Title: Far North Side Vacation Rentals from CA $165: Short-Term Rentals for 2026 | Expedia.ca

[Far North Side Travel Guide](https://expedia.ca/Far-North-Side.dx553248635976475356)[Hotels in Far North Side](https://expedia.ca/Far-North-Side-Hotels.d553248635976475356.Travel-Guide-Hotels)[Flights to Far North Side](https://expedia.ca/Cheap-Flights-To-Far-North-Side.d553248635976475356.Travel-Guide-Flights)[Far North Side Car Rentals](https://expedia.ca/Car-Rentals-In-Far-North-Side.d553248635976475356.Car-Rental-Guide)[Far North Side Vacation Packages](https://expedia.ca/Far-North-Side.d553248635976475356.Destination-Travel-Guides)

![I like the architecture of this airport. I always find myself snapping pics at O'Hare](https://images.trvl-media.com/place/553248635074842747/4c830a7f-a9f5-4e29-83f7-dc2e54b474ac.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by W. Ross Wells

# Far North Side Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976475356&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976475356&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976475356&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976475356&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Far North Side vacation rentals

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/e8c7e2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/a565d380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/42f5ae12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/6472b89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Lincoln Square

[](https://www.expedia.ca/Chicago-Hotels-Furnished-1-Bedroom-Sunlit-Space.h116792834.Hotel-Information)

9.6/10

Exceptional

(25)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kayla K.

CA $86

CA $231 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Chicago-Hotels-Furnished-1-Bedroom-Sunlit-Space.h116792834.Hotel-Information)

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/e4656d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/aeb07003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/d733d639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/c554d00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Edgewater

[](https://www.expedia.ca/Chicago-Hotels-Relaxing-Chicago-Studio.h115775130.Hotel-Information)

10/10

Exceptional

(43)

"Had a great stay. Great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin

CA $82

CA $212 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Chicago-Hotels-Relaxing-Chicago-Studio.h115775130.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103080000/103078200/103078175/94320961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103080000/103078200/103078175/4f93f4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103080000/103078200/103078175/06546625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103080000/103078200/103078175/777cdac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Uptown

[](https://www.expedia.ca/Chicago-Hotels-Peaceful-Beachfront-Loft-Free-Parking-Rooftop-Gym.h103078175.Hotel-Information)

9.6/10

Exceptional

(14)

"The property was close to a venue I was attending, so that was convenient; however, the parking was inconvenient. The recommended parking was a ten minute walk. The deposit that was held was higher than a typical hotel reservation and that was on top of the fees and rules that were provided for the overnight stay. Which is fine, if the room was exceptional, which it was not. The furnishings were the most inexpensive that could be purchased and at the end of its use. Not a comfortable stay...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janet

CA $74

CA $337 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-Peaceful-Beachfront-Loft-Free-Parking-Rooftop-Gym.h103078175.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792945/c9324d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792945/c8480aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792945/f03a031d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792945/71c91f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Lincoln Square

[](https://www.expedia.ca/Chicago-Hotels-Light-Filled-1-Bedroom-Apt.h116792945.Hotel-Information)

9.8/10

Exceptional

(12)

"Great location. Very walkable to restaurants and bars. Awesome park nearby. Host was easy to communicate with. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kayla K.

CA $86

CA $231 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Chicago-Hotels-Light-Filled-1-Bedroom-Apt.h116792945.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/0d84e6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/6889c30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/01551473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/8592e2a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Uptown

[](https://www.expedia.ca/Chicago-Hotels-Regal-Stylish-Uptown-Loft-Beachfront-RooftopWFHGym.h101800825.Hotel-Information)

9.0/10

Wonderful

(19)

"Had a great stay! Perfect for our needs. Great location. It was an easy walk to the lake and lots of great restaurants nearby!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rodney S.

CA $89

CA $350 total

includes taxes & fees

Jan 3 - Jan 4

[](https://www.expedia.ca/Chicago-Hotels-Regal-Stylish-Uptown-Loft-Beachfront-RooftopWFHGym.h101800825.Hotel-Information)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/30516fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/c1314ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/98f23b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/0a1c99b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Uptown

[](https://www.expedia.ca/Chicago-Hotels-Sunny-Studio-In-Heart-Of-Ravenswood.h116793196.Hotel-Information)

9.4/10

Exceptional

(6)

"Great neighborhood, easy check in/out. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leah B.

CA $78

CA $208 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-Sunny-Studio-In-Heart-Of-Ravenswood.h116793196.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/a91f2fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/0dba1e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/w1017h1536x0y0-87b71443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/017a65ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Uptown

[](https://www.expedia.ca/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information)

7.4/10

Good

(6)

"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leah W.

CA $85

CA $216 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/e7bcab40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/68407ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/2c34ce2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/fca43c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Edgewater

[](https://www.expedia.ca/Chicago-Hotels-Stylish-And-Roomy-2BR-In-Chicago.h116792691.Hotel-Information)

9.0/10

Wonderful

(13)

"Location was perfect for the weekend festivities. The unit was clean and well appointed. Communication with the host was easy and timely. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maribeth

CA $95

CA $261 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-Stylish-And-Roomy-2BR-In-Chicago.h116792691.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/d6084ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/a5b828c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/a036b00a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/b7ff7525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Lincoln Square

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Furnished-2BR-Unit.h116792828.Hotel-Information)

9.0/10

Wonderful

(14)

"Nice location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

tom b.

CA $95

CA $261 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Furnished-2BR-Unit.h116792828.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h972x1y0-512112c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h954x1y0-1b6631dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h942x1y0-b4d5c880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h958x1y0-885b3788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Rogers Park

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Apartment-With-AC-And-WiFi-In-Awesome-Chicago.h117513634.Hotel-Information)

9.0/10

Wonderful

(6)

"clean and comfortable "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph S.

CA $70

CA $323 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Apartment-With-AC-And-WiFi-In-Awesome-Chicago.h117513634.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/9fcd9cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/7a4fe0f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/f511a20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/eec54680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Rogers Park

[](https://www.expedia.ca/Chicago-Hotels-Great-Layout-Spacious-2BR-Apt.h116793118.Hotel-Information)

10/10

Exceptional

(5)

"Clean, comfortable, and would definitely stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

KM W.

CA $95

CA $261 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Chicago-Hotels-Great-Layout-Spacious-2BR-Apt.h116793118.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/604e6bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/2158b240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/8aec684c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/f98cbbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in West Ridge

[](https://www.expedia.ca/Chicago-Hotels-Elegant-Stylish-1-Bed-1-Bath-Apartment-20-Minutes-From-Downtown-Chicago.h115023570.Hotel-Information)

10/10

Exceptional

(5)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deb B.

CA $141

CA $416 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Chicago-Hotels-Elegant-Stylish-1-Bed-1-Bath-Apartment-20-Minutes-From-Downtown-Chicago.h115023570.Hotel-Information)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/8d04619e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/82390747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/93da8471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/9a443876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Albany Park

[](https://www.expedia.ca/Chicago-Hotels-Comfortable-2BR-Chicago-Apt.h116793164.Hotel-Information)

9.6/10

Exceptional

(4)

"Perfect location for our trip. Very functional and comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael

CA $100

CA $268 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-Comfortable-2BR-Chicago-Apt.h116793164.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/db0a4015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/59af615d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/6bb6a224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/33effbc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Rogers Park

[](https://www.expedia.ca/Chicago-Hotels-Spacious-2BR-Near-Dining-Shops.h116792932.Hotel-Information)

8.4/10

Very good

(7)

"Loved this sweet space tucked into a special neighborhood in the city. Space was clean & comfortable, wonderful shower & a nice respite from city life. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ever

CA $95

CA $261 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-Spacious-2BR-Near-Dining-Shops.h116792932.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792817/365c4701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792817/60def6bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792817/fa6b84cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792817/f1525cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Lincoln Square

[](https://www.expedia.ca/Chicago-Hotels-1BR1BA-City-Comfort.h116792817.Hotel-Information)

7.4/10

Good

(6)

"Great location, very clean. Easy check in and check out. Great communication."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas L.

CA $86

CA $231 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-1BR1BA-City-Comfort.h116792817.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/104000000/103800000/103796300/103796290/34a8a2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, foosball, books](https://images.trvl-media.com/lodging/104000000/103800000/103796300/103796290/0ef347d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103800000/103796300/103796290/68361922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103800000/103796300/103796290/b7d96c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Lincoln Square

[](https://www.expedia.ca/Chicago-Hotels-The-Lincoln-Square-Hideaway.h103796290.Hotel-Information)

10/10

Exceptional

(15)

"Clean, good location, easy check in, very nice place, provided extras, coffee, chocolate etc."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carol H.

CA $162

CA $540 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-The-Lincoln-Square-Hideaway.h103796290.Hotel-Information)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117130000/117124300/117124249/1eb91bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/118000000/117130000/117124300/117124249/w1024h1014x0y0-8b723376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117130000/117124300/117124249/aa0d1ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117130000/117124300/117124249/54a5183c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Rogers Park

[](https://www.expedia.ca/Chicago-Hotels-Sunlit-Studio-With-City-Charm.h117124249.Hotel-Information)

7.8/10

Good

(8)

"very nice room and clean. great one night stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christian B.

CA $78

CA $208 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-Sunlit-Studio-With-City-Charm.h117124249.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792663/41295c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792663/6fff3d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792663/bc7ab4be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792663/a16cd69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Albany Park

[](https://www.expedia.ca/Chicago-Hotels-Well-Furnished-3-Bedroom-Apt.h116792663.Hotel-Information)

8.8/10

Excellent

(3)

"Actual apartment was as good or better than the pics and description on vrbo"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

brad k.

CA $112

CA $303 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-Well-Furnished-3-Bedroom-Apt.h116792663.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792733/eaa5f671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792733/7644ac66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792733/c0cb7327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792733/98dde972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Uptown

[](https://www.expedia.ca/Chicago-Hotels-Elegant-2BR-Apartment-W-In-Unit-Laundry.h116792733.Hotel-Information)

8.6/10

Excellent

(12)

"The was a great place to stay! Would totally recommend and stay again!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsey P.

CA $96

CA $266 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Chicago-Hotels-Elegant-2BR-Apartment-W-In-Unit-Laundry.h116792733.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793205/1ab10206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793205/a279ff86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793205/53f2bca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793205/d709a7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Edgewater

[](https://www.expedia.ca/Chicago-Hotels-Deluxe-1BR-Near-Shops-Cafes.h116793205.Hotel-Information)

10/10

Exceptional

(11)

"Excellent stay at an excellent location. I’ve found my ideal location for my visits to Chicago. Thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brittney C.

CA $86

CA $231 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Chicago-Hotels-Deluxe-1BR-Near-Shops-Cafes.h116793205.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-17&regionId=553248635976475356&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Far+North+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475356&latLong=41.982968%2C-87.782252&adults=2&startDate=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Far+North+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475356&latLong=41.982968%2C-87.782252&adults=2&startDate=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Far+North+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475356&latLong=41.982968%2C-87.782252&adults=2&startDate=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Far+North+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475356&latLong=41.982968%2C-87.782252&adults=2&startDate=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&lodging=VACATION_HOME)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Far+North+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475356&latLong=41.982968%2C-87.782252&adults=2&startDate=2026-04-02&d1=2026-04-02&endDate=2026-04-05&d2=2026-04-05&lodging=RESIDENCE)

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## Top Far North Side Hotel Reviews

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg)

### Palmer House a Hilton Hotel

10/10 Excellent

"Dolores was incredible and our room was gorgeous! "

[](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg)

### River Hotel

10/10 Excellent

"I was there for the new years celebrations downtown. The hotel was very clean and organized. The security was also very attentive. They were checking people at the door and making sure that only registered guest came in which made me feel at ease, and at night the noice control was super quiet. For that festive occasion it was very controlled. "

[](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg)

### Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent

"The view really makes this hotel worth it! The bench in my room was a bit worn but other than that nice hotel and great stay "

[](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

![InterContinental Chicago Magnificent Mile by IHG](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg)

### InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"The room was spacious with a great view. The bathroom was also plenty bug. 4 of us stayed comfortably for the night. The fitness center is great, if a bit warm, and the pool is excellent. Location is also perfect."

[](https://expedia.ca/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information)

![Holiday Inn Chicago Dwtn - The Mart by IHG](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344_y.jpg)

### Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent

"Great view of downtown Chicago, easy access to the Mart, and friendly/helpful staff "

[](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information)

![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg)

### Silversmith Hotel Chicago Downtown

10/10 Excellent

"."

[](https://expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Staff was great, clean, nice bed"

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg)

### Hyatt Regency Chicago

10/10 Excellent

"Wonderful breakfast. Friendly and professionally competent staff!"

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"Good Service "

[](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

## Find out more about Far North Side

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Far North Side. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Apartments in Far North Side ](https://expedia.ca/Far-North-Side-Apartments.d553248635976475356-aaApartments.Travel-Guide-Accommodation)
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- [Condo Rentals in Far North Side ](https://expedia.ca/Far-North-Side-Condos.d553248635976475356-aaCondos.Travel-Guide-Accommodation)
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- [B&B in Far North Side ](https://expedia.ca/Far-North-Side-Bed-And-Breakfast.d553248635976475356-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Cheap Flights from Toronto (YYZ) to Montreal (YUL)](https://expedia.ca/lp/flights/yyz/yul/toronto-to-montreal)
- [Cheap Flights from Montreal (YUL) to Toronto (YYZ)](https://expedia.ca/lp/flights/yul/yyz/montreal-to-toronto)
- [Cheap Flights from Calgary (YYC) to Tokyo (HND)](https://expedia.ca/lp/flights/yyc/hnd/calgary-to-tokyo)

Activities

- [Things to do in Ottawa](https://expedia.ca/Things-To-Do-In-Ottawa.d178296.Travel-Guide-Activities)

Packages

- [Navy Pier](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction)
- [Ontario Science Centre](https://expedia.ca/Ontario-Science-Centre-North-York.d503130.Vacation-Attraction)
- [Lincoln Park Zoo](https://expedia.ca/Lincoln-Park-Zoo-Lincoln-Park.d6065147.Vacation-Attraction)
- [Spain All-inclusive Vacation Packages](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations/166/Spain)
- [Willis Tower](https://expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction)
- [Griffin Museum of Science and Industry](https://expedia.ca/Griffin-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction)
- [all inclusive vacations](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations)
- [Grant Park](https://expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction)

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