Northwest Chicago Holiday Rentals

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Holiday Rentals in Northwest Chicago

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (149)
"Amazing place to go relax and get peace. Definitely a must "
The price is NZ$319
includes taxes & fees
6 Apr - 7 Apr
Sonder The Burnham Apartments

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (264)
"Appartement spacieux, super fonctionnel, lit et divan lit très confortables. Très bien situé, à 2 min du metro dans un quartier hyper sécuritaire."
The price is NZ$218
includes taxes & fees
14 Apr - 15 Apr
Sonder Market Hall

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (136)
"This place is amazing. So relaxing and comforting. The host is so accommodating and responsive. Everything was great to the point that I did not even want to leave! I shall be back. "
The Neighborhood Hotel-Little Italy

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (42)
"I loved how easy it was to find and the instructions to access was easy to follow"
The price is NZ$243
includes taxes & fees
8 Apr - 9 Apr
Sonder Greektown

Wrigleyville Suites

2.0 star property
10.0 out of 10, Exceptional, (2)
The price is NZ$237
includes taxes & fees
17 Mar - 18 Mar
Wrigleyville Suites

ART! 3 bdrm Private HOME-Sleeps 12-Garage-RoofDeck Skyline view-EVTesla-PETS OK

10.0 out of 10, Exceptional, (1)
"My family and I had a wonderful weekend in Chicago, all thanks to your beautiful home. We comfortably slept four people and enjoyed the ample space. The house is filled with stunning natural light during the day, thanks to the full windows on the second floor and a skylight in the stairwell leading to the third floor. One of the features we loved the most was the parking and the use of the garage. The kitchen was easy to navigate, and we appreciated the selection of coffee available."
ART! 3 bdrm Private HOME-Sleeps 12-Garage-RoofDeck Skyline view-EVTesla-PETS OK

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!

9.2 out of 10, Wonderful, (73)
"Loved this location near Wrigley Stadium. "
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (156)
"This is the perfect place for you to stay when you’re in Chicago. We have stayed here at least four or five times already the place is immaculate. If you need any help someone is there for you ASAP. "
NEW LUXURY CONDO WITH PATIO DECK

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.4 out of 10, Exceptional, (45)
"This property was clean, and the host provided clear instructions for access. I reached out to the host/owner and they were immediately responsive. Overall a great experience."
Chic, Cozy home, by Blue Line Train Stop + Free parking

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

10.0 out of 10, Exceptional, (65)
"We stayed here while skiing in Wilmot. Easy drive there and back. Plenty of room upstairs and down stairs to hang out. "
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

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

9.6 out of 10, Exceptional, (37)
"This was the perfect place for my boyfriend and I to stay for our little 48 hour trip. Every thing was perfectly explained in detail and that helped so much because we got there later at night. It is right outside the city and has great options located all around as well. I will recommend this place to anyone traveling to the Chicago area. "
The price is NZ$332
includes taxes & fees
25 Mar - 26 Mar
Chic Suite/Mins to L Train /Laundry/Free Parking

Experience Chicago in Hip Logan Square

9.2 out of 10, Wonderful, (5)
"Very clean townhome with all the necessary amenities. Owner was quickly responsive to all communications. Relatively quiet neighborhood. Next door neighbor had a Halloween party on a Sunday night that lasted until 3am. Wasn’t horribly loud but could hear enough noise that I needed to use my noise canceling headphones to sleep. The other nights were very quiet and peaceful. Would stay there again in the future. "
Experience Chicago in Hip Logan Square

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.8 out of 10, Exceptional, (7)
"This place was perfect for our overnight stay in Chicago! Thank you to the owners for making everything super easy and smooth. "
The price is NZ$428
includes taxes & fees
17 Mar - 18 Mar
2-bedroom apartment just 2 minutes drive to Wrigley Field

Bright Garden Studio

8.8 out of 10, Excellent, (18)
"Place was really nice. Property manager was very kind and friendly! Responded in a timely manner. The place was nice and clean. Felt very comfortable during our stay. "
The price is NZ$363
includes taxes & fees
18 Mar - 19 Mar
Bright Garden Studio

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

10.0 out of 10, Exceptional, (225)
"Best vrbo host ive ever had"
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

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

LUXE 3 BR, 2 BA + Hot Tub

9.2 out of 10, Wonderful, (22)
"Hot tub was nice, the house itself was clean and had a great backyard that is big and pretty. Host is very responsive. Recommend!!"
The price is NZ$687
includes taxes & fees
23 Mar - 24 Mar
LUXE 3 BR, 2 BA + Hot Tub

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (25)
"The property is as described and was perfect for our stay. David answered all of our questions promptly. Would definitely recommend this host and property."
Great 3 bedroom rental unit near Logan Square

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (169)
"A perfect place to stay. The rooftop bar has the BEST views of the city, especially around sunset. I would definitely stay here again! "
NEW LUXURY PENTHOUSE CONDO

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
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
8.6 out of 10, Excellent, (1015)
"Solid as always "
The price is NZ$216
includes taxes & fees
23 Mar - 24 Mar
Hyatt Regency Schaumburg Chicago

Hyatt Place Chicago/Hoffman Estates

3.0 star property
8.6 out of 10, Excellent, (1004)
"The room was nice and clean. The staff was very nice. The morning coffee was good too!"
The price is NZ$187
includes taxes & fees
23 Mar - 24 Mar
Hyatt Place Chicago/Hoffman Estates

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1003)
"I had a minor hiccup when I arrived but Rashad & Domani were able to get everything squared away. I love staying here for the convenience and it’s quiet. I’ll definitely be back! "
The price is NZ$265
includes taxes & fees
23 Mar - 24 Mar
Eaglewood Resort and Spa
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.