to use outdoor kitchen.Our son was graduating from Navy Bootcamp and it was a very short drive to graduation. Plenty of restaurants close by."
Riverfront Libertyville Retreat w/ Outdoor Kitchen

Berwyn Beauty

10.0 out of 10, Exceptional, (13)
"Amazing... location, price, amenities, etc."
Berwyn Beauty

Stunning 4-bedroom 4-bath building in Wicker Park! + Parking

Stunning 4-bedroom 4-bath building in Wicker Park! + Parking

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

9.4 out of 10, Exceptional, (33)
"The house was very clean and spacious. A lot of activities to do "
The price is AED 1,583
AED 4,774 total
includes taxes & fees
10 Feb - 11 Feb
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (30)
"Location is great, size of the house is great with queen beds in all room and even one with a King bed. Basement was very cold, ( it’s winter) so that bedroom was not used but wasn’t needed anyways. The house needs a really good cleaning especially the kitchen especially the cabinets. Also coffee maker is tiny, doesn’t make sense considering the size of the house. Ironing board had no cover just metal frame, kitchen was not stocked properly for the size of the house. Loved the fact there was...
Stunning / Spacious 6BD Home + garage - Bucktown!

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

4.0 star property
9.4 out of 10, Exceptional, (38)
"Numerous problems that owner tried to fix-no wi-fi, no ac, broken upstairs dishwasher, basement flooded when we used downstairs washing machine. Place had not been cleaned prior to check in, trash sack in entry way, litter on floor, mop on back steps. Great location."
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
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

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (252)
"Enjoyed My Stay."
The price is AED 415
AED 487 total
includes taxes & fees
27 Feb - 28 Feb
Sonder Market Hall

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (137)
"Need better sound insulation "
The price is AED 461
AED 541 total
includes taxes & fees
18 Feb - 19 Feb
Sonder The Burnham Apartments

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (127)
"Loved it, nice, easy and simple check in! Quiet, was clean and cozy too! Felt good to get away and chill in a little place that felt like a new apartment!"
The Neighborhood Hotel-Little Italy
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.