Northwest Chicago Holiday Rentals

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Holiday Rentals in Northwest Chicago

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

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 NZ$743
includes taxes & fees
1 Dec - 2 Dec
Near Chicago & O’Hare/ King Bed + Game room

Riverfront rental with fun activities

10.0 out of 10, Exceptional, (22)
"Great place, awesome host. Would definitely recommend. "
The price is NZ$383
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 NZ$111
includes taxes & fees
22 Dec - 23 Dec
Sonder Market Hall

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (101)
"Excellent place to stay! "
The Neighborhood Hotel-Little Italy

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (114)
"The room is really cute and has all the amenities (including washing machine and dishwasher). Staying for business though I could hear quite a lot of noise from other rooms which made sleeping difficult at night "
The price is NZ$270
includes taxes & fees
28 Nov - 29 Nov
Sonder The Burnham Apartments

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

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (173)
"Good location clean"
Walking distance to restaurants, shops and Lake Michigan,

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Experience Chicago living near United Center

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (66)
"This little apartment is close to my cousin in Wrigleyville and a perfect location to get downtown and to see a Bears game (they are terrible right now). Entry instructions were easy and apartment was very clean."
Wrigley/Southport Corridor Garden Oasis +parking!

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

10.0 out of 10, Exceptional, (56)
"Our dream is to one day own a home near a lake. We got a taste of it and definitely would like more of it. Cora Cottage on Fox Lake is just magical and magnificent. The moment we stepped in, we were mesmerized by the view and sounds of the water. In the house itself, you'll find yourself saying that it feels like home; clean, beautiful, and wonderful."
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (33)
"Everything was Excellent! The property was beautiful and most of all very CLEAN!!! The way everything was set up on site , to check-in and check-out was a very seamless process. The property was also very spacious, the beds were very big in size, super comfy, and having the three bathrooms in each bedroom was a such a plus. Greek neighborhood was a wonderful and smart location, everything is walking distance: for any coffee connoisseurs: Ground up Coffee is superb, Target is only a couple blocks...
The price is NZ$317
includes taxes & fees
17 Dec - 18 Dec
Sonder Greektown

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (35)
"Had a great stay! Thank you!"
Chic Suite/Mins to L Train /Laundry/Free Parking

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.8 out of 10, Exceptional, (11)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
Ground Floor Studios in Chicago by 747 Lofts

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (151)
"Another wonderful Friendsgiving in a beautiful condo. Perfect kitchen for this. "
NEW LUXURY CONDO WITH PATIO DECK

Stay in “STYLE” Apartment, close to CHI downtown

9.8 out of 10, Exceptional, (69)
"Clean space. Neighborhood felt safe. Beds are super hard though so not ideal for everyone. Also the blinds in the bedrooms don’t block out light very well so be prepared to be up when the sun is up if you stay here"
Stay in “STYLE” Apartment, close to CHI downtown

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 NZ$786
includes taxes & fees
25 Nov - 26 Nov
LUXE 3 BR, 2 BA + Hot Tub

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (118)
"Great location walking distance of restaurants and some nightlife. Good neighborhood very safe college kids walking the streets not occasion. Are you really lazy lots of amenities more than usual in places like this and enjoyed our state would stay there again"
1F Chicago's Little italy Graystone nearDowntown

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

9.6 out of 10, Exceptional, (29)
"The spacious, well-maintained home was perfect for our group. The bedrooms were roomy, and the living areas provided plenty of space to relax and enjoy time together. The fully equipped kitchen made meal prep easy. A highlight was the neighboring estate with horses. The children loved it! The outdoor spaces were ideal for relaxation, with patios for morning coffee. Overall, this rental was the perfect setting for a memorable getaway. "
The price is NZ$2,066
includes taxes & fees
26 Nov - 27 Nov
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (79)
"Great communication with owner/manager. Two train stations within walking distance. Used the garage for the extra fee, worth it since we took the train everywhere. "
Stunning 3 BR in prime Chicago location

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

10.0 out of 10, Exceptional, (211)
"Enough room for 2 kids and parents qith room to spare"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
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

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1008)
"I absolutely love this Hotel the pool and Jacuzzi are wonderful and the rooms with balcony are wonderful "
The price is NZ$306
includes taxes & fees
25 Nov - 26 Nov
Eaglewood Resort and Spa

Hilton Chicago O'Hare Airport

4.0 star property
7.8 out of 10, Good, (2081)
"Everything is great"
The price is NZ$397
includes taxes & fees
29 Nov - 30 Nov
Hilton Chicago O'Hare Airport

Chicago Getaway Hostel

2.0 star property
8.8 out of 10, Excellent, (1005)
"Would highly recommend "
The price is NZ$123
includes taxes & fees
25 Nov - 26 Nov
Chicago Getaway Hostel
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.
Beautiful view of the beach with palm trees

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