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Check prices for these dates

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Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Northwest Side Villas

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Recommended hotels in Northwest Side

Pine Beam Sloth Apartment next to Blue Line
Smart TV, stereo

Pine Beam Sloth Apartment next to Blue Line

2.0 star property
10.0 out of 10, Exceptional, (3)
"Amazing stay! So comfortable, clean, and the sushi underneath was the icing on the cake! We will definitely stay again when we come back! "
The price is CA $281
CA $491 total
includes taxes & fees
Aug 29 - Aug 30
Pine Beam Sloth Apartment next to Blue Line
Huge Projector and Designated Workspace - Near Wrigley!
2 bedrooms, desk, iron/ironing board, free WiFi

Huge Projector and Designated Workspace - Near Wrigley!

The price is CA $81
CA $390 total
includes taxes & fees
Aug 18 - Aug 19
Huge Projector and Designated Workspace - Near Wrigley!
Fitness Pad: Stylish 2BR with Gym in Chicago
Fridge, microwave, oven, stovetop

Fitness Pad: Stylish 2BR with Gym in Chicago

8.0 out of 10, Very good, (1)
The price is CA $87
CA $396 total
includes taxes & fees
Aug 18 - Aug 19
Fitness Pad: Stylish 2BR with Gym in Chicago
2BR w/ Workspace + Coffee Bar • Near Transit
Smart TV

2BR w/ Workspace + Coffee Bar • Near Transit

The price is CA $85
CA $509 total
includes taxes & fees
Aug 26 - Aug 27
2BR w/ Workspace + Coffee Bar • Near Transit
Chic Studio in Heart of Chicago
Fridge, oven, stovetop, coffee/tea maker

Chic Studio in Heart of Chicago

The price is CA $122
CA $274 total
includes taxes & fees
Aug 19 - Aug 20
Chic Studio in Heart of Chicago
Harmonious 2BR Apartment
Fridge, microwave, oven, coffee/tea maker

Harmonious 2BR Apartment

10.0 out of 10, Exceptional, (1)
"The host was available and helpful at check-in. The 2 bedroom apartment was clean and well stocked. We felt safe and at home. We slept well. We did not notice any street noise at night. We had more than we epected and everything we needed.It might be helpful to color code the keys with nail polish or something. The three locks to get into the unit felt like a struggle because we needed a quick turn around time between events. Otherwise, it was a great stay!!"
The price is CA $129
CA $302 total
includes taxes & fees
Aug 19 - Aug 20
Harmonious 2BR Apartment
Warm & Inviting 2BR Apt
2 bedrooms, iron/ironing board, WiFi, bed sheets

Warm & Inviting 2BR Apt

10.0 out of 10, Exceptional, (2)
"Comfortable beds, great location"
The price is CA $122
CA $297 total
includes taxes & fees
Sep 2 - Sep 3
Warm & Inviting 2BR Apt
Comfy Studio in Portage Park- Great Value!
Iron/ironing board, travel crib, WiFi

Comfy Studio in Portage Park- Great Value!

The price is CA $122
CA $260 total
includes taxes & fees
Aug 19 - Aug 20
Comfy Studio in Portage Park- Great Value!
Chicago 1BR: Stylish Stay with Workspace
Fridge, microwave, oven, stovetop

Chicago 1BR: Stylish Stay with Workspace

9.4 out of 10, Exceptional, (3)
"Overall very nice and parking was easy to find"
The price is CA $80
CA $385 total
includes taxes & fees
Aug 21 - Aug 22
Chicago 1BR: Stylish Stay with Workspace
Cozy 1-Bedroom Apartment - Sunnyside 2N
Fridge, microwave, oven, stovetop

Cozy 1-Bedroom Apartment - Sunnyside 2N

10.0 out of 10, Exceptional, (1)
"The place was great! It's stocked with the basics, bed and couch are comfy, and everything is clean. There were only a handful of times when I heard the upstairs neighbor, but nothing too crazy. The neighborhood itself is very cute and quiet, with good food and stores within walking distance. Street parking was easy. Thank you! "
The price is CA $123
CA $280 total
includes taxes & fees
Aug 25 - Aug 26
Cozy 1-Bedroom Apartment - Sunnyside 2N
Homey 2BR Apt w/ Parking
Fridge, oven, stovetop, toaster

Homey 2BR Apt w/ Parking

10.0 out of 10, Exceptional, (1)
"Overall 5 stars, parking was easy, safe location, kitchen equipped with everything we needed, grocery and coffee very close! Had a small issue that was user error and the owners responded quickly. I appreciated the quick response and patience. Our next trip to Chicago we will book this apartment again if it’s available for our dates. I highly recommend this place. "
The price is CA $123
CA $296 total
includes taxes & fees
Sep 15 - Sep 16
Homey 2BR Apt w/ Parking
2BR Traveler's Favorite, Modern and Clean
Desk, iron/ironing board, travel crib, free WiFi

2BR Traveler's Favorite, Modern and Clean

The price is CA $79
CA $501 total
includes taxes & fees
Aug 26 - Aug 27
2BR Traveler's Favorite, Modern and Clean
Bright Spaced 3BR Furnished Stay
Microwave, oven, stovetop, coffee/tea maker

Bright Spaced 3BR Furnished Stay

10.0 out of 10, Exceptional, (1)
"It was nice and spacious we all had own separate rooms. Comfortable and clean"
The price is CA $164
CA $378 total
includes taxes & fees
Aug 17 - Aug 18
Bright Spaced 3BR Furnished Stay
Cozy 2BR Apt for a Seamless Stay
2 bedrooms, WiFi, bed sheets

Cozy 2BR Apt for a Seamless Stay

8.0 out of 10, Very good, (1)
"Everything as advertised. The only part that I was unsure of was what to do with the keys as this was not stated in any of the information provided. So I left them on the table. "
The price is CA $122
CA $301 total
includes taxes & fees
Sep 3 - Sep 4
Cozy 2BR Apt for a Seamless Stay
4BR Retreat w/ Theater, Game Room & Backyard
Property grounds

4BR Retreat w/ Theater, Game Room & Backyard

10.0 out of 10, Exceptional, (5)
The price is CA $127
CA $752 total
includes taxes & fees
Aug 20 - Aug 21
4BR Retreat w/ Theater, Game Room & Backyard
Cozy Studio in Jefferson Park
Fridge, microwave, oven, stovetop

Cozy Studio in Jefferson Park

The price is CA $123
CA $261 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Studio in Jefferson Park
Chic 2BR Haven Near Irving Park
2 bedrooms, iron/ironing board, travel crib, WiFi

Chic 2BR Haven Near Irving Park

9.4 out of 10, Exceptional, (3)
"Beautiful place. The host was awesome with communication and recommendations. Will definitely stay again when we come to the city"
The price is CA $122
CA $294 total
includes taxes & fees
Sep 9 - Sep 10
Chic 2BR Haven Near Irving Park
Charming 1BR in Old Irving
TV, offices

Charming 1BR in Old Irving

The price is CA $123
CA $275 total
includes taxes & fees
Aug 18 - Aug 19
Charming 1BR in Old Irving
Portage Park 1BR Retreat
1 bedroom, WiFi, bed sheets

Portage Park 1BR Retreat

6.0 out of 10, (1)
"The property evidently allows only cats while being listed as pet friendly. Because it was a last minute trip, I was unable to get a refund and find a place that would allow my dog, causing a fairly large logistics issue for me"
The price is CA $122
CA $274 total
includes taxes & fees
Aug 19 - Aug 20
Portage Park 1BR Retreat
2BR Airy Apt w/ Free Parking
Fridge, microwave, oven, stovetop

2BR Airy Apt w/ Free Parking

8.0 out of 10, Very good, (2)
"It was a beautiful place. Lots of shared space for our two couples. Two full bedroom suites with separate bathrooms. There was garbage by the inside door when we arrived, but all else was clean and comfortable. It was a VERY humid & hot weekend, and the window a/cs just couldn't keep up, but nighttime was mostly pleasant. The owner was easy to communicate with and very fast to respond."
The price is CA $130
CA $314 total
includes taxes & fees
Aug 17 - Aug 18
2BR Airy Apt w/ Free Parking
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 Side Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"T"
Erin 1-night trip
Posted 3 hours ago
Embassy Suites by Hilton Chicago Downtown River North