Northwest Chicago Holiday Rentals

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Holiday Rentals in Northwest Chicago

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (250)
"Enjoyed My Stay."
The price is NZ$234
includes taxes & fees
24 Feb - 25 Feb
Sonder Market Hall

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (135)
"If you are a walker and just want to explore what Chicago has to offer please book this place. You can store your bags before and after checkin/out and the lobby is so nice and quiet. "
The price is NZ$260
includes taxes & fees
4 Feb - 5 Feb
Sonder The Burnham Apartments

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (124)
"This was so comfortable, clean and very quiet. Having no front desk was concerning but it didn't really matter. The response to any concern was addressed quickly and professionally. I love this place. "
The Neighborhood Hotel-Little Italy

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (37)
"The place was awesome, they had to kick out the people before me, so getting my room was a little bit late "
The price is NZ$261
includes taxes & fees
24 Feb - 25 Feb
Sonder Greektown

Wrigleyville Suites

2.0 star property
8.8 out of 10, Excellent, (3)
"All conditions (like the deposit) should be clear in the description. This is not a hotel or a hotel, it's a private place. All this should be clear at the moment of reservation. The property was good enough but the communication with the host was troublesome. And the price is not that low. I will look for a hotel next time. "
The price is NZ$354
includes taxes & fees
1 Feb - 2 Feb
Wrigleyville Suites

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (87)
"A clean, spacious, affordable option in a perfect location in Lincoln Park. Plan to return in the future."
Stunning 3 BR in prime Chicago location

Bright Garden Studio

8.8 out of 10, Excellent, (16)
"We had a great stay in this Evanston lower level studio apartment while in town for our reunion and Homecoming weekend at Northwestern. The studio is clean, nicely decorated, good amenities, and conveniently located to both the NU campus and downtown Chicago. Having a dedicated parking spot was awesome too, as the off-street parking fills up quickly in the evening. My only recommendation would be replacing the really firm mattress with a softer one, or a memory foam topper. All in all we had...
The price is NZ$365
includes taxes & fees
2 Feb - 3 Feb
Bright Garden Studio

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

10.0 out of 10, Exceptional, (272)
"Loved this hip 3 bedroom! Lots of art prints and tasteful decor. Well stocked kitchen and comfy beds. Neighborhood had many restaurant offerings."
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

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 NZ$2,086
includes taxes & fees
3 Feb - 4 Feb
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

10.0 out of 10, Exceptional, (219)
"We had a group of couples coming to Chicago from different locations, and this was the perfect spot for us to be all together, but also have our own rooms and spaces. Everything was easy, and when we had a question on parking when we arrived later in the evening, John was very prompt in responding and helping us right away. "
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (124)
"Clearly a lot of thought went into preparing the property and provided a beautiful place to come back to after being out all day. "
1F Chicago's Little italy Graystone nearDowntown

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (70)
"Great property, perfect for two people. Easy walk to Wrigley. Stayed there on a couple cold winter days, and being a basement unit, the heater couldn’t keep up very well, so it was a little colder than ideal, but nothing a sweatshirt or extra blanket couldn’t fix. Would definitely go back!"
Wrigley/Southport Corridor Garden Oasis +parking!

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

9.8 out of 10, Exceptional, (129)
"This is a very comfortable apartment with 2 bedrooms, a functional kitchen, lovely dining room, living room, and a nice small craft/puzzle room. We enjoyed having it as our home base during a visit to family in Lincoln Park. We will come back! "
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (30)
"Great communication with the owners. Very clean and lovely stay in a quiet neighborhood. "
Entire Below Level Studio w/ Private Sauna

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

Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

10.0 out of 10, Exceptional, (102)
"Stayed with my husband and our two preteens. I grew up in Oak Park and chose this based off of location and it was perfect. Walkable neighborhood, close to the El and downtown Oak Park. The house was clean and comfortable, on top of having the quintessential Oak Park / Chicago vibe Communication was easy so was check in and out. I would choose to stay here again for sure!"
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field

10.0 out of 10, Exceptional, (168)
"Hosts were responsive to our needs. Perfect location for our stay"
Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (33)
"Beautiful apartment! We really enjoyed our time in Chicago. We ended up just parking across the street. It was easier, and there was always a spot available. There are many stairs leading up to the third floor apartment, so keep that in mind if you have mobility issues. The host texts you right back if you have concerns or questions."
Remodeled West Loop Apartment Near United Center

3-bedroom house WiFi in lovely Waukegan Near Gurnee

2.0 star property
4.4 out of 10, (13)
"Cute little house at all the necessities convenient to Naval base where we spent most of our time"
3-bedroom house WiFi in lovely Waukegan Near Gurnee

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
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 types of properties in Northwest Chicago you may be interested in

Hyatt Regency Schaumburg Chicago

4.0 star property
8.4 out of 10, Very good, (1005)
"Check in was easy and staff was friendly. Our first room had a terrible odor to it and the front desk immediately moved us to another room. "
The price is NZ$167
includes taxes & fees
19 Feb - 20 Feb
Hyatt Regency Schaumburg Chicago

Country Inn & Suites by Radisson, Schaumburg, IL

3.0 star property
8.8 out of 10, Excellent, (1004)
"Excellent property and staff service! "
The price is NZ$199
includes taxes & fees
23 Feb - 24 Feb
Country Inn & Suites by Radisson, Schaumburg, IL

Motel 6 Rolling Meadows, IL - Chicago Northwest

2.0 star property
6.6 out of 10, (1082)
"Good place to stay"
The price is NZ$102
includes taxes & fees
26 Feb - 27 Feb
Motel 6 Rolling Meadows, IL - Chicago Northwest
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.