Title: North Side Vacation Rentals from CA $147: Short-Term Rentals for 2026 | Expedia.ca

[North Side Travel Guide](https://expedia.ca/North-Side.dx553248635976475406)[Hotels in North Side](https://expedia.ca/North-Side-Hotels.d553248635976475406.Travel-Guide-Hotels)[Flights to North Side](https://expedia.ca/Cheap-Flights-To-North-Side.d553248635976475406.Travel-Guide-Flights)[Things to do in North Side](https://expedia.ca/Things-To-Do-In-North-Side.d553248635976475406.Travel-Guide-Activities)[North Side Car Rentals](https://expedia.ca/Car-Rentals-In-North-Side.d553248635976475406.Car-Rental-Guide)[North Side Vacation Packages](https://expedia.ca/North-Side.d553248635976475406.Destination-Travel-Guides)

![](https://images.trvl-media.com/place/829/f6594aff-9bbe-4eff-8e85-1343b34d50f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Vincent Ramundo

![](https://images.trvl-media.com/place/829/f6594aff-9bbe-4eff-8e85-1343b34d50f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for North Side vacation rentals

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e1fd538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/6dcfa9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e6dada5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3935f43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigleyville Suites

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information)

Lakeview

9.2/10

Wonderful

(30 reviews)

"Great location and space ! Will use again "

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

Vanessa

CA $125

CA $147 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/322fd87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/b07f764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/06df6711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/87e615f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bedroom apartment just 2 minutes drive to Wrigley Field

[](https://www.expedia.ca/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information)

North Center

9.6/10

Exceptional

(65 reviews)

"Great host, quick communication, and wonderful place to stay in Chicago. Well thought out and made our stay enjoyable. Highly recommend, we will book it again next time we are in Chicago. "

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

Justin P.

CA $186

CA $460 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793125/75b96189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793125/dc730e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793125/193b721f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793125/d99f5bc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleek Style 3BR Haven - Free Parking

[](https://www.expedia.ca/Chicago-Hotels-Sleek-Style-3BR-Haven-Free-Parking.h116793125.Hotel-Information)

Lincoln Park

9.8/10

Exceptional

(40 reviews)

"Awesome place to stay. "

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

Gary

CA $244

CA $542 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Chicago-Hotels-Sleek-Style-3BR-Haven-Free-Parking.h116793125.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792852/35964ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792852/ad06b7cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792852/76b820e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792852/167366b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR Apartment Beautifully Furnished

[](https://www.expedia.ca/Chicago-Hotels-2BR-Apt-Beautifully-Furnished.h116792852.Hotel-Information)

Lakeview

10/10

Exceptional

(9 reviews)

"We loved the place. The feeling of home away from home."

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

Sataish

CA $157

CA $347 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Chicago-Hotels-2BR-Apt-Beautifully-Furnished.h116792852.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/cb1524af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/881a5b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/e19d134a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/5f4153b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley Field All Star Suite 3 Bedrooms 2 Bath

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn-AllStar-Unit.h33962122.Hotel-Information)

Lakeview

9.4/10

Exceptional

(22 reviews)

"Everything was excellent. Highly recommended!!!"

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

Donald S.

CA $527

CA $1,330 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn-AllStar-Unit.h33962122.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101450000/101444700/101444649/a3a9e42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101450000/101444700/101444649/6fe630fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/102000000/101450000/101444700/101444649/7f572245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101450000/101444700/101444649/be938af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Train Vibes + Rare Parking x3

[](https://www.expedia.ca/Chicago-Hotels-Stylish-3BD-2BA-Apt-Near-Wrigley-W-Parking-X3.h101444649.Hotel-Information)

North Center

10/10

Exceptional

(17 reviews)

"Justin was so accommodating. He let us in early as our flight was early. The place was clean , the beds and pillows soooo comfy. The location was perfect for why we were in chicago. Loved our time there "

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

David C.

CA $232

CA $611 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Chicago-Hotels-Stylish-3BD-2BA-Apt-Near-Wrigley-W-Parking-X3.h101444649.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/121000000/120430000/120427800/120427785/f2e34e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120430000/120427800/120427785/754cb8af.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/121000000/120430000/120427800/120427785/63dc8275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/121000000/120430000/120427800/120427785/7925b1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR City Suite w/ Amazing Glass Views

[](https://www.expedia.ca/Chicago-Hotels-2BR-City-Loft-Amazing-Glass-Views.h120427785.Hotel-Information)

Logan Square

10/10

Exceptional

(2 reviews)

"very responsive host! was willing to go above and beyond! the view of the city was breathtaking! highly recommended. the pool table in the game room was a lot of fun! "

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

Paul K.

CA $974

CA $1,626 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Chicago-Hotels-2BR-City-Loft-Amazing-Glass-Views.h120427785.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/62a7dfe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/4a40498d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/6c8d25e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/w1024h1011x0y0-5db689cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean & Equipped 1BR Apt

[](https://www.expedia.ca/Chicago-Hotels-Clean-Equipped-1BR-Apt.h116792882.Hotel-Information)

Lakeview

9.2/10

Wonderful

(59 reviews)

"Second time staying here and both times perfect for what we needed"

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

Bernard S.

CA $149

CA $313 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Chicago-Hotels-Clean-Equipped-1BR-Apt.h116792882.Hotel-Information)

![TV, books](https://images.trvl-media.com/lodging/116000000/115880000/115873400/115873301/12ff4b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/116000000/115880000/115873400/115873301/5e875a77.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/116000000/115880000/115873400/115873301/884c2c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115880000/115873400/115873301/4944b47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Friendly 2 Bedroom Full Kitchen Free Laundry Work Space

[](https://www.expedia.ca/Chicago-Hotels-Family-Friendly-2-Bedroom-Full-Kitchen-Free-Laundry-Work-Space-1-FREE-Parking.h115873301.Hotel-Information)

Lincoln Park

10/10

Exceptional

(3 reviews)

"We had a wonderful stay! The place is so cute and was the perfect location for our trip! If you stay here you’ll love it! "

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

Jessica M.

CA $478

CA $828 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Chicago-Hotels-Family-Friendly-2-Bedroom-Full-Kitchen-Free-Laundry-Work-Space-1-FREE-Parking.h115873301.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792920/ff0ac870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792920/692acf21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792920/93d50c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792920/7940807f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 2BR with Reliable Wi-Fi

[](https://www.expedia.ca/Chicago-Hotels-Modern-2BR-With-Reliable-Wi-Fi.h116792920.Hotel-Information)

Lakeview

9.0/10

Wonderful

(6 reviews)

"Great location for seeing a Cubs game. Easy to follow "

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

David A.

CA $157

CA $351 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Chicago-Hotels-Modern-2BR-With-Reliable-Wi-Fi.h116792920.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792848/93b6d18a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792848/2740956d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792848/fb6a6e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792848/w1007h1024x0y0-beaf9548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prime Location! 2BR Near Wrigley

[](https://www.expedia.ca/Chicago-Hotels-Prime-Location-2BR-Near-Wrigley.h116792848.Hotel-Information)

Lakeview

9.6/10

Exceptional

(8 reviews)

"Everything was clean, really walkable area also"

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

Anthony E.

CA $157

CA $351 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Chicago-Hotels-Prime-Location-2BR-Near-Wrigley.h116792848.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793218/a03ec2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793218/cd9fa0d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793218/6f0b283c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793218/6f1deab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3BR Gem in North Center

[](https://www.expedia.ca/Chicago-Hotels-Cozy-3BR-Gem-In-North-Center.h116793218.Hotel-Information)

North Center

8.6/10

Excellent

(14 reviews)

"Great place to stay and host communicated quickly when needed. Will stay again on next trip to Chicago!"

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

Alicia

CA $232

CA $559 total

includes taxes & fees

Apr 28 - Apr 29

[](https://www.expedia.ca/Chicago-Hotels-Cozy-3BR-Gem-In-North-Center.h116793218.Hotel-Information)

![TV, video games](https://images.trvl-media.com/lodging/114000000/113520000/113517100/113517065/148e02c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113520000/113517100/113517065/9853b553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games](https://images.trvl-media.com/lodging/114000000/113520000/113517100/113517065/649a9f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113520000/113517100/113517065/d8c5cb46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10

[](https://www.expedia.ca/Chicago-Hotels-5-Minutes-To-Wrigley-And-Beach-Games-And-Arcades-Garage-Sleeps-10.h113517065.Hotel-Information)

Lakeview

9.2/10

Wonderful

(5 reviews)

"This was a wonderful stay! The apartment was clean, well furnished, and the communication with the manager was wonderful. My son and I really enjoyed the video games, especially golden tee. The location is fantastic, giving us access to most everything in the Lincoln Park area, as well as Wrigley Field. I can’t recommend this enough. We had a wonderful time!"

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

Matthew B.

CA $192

CA $514 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Chicago-Hotels-5-Minutes-To-Wrigley-And-Beach-Games-And-Arcades-Garage-Sleeps-10.h113517065.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792861/255dfec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792861/bea75315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792861/3bf54963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792861/fce51bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1BR Apartment in Chicago

[](https://www.expedia.ca/Chicago-Hotels-1BR-Apartment-In-Chicago.h116792861.Hotel-Information)

North Center

9.0/10

Wonderful

(17 reviews)

"Very clean and the host was easy to work with. "

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

Scott S.

CA $122

CA $278 total

includes taxes & fees

Apr 28 - Apr 29

[](https://www.expedia.ca/Chicago-Hotels-1BR-Apartment-In-Chicago.h116792861.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792856/69cac5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792856/0e684df0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792856/29bbe9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792856/fa244d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR on N Halsted St: Lakeview Living

[](https://www.expedia.ca/Chicago-Hotels-2BR-On-N-Halsted-St-Lakeview-Living.h116792856.Hotel-Information)

Lakeview

8.4/10

Very good

(10 reviews)

"Great stay! "

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

Megan R.

CA $157

CA $350 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Chicago-Hotels-2BR-On-N-Halsted-St-Lakeview-Living.h116792856.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792964/8893169d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792964/ec7d3f2f.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/117000000/116800000/116793000/116792964/d8ce9264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792964/7aa97796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy, Fully Set-Up 1BR Space

[](https://www.expedia.ca/Chicago-Hotels-Cozy.h116792964.Hotel-Information)

Lakeview

9.4/10

Exceptional

(32 reviews)

"Easy check-in and fantastic location - highly recommend!"

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

Bryna D.

CA $149

CA $313 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Chicago-Hotels-Cozy.h116792964.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/3784f9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/3d6ac79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/f638641d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/9cbd95cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview 2BR Cozy Apartment

[](https://www.expedia.ca/Chicago-Hotels-Lakeview-2BR-Apartment.h116792894.Hotel-Information)

Lakeview

9.2/10

Wonderful

(34 reviews)

"The property owner was very easy to communicate with and responded to questions right away"

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

Elizabeth

CA $149

CA $335 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Chicago-Hotels-Lakeview-2BR-Apartment.h116792894.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792813/706aaa00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792813/6ba04c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792813/655e5009.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/117000000/116800000/116792900/116792813/e3264710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boystown Chic 2BR Escape

[](https://www.expedia.ca/Chicago-Hotels-Boystown-Chic-2BR-Escape.h116792813.Hotel-Information)

Lakeview

10/10

Exceptional

(22 reviews)

"Very clean and amazing comfortable stay!!"

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

Justin M.

CA $149

CA $336 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Chicago-Hotels-Boystown-Chic-2BR-Escape.h116792813.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792973/f6a4b377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792973/e52da69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792973/ffcd6593.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/117000000/116800000/116793000/116792973/3d51321c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Radiant 2BR Apt near Shops

[](https://www.expedia.ca/Chicago-Hotels-Radiant-2BR-Apt-Near-Shops.h116792973.Hotel-Information)

Avondale

9.4/10

Exceptional

(3 reviews)

"The place was in good condition. The host was responsive when we communicated. We would stay again."

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

Annette S.

CA $143

CA $333 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Chicago-Hotels-Radiant-2BR-Apt-Near-Shops.h116792973.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116850000/116848100/116848013/3fbfbe1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116850000/116848100/116848013/5ed5509b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116850000/116848100/116848013/2a2b7350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/117000000/116850000/116848100/116848013/2ed666bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A chic second-floor plant-filled retreat in Chicago's Logan Square neighborhood.

[](https://www.expedia.ca/Chicago-Hotels-A-Chic-Second-Floor-Plant-Filled-Retreat-In-Chicagos-Logan-Square-Neighborhood.h116848013.Hotel-Information)

Logan Square

10/10

Exceptional

(3 reviews)

"Everything was perfect. We loved the atmosphere and the neighborhood. "

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

Casey H.

CA $195

CA $510 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Chicago-Hotels-A-Chic-Second-Floor-Plant-Filled-Retreat-In-Chicagos-Logan-Square-Neighborhood.h116848013.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=2026-04-14&endDate=2026-04-15&regionId=553248635976475406&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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Villas

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Private vacation homes

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=North+Side%2C+Illinois%2C+United+States+of+America&regionId=553248635976475406&latLong=41.933522%2C-87.677589&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=COTTAGE)

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## Top North Side Hotel Reviews

![The Majestic Hotel](https://images.trvl-media.com/lodging/1000000/10000/7200/7127/bf9d41f0_y.jpg)

### The Majestic Hotel

10/10 Excellent

"Pretty cool, Cubs themed hotel (and I’m not even a Cubs fan) with accessible parking garage. Stocked mini bar that you can either charge to your room or pay cash at the desk. Close enough to walk to Wrigleyville. Only thing I didn’t enjoy was the creaky floors - you could hear the people on the floor above you walking around. But overall it was an enjoyable trip! "

[](https://expedia.ca/Chicago-Hotels-The-Majestic-Hotel.h7127.Hotel-Information)

![Hotel Versey Chicago Lincoln Park](https://images.trvl-media.com/lodging/1000000/30000/23000/22993/ea5be619_y.jpg)

### Hotel Versey Chicago Lincoln Park

6/10 Okay

"BEWARE-the elevator was broken when we were there. Only option was to take the stairs...up to the 4th floor where our room was...and all the way back downstairs."

[](https://expedia.ca/Chicago-Hotels-Hotel-Versey-Chicago-Lincoln-Park.h22993.Hotel-Information)

![Hotel Lincoln](https://images.trvl-media.com/lodging/1000000/30000/23400/23314/48b7272b_y.jpg)

### Hotel Lincoln

10/10 Excellent

"Stayed at Hotel Lincoln and had a great experience overall! The location is fantastic—close to everything and perfect for exploring the area. The staff were incredibly friendly and welcoming, which really made the stay more enjoyable. The rooms were clean and comfortable. While the bathroom could use some updating, it didn’t take away from the overall positive experience. I’d definitely consider staying here again!"

[](https://expedia.ca/Chicago-Hotels-Hotel-Lincoln.h23314.Hotel-Information)

![The Hotel at Midtown](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/92b6393d_y.jpg)

### The Hotel at Midtown

10/10 Excellent

"The hotel was perfectly as listed. There is plenty to do. The food was especially a stand out during our stay. I highly recommend if you are looking for a hotel where you can feel active."

[](https://expedia.ca/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information)

![Hotel Zachary Chicago, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/24000000/23060000/23056000/23055991/2a337a36_y.jpg)

### Hotel Zachary Chicago, a Tribute Portfolio Hotel

8/10 Good

"Clean room, attentive staff"

[](https://expedia.ca/Chicago-Hotels-Hotel-Zachary-Chicago.h23055991.Hotel-Information)

![The Willows Hotel](https://images.trvl-media.com/lodging/1000000/10000/7400/7374/7282b2ef_y.jpg)

### The Willows Hotel

8/10 Good

"Cute hotel, but fairly noisy (radiators and squeaky floors), as it is an older property. Water and coffee available in the lobby, but no coffee/tea machine in the rooms. Many places to eat/drink nearby. Parking is on the roof of a building at the end of the street.$25/day."

[](https://expedia.ca/Chicago-Hotels-The-Willows-Hotel.h7374.Hotel-Information)

![Best Western Plus Hawthorne Terrace Hotel](https://images.trvl-media.com/lodging/1000000/120000/116900/116850/5999266e_y.jpg)

### Best Western Plus Hawthorne Terrace Hotel

10/10 Excellent

"Excellent rooms and location, and well maintained hotel"

[](https://expedia.ca/Chicago-Hotels-Best-Western-Plus-Hawthorne-Terrace-Hotel.h116850.Hotel-Information)

![The Chicago Hotel Collection - Wrigleyville](https://images.trvl-media.com/lodging/24000000/23610000/23604900/23604891/441ad9d1_y.jpg)

### The Chicago Hotel Collection - Wrigleyville

8/10 Good

"Excellent location. Clean rooms "

[](https://expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Wrigleyville.h23604891.Hotel-Information)

![Dorothy's](https://images.trvl-media.com/lodging/109000000/108580000/108573400/108573352/cc909706_y.jpg)

### Dorothy's

10/10 Excellent

"I stayed here during a week of business etc and found the accommodations excellent for a long-ish stay. My room was the Purple Room - private bath, dining area, living room and separate bedroom. Clean, quiet, comfortable and appointed with everything one would need: Coffee maker, small fridge, microwave, dishes. Plenty of towels and storage in the bathroom. Big comfortable sectional sofa to lounge/work on. The staff is off site and responded quickly to text messages. The lock code provided easy and safe access to the room. VERY fun neighborhood - walking distance to everything, including Chicago's beautiful lakefront. "

[](https://expedia.ca/Chicago-Hotels-Dorothys.h108573352.Hotel-Information)

## Find out more about 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 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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Packages

- [Art Institute of Chicago](https://expedia.ca/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction)
- [Navy Pier](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction)
- [Lincoln Park Zoo](https://expedia.ca/Lincoln-Park-Zoo-Lincoln-Park.d6065147.Vacation-Attraction)
- [Chicago Riverwalk](https://expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction)
- [Willis Tower](https://expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction)
- [875 North Michigan Avenue](https://expedia.ca/875-North-Michigan-Avenue-Downtown-Chicago.d6065131.Vacation-Attraction)
- [Robie House](https://expedia.ca/Robie-House-Hyde-Park.d6064059.Vacation-Attraction)
- [Griffin Museum of Science and Industry](https://expedia.ca/Griffin-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction)
- [Water Tower Place](https://expedia.ca/Water-Tower-Place-Downtown-Chicago.d6064087.Vacation-Attraction)
- [Millennium Park](https://expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction)
- [Wrigley Field](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction)
- [Grant Park](https://expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction)

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