Far North Side Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Far North Side holiday rentals

Dining

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (77 reviews)
"Great stay i loved it"
United States
Cedes W.
The price is HK$810
HK$1,483 total
includes taxes & fees
16 Jun - 17 Jun
Cozy studio in Andersonville Chicago
Interior

Comfortable 2BR Chicago Apt

Comfortable 2BR Chicago Apt
Albany Park
9.6 out of 10, Exceptional, (7 reviews)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
The price is HK$971
HK$2,064 total
includes taxes & fees
25 May - 26 May
Comfortable 2BR Chicago Apt
Private kitchen

Cozy apartment with AC and WiFi in awesome Chicago

Cozy apartment with AC and WiFi in awesome Chicago
Rogers Park
8.0 out of 10, Very good, (10 reviews)
"Cozy, private, clean. A quick walk to the train and busses. Would stay again."
United States
John D.
The price is HK$1,292
HK$3,082 total
includes taxes & fees
20 May - 21 May
Cozy apartment with AC and WiFi in awesome Chicago
TV, offices

Ideal 2BR Getaway Close to Attractions

Ideal 2BR Getaway Close to Attractions
Rogers Park
8.0 out of 10, Very good, (8 reviews)
"Host was fantastic and property excellent!"
United States
David R.
The price is HK$1,034
HK$2,343 total
includes taxes & fees
26 May - 27 May
Ideal 2BR Getaway Close to Attractions
Fridge, microwave, oven, stovetop

Elegant 2BR Apartment w/ In-Unit Laundry

Elegant 2BR Apartment w/ In-Unit Laundry
Uptown
9.0 out of 10, Wonderful, (17 reviews)
"Very nice apartment. Looks just like the pictures. Host had great communication. Definitely would stay here again. "
United States
Timothy S.
The price is HK$1,120
HK$2,229 total
includes taxes & fees
26 May - 27 May
Elegant 2BR Apartment w/ In-Unit Laundry
TV, offices

Cozy 1BR in Walkable Area

Cozy 1BR in Walkable Area
Lincoln Square
9.8 out of 10, Exceptional, (14 reviews)
"Spotless, great location, would definitely stay again!"
United States
Debbie G.
The price is HK$963
HK$1,870 total
includes taxes & fees
8 Jun - 9 Jun
Cozy 1BR in Walkable Area
TV

Cozy & Inviting 2BR Apartment

Cozy & Inviting 2BR Apartment
Albany Park
7.0 out of 10, Good, (2 reviews)
"Pictures DID NOT represent a clear depiction of what we were getting. After looking deeper and zooming in on the pictures, it was clear that they had been edited. Not clean, toothpaste on the bathroom vanity. No toilet paper, paper towels, or garbage bags upon arrival. Rugs were stained and filthy. Second bedroom was at least 15 degrees colder than the main bedroom and rest of the apartment. Communication was somewhat odd, I felt like we were being watched or something. Also was told that my...
United States
Samantha N.
The price is HK$869
HK$1,896 total
includes taxes & fees
25 May - 26 May
Cozy & Inviting 2BR Apartment
Terrace/patio

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (53 reviews)
"A nice, quiet building very close to the family we were visiting. The common spaces were clean, and the hosts were warm and communicative. I would definitely stay here again."
United States
Melissa K.
The price is HK$677
HK$2,248 total
includes taxes & fees
20 May - 21 May
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Smart TV, books

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
West Ridge
10.0 out of 10, Exceptional, (5 reviews)
"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "
United States
Deb B.
The price is HK$1,022
HK$2,507 total
includes taxes & fees
20 May - 21 May
Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
2 bedrooms, iron/ironing board, travel cot, WiFi

Warm & Stylish 2BR Apt

Warm & Stylish 2BR Apt
Albany Park
10.0 out of 10, Exceptional, (2 reviews)
"Clean and warm (on a bitter winter’s night)"
United States
Thomas V.
The price is HK$932
HK$2,028 total
includes taxes & fees
26 May - 27 May
Warm & Stylish 2BR Apt
Interior

Delightful 1BR Apt in Ravenswood

Delightful 1BR Apt in Ravenswood
Uptown
8.0 out of 10, Very good, (5 reviews)
"This was a great location, super cute and spacious, definitely recommend and would stay here again! Pretty easy to park nearby and close to lots of fun stuff."
United States
Olive S.
The price is HK$869
HK$1,760 total
includes taxes & fees
27 May - 28 May
Delightful 1BR Apt in Ravenswood
Iron/ironing board, travel cot, WiFi, bed sheets

Sunlit Studio with City Charm

Sunlit Studio with City Charm
Rogers Park
8.0 out of 10, Very good, (11 reviews)
"Host was extremely welcoming and accommodating. They went out of their way to assure me that they were but a call away if there was anything we needed."
United States
Renee W.
The price is HK$658
HK$1,434 total
includes taxes & fees
26 May - 27 May
Sunlit Studio with City Charm
Dining

1BR Near O'Hare • Balcony • Workspace

1BR Near O'Hare • Balcony • Workspace
O'Hare
1BR Near O'Hare • Balcony • Workspace
Fridge, microwave, oven, stovetop

Mins from O'Hare • Safe Location • Private Parking

Mins from O'Hare • Safe Location • Private Parking
O'Hare
The price is HK$352
HK$2,008 total
includes taxes & fees
20 May - 21 May
Mins from O'Hare • Safe Location • Private Parking
Dining

Walk to the Beach • Private Office • 5BR

Walk to the Beach • Private Office • 5BR
Rogers Park
10.0 out of 10, Exceptional, (1 review)
"Very spacious, with an amazing layout that offers privacy in individual rooms yet also multiple family gathering spaces. Lovely furnishings & everything you need to cook or dine in. I never leave home without my own sheets but i was uncharacteristically comfortable sleeping on their bedding, which were very clean & well maintained. Well appointed with giant TVs set up for streaming in every room! Quick walk to public transit & close to the top of Lakeshore Drive - lots of local options too, and...
United States
Amy R.
The price is HK$1,096
HK$4,298 total
includes taxes & fees
20 May - 21 May
Walk to the Beach • Private Office • 5BR
1 bedroom, desk, iron/ironing board, WiFi

Elegant Style Loft Montrose|13 mins DT|4 mins Lake

Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Uptown
8.0 out of 10, Very good, (8 reviews)
"Great location and great place! "
United States
Ryinne P.
The price is HK$667
HK$1,907 total
includes taxes & fees
20 May - 21 May
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
2 bedrooms, iron/ironing board, travel cot, WiFi

Modern Condo • Safe Chicago Stay Near O’Hare

Modern Condo • Safe Chicago Stay Near O’Hare
O'Hare
The price is HK$509
HK$2,270 total
includes taxes & fees
26 May - 27 May
Modern Condo • Safe Chicago Stay Near O’Hare
TV, offices

Bright & Cozy Chicago 1BR | Near Dining & Transit

Bright & Cozy Chicago 1BR | Near Dining & Transit
West Ridge
9.0 out of 10, Wonderful, (2 reviews)
"The place was bery nice and we enjoyed our stay."
United States
Peter T.
The price is HK$681
HK$1,539 total
includes taxes & fees
20 May - 21 May
Bright & Cozy Chicago 1BR | Near Dining & Transit
TV, offices

Cozy 1BR Apartment in Rogers Park

Cozy 1BR Apartment in Rogers Park
Rogers Park
7.6 out of 10, Good, (4 reviews)
"Very clean, excellent communication with the host and location was perfect."
United States
JoEllen K.
The price is HK$783
HK$1,659 total
includes taxes & fees
20 May - 21 May
Cozy 1BR Apartment in Rogers Park
TV

2BR • Newly Furnished Modern Apt • Near O'Hare

2BR • Newly Furnished Modern Apt • Near O'Hare
O'Hare
The price is HK$1,605
HK$4,155 total
includes taxes & fees
18 Jun - 19 Jun
2BR • Newly Furnished Modern Apt • Near O'Hare
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 Far North Side Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

6/10 Okay
"Nothing to write home about. The location was great, the hotel itself had seen better days. Was clean enough but the room was nothing special."
Catrin 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Far North Side

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