North Side Holiday Rentals

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Holiday Rentals in North Side

Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (25)
"Excellent location and very clean! Would stay again!"
United States
Jacob
The price is S$124
includes taxes & fees
3 Nov - 4 Nov
Wrigleyville Suites
Logan Square SRO Hotel
The price is S$365
includes taxes & fees
4 Nov - 5 Nov
Logan Square SRO Hotel
4BR Corporate Suite Central and Modern
2.0 star property
10.0 out of 10, Exceptional, (6)
"Great location in Lincoln Park. Easy walk to several shops and restaurants. And about a 5 minute walk to the redline station (North/Clybourn). Very clean and quiet inside the unit. Building is very new. Room access through the Latch app is simple. I would definitely stay here again. The overall experience was excellent and my other guests would agree. "
United States
Phillip
4BR Corporate Suite Central and Modern
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (967)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
The price is S$243
includes taxes & fees
10 Nov - 11 Nov
Sentral Michigan Avenue
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
3.5 star property
8.2 out of 10, Very good, (185)
"Place was amazing! Very centralized, all sorts of restaurants nearby, and right next to the CTA Trains which is AWESOME!"
United States
Alexander
The price is S$167
includes taxes & fees
23 Nov - 24 Nov
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (375)
"Great place to stay. Loved it!"
United States
Peter
The price is S$342
includes taxes & fees
4 Nov - 5 Nov
Level Chicago – Old Town
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (174)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Chicago luxury home suites
2.0 star property
The price is S$1,488
includes taxes & fees
1 Nov - 2 Nov
Chicago luxury home suites
Stylish Apartment near Chicago Downtown
2.0 star property
The price is S$505
includes taxes & fees
9 Nov - 10 Nov
Stylish Apartment near Chicago Downtown
Chicago Third Floor Studio by 747 Lofts
2.0 star property
9.6 out of 10, Exceptional, (5)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
United States
Jennifer
The price is S$283
includes taxes & fees
5 Nov - 6 Nov
Chicago Third Floor Studio by 747 Lofts
The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (94)
"Great stay. The studio is small but has everything necessary."
United States
Julia
The price is S$263
includes taxes & fees
17 Nov - 18 Nov
The Gem Museum Suites
The Oak Park Loft
2.0 star property
10.0 out of 10, Exceptional, (5)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is S$322
includes taxes & fees
16 Nov - 17 Nov
The Oak Park Loft
Art Villa
5.0 star property
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
The price is S$1,340
includes taxes & fees
2 Nov - 3 Nov
Art Villa
Historic Oak Park Home
2.0 star property
10.0 out of 10, Exceptional, (5)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is S$352
includes taxes & fees
16 Nov - 17 Nov
Historic Oak Park Home
Sonder by Marriott Bonvoy The Opal Apartments River North
3.5 star property
8.4 out of 10, Very good, (55)
"Great location. Apartment had all the amenities needed. Felt safe. Only not so good part was that being in downtown, it wasn't super quiet at times. Would stay here again without a doubt."
United States
Swastika
The price is S$180
includes taxes & fees
13 Nov - 14 Nov
Sonder by Marriott Bonvoy The Opal Apartments River North
Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
The price is S$474
includes taxes & fees
9 Nov - 10 Nov
Classic Forest Park Foursquare < 1 Mi to Blue Line
Historic Oak Park Residence
2.0 star property
9.6 out of 10, Exceptional, (12)
"It was very spacious. The kids had a great time. I love having a washer and dryer to use due to having alot of kids"
United States
Makita
The price is S$352
includes taxes & fees
20 Nov - 21 Nov
Historic Oak Park Residence
Cabin 105 by 747 Lofts
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is S$173
includes taxes & fees
3 Nov - 4 Nov
Cabin 105 by 747 Lofts
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
3.5 star property
8.0 out of 10, Very good, (394)
"Quite and low key spot"
United States
Shunica
The price is S$154
includes taxes & fees
13 Nov - 14 Nov
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
3.5 star property
8.8 out of 10, Excellent, (246)
"Great stay. "
United States
Teresa
The price is S$193
includes taxes & fees
30 Nov - 1 Dec
Sonder by Marriott Bonvoy The Burnham Apartments Loop
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 North Side Hotel Reviews