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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Cottages in Northwest Side

We don't have any properties that match your exact search

Recommended hotels in Northwest Side

Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2089)
"Great place to stay!"
The price is AU$340
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1326)
"Great stay highly recommend!! "
The price is AU$223
includes taxes & fees
25 Aug - 26 Aug
Claridge House
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2237)
"Great stay "
The price is AU$188
includes taxes & fees
3 Sept - 4 Sept
Freehand Chicago
Chic Studio in Heart of Chicago
Fridge, oven, stovetop, coffee/tea maker

Chic Studio in Heart of Chicago

10.0 out of 10, Exceptional, (1)
The price is AU$310
includes taxes & fees
25 Aug - 26 Aug
Chic Studio in Heart of Chicago
Comfy Studio in Portage Park- Great Value!
Iron/ironing board, travel cot, WiFi

Comfy Studio in Portage Park- Great Value!

The price is AU$294
includes taxes & fees
25 Aug - 26 Aug
Comfy Studio in Portage Park- Great Value!
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 AU$331
includes taxes & fees
9 Sept - 10 Sept
Homey 2BR Apt w/ Parking
2BR, Sleeps7 • Coffee Station, Backyard w/ Grill
Travel cot, free WiFi, bed sheets

2BR, Sleeps7 • Coffee Station, Backyard w/ Grill

The price is AU$583
includes taxes & fees
25 Aug - 26 Aug
2BR, Sleeps7 • Coffee Station, Backyard w/ Grill
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 AU$460
includes taxes & fees
1 Sept - 2 Sept
Huge Projector and Designated Workspace - Near Wrigley!
4BR Retreat w/ Theater, Game Room & Backyard
Dining

4BR Retreat w/ Theater, Game Room & Backyard

9.0 out of 10, Wonderful, (7)
The price is AU$771
includes taxes & fees
23 Sept - 24 Sept
4BR Retreat w/ Theater, Game Room & Backyard
Fitness Pad: Stylish 2BR with Gym in Chicago
Fridge, microwave, oven, stovetop

Fitness Pad: Stylish 2BR with Gym in Chicago

9.0 out of 10, Wonderful, (2)
"The property is what we needed and it checked all the boxes!"
The price is AU$442
includes taxes & fees
2 Sept - 3 Sept
Fitness Pad: Stylish 2BR with Gym in Chicago
Prime City Stay in a 1BR Apt
1 bedroom, iron/ironing board, travel cot, WiFi

Prime City Stay in a 1BR Apt

9.0 out of 10, Wonderful, (6)
The price is AU$302
includes taxes & fees
16 Sept - 17 Sept
Prime City Stay in a 1BR Apt
Cozy Studio in Jefferson Park
Fridge, microwave, oven, stovetop

Cozy Studio in Jefferson Park

The price is AU$383
includes taxes & fees
7 Sept - 8 Sept
Cozy Studio in Jefferson Park
Warm & Inviting 2BR Apt
2 bedrooms, iron/ironing board, WiFi, bed sheets

Warm & Inviting 2BR Apt

10.0 out of 10, Exceptional, (3)
"Comfortable beds, great location"
The price is AU$335
includes taxes & fees
2 Sept - 3 Sept
Warm & Inviting 2BR Apt
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 AU$335
includes taxes & fees
1 Sept - 2 Sept
Cozy 2BR Apt for a Seamless Stay
Chicago 1BR: Stylish Stay with Workspace
Fridge, microwave, oven, stovetop

Chicago 1BR: Stylish Stay with Workspace

9.6 out of 10, Exceptional, (5)
The price is AU$414
includes taxes & fees
2 Sept - 3 Sept
Chicago 1BR: Stylish Stay with Workspace
Cozy 2BR Apt w/ Washer & Dryer
2 bedrooms, WiFi, bed sheets

Cozy 2BR Apt w/ Washer & Dryer

The price is AU$335
includes taxes & fees
1 Sept - 2 Sept
Cozy 2BR Apt w/ Washer & Dryer
Ideal & Spacious 1BR Apt
TV, offices

Ideal & Spacious 1BR Apt

Ideal & Spacious 1BR Apt
1BR Homey Apt in Irving Park
Fridge, microwave, oven, stovetop

1BR Homey Apt in Irving Park

The price is AU$306
includes taxes & fees
1 Sept - 2 Sept
1BR Homey Apt in Irving Park
Stylish 1BR Stay in Irving Vibes
Dining

Stylish 1BR Stay in Irving Vibes

The price is AU$348
includes taxes & fees
7 Sept - 8 Sept
Stylish 1BR Stay in Irving Vibes
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."
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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Lux hotel right in the middle of everything! Friendly and accomodating staff. We parked in the garage and it was a very smooth valet process. Although the hotel was very busy, we were able to check in early, the room was very clean and well stocked. The Michael Jordan restaurant in the lobby was pricy but delicious and a fun addition to our stay."
Tiffani 2-night trip
Posted 16 hours ago
InterContinental Chicago Magnificent Mile by IHG