Title: North Side Vacation Rentals from CA $259: Short-Term Rentals for 2025 | Expedia.ca

  

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# North Side Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976475406&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in North Side

## Our top choices for North Side vacation rentals

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/06060406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/c25a1316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/2626f596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/5dcfd7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigleyville Suites

Lakeview

9.6/10

Exceptional

(19)

"Excellent location and very clean! Would stay again!"

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

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/9262cfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/631182fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/w1024h1011x0y0-4b62d70e.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/fe8d8a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean & Equipped 1BR Apt

Lakeview

9.4/10

Exceptional

(24)

"Good experience. Would stay there again "

CA $109

CA $259 total

includes taxes & fees

Oct 6 - Oct 7

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

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792940/e37c62cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792940/0e0ab83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792940/743dca25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792940/26d113a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2BR in Vibrant Lakeview

Lakeview

9.4/10

Exceptional

(18)

"Overall, this property is really quite great. We wanted someplace close to our daughter in Wrigleyville, and we found the location to be excellent. The apartment itself is located in a vintage apartment complex consisting of four buildings around a center courtyard. The entire complex is gated and locked and felt very secure. It is set back off the street and because of that it is not terribly loud. The unit is attractively renovated and is well represented by the images shown here. The kitchen...

CA $122

CA $294 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Chicago-Hotels-Charming-2BR-In-Vibrant-Lakeview.h116792940.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/de39e34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/978fa548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/755fde52.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/117000000/116800000/116792900/116792894/9984ab06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview 2BR Apartment

Lakeview

9.4/10

Exceptional

(15)

"Great location, charming building. The photos in the listing are very accurate. Super close to the L and restaurants."

CA $109

CA $280 total

includes taxes & fees

Oct 6 - Oct 7

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792964/2e64c409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792964/60f44b1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792964/a1d3af99.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/117000000/116800000/116793000/116792964/96b8b47c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Lakeview

9.2/10

Wonderful

(22)

"We are very happy with our stay! Big comfy bed with good bed lining, a proper kitchen, a spacious bathroom, and everything was clean and nice. This place has everything you need! And communication with the host was excellent. Truly highly recommend!"

CA $109

CA $259 total

includes taxes & fees

Oct 7 - Oct 8

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793091/29cb9ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793091/605858c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793091/80cf6957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793091/5e4e9278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 1BR in Lakeview Chicago

Lakeview

8.6/10

Excellent

(17)

"Easy to access, secure building. Unit well decorated and all the basic necessities were there. Thanks again for the great stay!"

CA $127

CA $280 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Chicago-Hotels-Stylish-1BR-In-Lakeview-Chicago.h116793091.Hotel-Information)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793087/w1024h1426x0y0-132f3d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793087/c9095481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793087/048d5a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793087/da839805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright & Modern Lakeview Studio

Lakeview

9.8/10

Exceptional

(7)

"This is a great location to hit the Lakeview neighborhood with Wrigley Field just a couple blocks over. When trying to get the check-in instructions, there were a lot of hoops to jump through to get the payment to the management company for this property. I had to contact the host (management company) multiple times to get the links to the forms to upload a driver's license and selfie holding said driver's license. Another URL to get to the payment Venmo account. And another URL for the...

CA $127

CA $266 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Chicago-Hotels-Bright-Modern-Lakeview-Studio.h116793087.Hotel-Information)

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/34000000/33550000/33548200/33548184/3d713b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33548200/33548184/58fff569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33548200/33548184/a761e8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33548200/33548184/09b993fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

Lakeview

10/10

Exceptional

(108)

"This was a great house, location, host....made our weekend easy and enjoyable!!"

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Condo.h33548184.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595951/f35d06e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595951/ce0d334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595951/d765873b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595951/79872d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Wrigley Field/Monthly Discounts Available

Lakeview

9.6/10

Exceptional

(160)

"Great property and location! Host very good at responding and was extremely helpful!"

[](https://www.expedia.ca/Chicago-Hotels-Walk-To-Wrigley-FieldMonthly-Discounts-Available.h40595951.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793125/b59af6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793125/5b9dd3bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793125/94213371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793125/7fea6ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleek Style 3BR Haven - Free Parking

Lincoln Park

9.6/10

Exceptional

(14)

"Lived our stay here. 3 big bedrooms, clean environment. Close to things we wanted to visit. We will stay here again for sure!"

CA $148

CA $410 total

includes taxes & fees

Sep 29 - Sep 30

[](https://www.expedia.ca/Chicago-Hotels-Sleek-Style-3BR-Haven-Free-Parking-Ashland-2N.h116793125.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792844/2552f52a.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/117000000/116800000/116792900/116792844/c3adb7e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792844/6c87ca84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792844/f4b23065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautifully Set Up 2BR Space

Lakeview

9.8/10

Exceptional

(9)

"Great apartment, plenty of room for 4 after a Cubs game, right by Wrigley. Would definitely stay here again for a ballgame."

CA $122

CA $294 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Chicago-Hotels-Comfy-2BR-In-Heart-Of-Lakeview.h116792844.Hotel-Information)

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

![Smart TV](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/c5808a15.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)

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

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

North Center

9.6/10

Exceptional

(42)

"Great place to stay when you’re in town for the Cubbies! "

CA $220

CA $497 total

includes taxes & fees

Oct 15 - Oct 16

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37150000/37146600/37146543/25a5ca04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/38000000/37150000/37146600/37146543/6db6f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37150000/37146600/37146543/86ac1098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/38000000/37150000/37146600/37146543/3a46ff3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley Field/Lakeview -Entire Home- Large Groups!

Lakeview

10/10

Exceptional

(83)

"We had a fantastic experience staying here. The layout was spacious and worked perfectly for our group of 10 adults—plenty of room for everyone to relax and spread out. The home was clean, well-kept, and exactly as described. Check-in and check-out were a breeze, and the neighborhood was quiet and welcoming with easy access to public transportation, which made getting around simple. Overall, a 10/10 stay—we really enjoyed our time and would definitely book again!"

[](https://www.expedia.ca/Chicago-Hotels-Wrigley-FieldLakeview-Entire-Home-Large-Groups.h37146543.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102610000/102609400/102609385/01a2623b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102610000/102609400/102609385/b850d6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102610000/102609400/102609385/a2271576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102610000/102609400/102609385/9f5fcc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

Lakeview

8.8/10

Excellent

(42)

"The location of this property could not be beat for us while we were visiting family. We would definitely stay again!"

[](https://www.expedia.ca/Chicago-Hotels-WrigleyLakeview-Gem-Walk-To-Wrigley-Field-Parking-Available.h102609385.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78130000/78127200/78127193/7887bfb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78130000/78127200/78127193/022ffc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78130000/78127200/78127193/e426462d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78130000/78127200/78127193/d878539f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning 3 BR in prime Chicago location

Lincoln Park

9.8/10

Exceptional

(115)

"Great location within walking distance to Wrigley Field and countless restaurants. "

[](https://www.expedia.ca/Chicago-Hotels-Stunning-3-BR-In-Prime-Chicago-Location.h78127193.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792896/a8e6db38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792896/2c648594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792896/85e28fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792896/93951001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR Stylishly Apt in Lakeview

Lakeview

6.6/10

(4)

"Stayed overnight for a Cubs game, and it was a great time! Very clean, tons of space, and excellent communication with the owner. Would highly recommend!"

CA $122

CA $294 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Chicago-Hotels-2BR-Stylishly-Apt-In-Lakeview.h116792896.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100990000/100983300/100983215/5f2d61f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100990000/100983300/100983215/48767dd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100990000/100983300/100983215/e7750519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100990000/100983300/100983215/6b032bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Wrigleyville Home Close to the Cubs!

Lakeview

9.4/10

Exceptional

(35)

"Great stay"

[](https://www.expedia.ca/Chicago-Hotels-Charming-Wrigleyville-Home-Close-To-The-Cubs.h100983215.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78460000/78459600/78459583/bd22ff60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78460000/78459600/78459583/6d12f8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/79000000/78460000/78459600/78459583/0ea3b3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78460000/78459600/78459583/f21d2f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Modern Condo near Wrigley/Dwtn +Free Parking

Lincoln Park

9.6/10

Exceptional

(39)

"3 night stay with a family of 5. Was perfect for us! Clean, quiet, and easy to access. Would stay again! "

CA $427

CA $917 total

includes taxes & fees

Oct 8 - Oct 9

[](https://www.expedia.ca/Chicago-Hotels-3BR-Modern-Condo-Near-WrigleyDwtn-Free-Parking.h78459583.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/a067dc99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/04e27943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/e7806e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/6f92a1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Urban Retreat Near Wrigley Field w/Parking

Lakeview

10/10

Exceptional

(37)

"The property was amazing, clean and well organized. Parking was a breeze and check in was easy. Would recommend this place to anyone looking to stay in the area."

CA $208

CA $628 total

includes taxes & fees

Sep 30 - Oct 1

[](https://www.expedia.ca/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.Hotel-Information)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792861/18ab8b81.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)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792861/255dfec9.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)

### 1BR Apartment in Chicago

North Center

9.4/10

Exceptional

(6)

"This was a lovely, quiet one bedroom apartment on a nice residential block. It’s a very short walk to the Irving Park L (train) station, as well as to coffee shops, stores, and Trader Joe’s. I also walked (&/or went on runs) to Roscoe Village, Ravenswood, and Lakeview. I enjoyed my stay there very much, It may be helpful for people with mobility issues to know that the apartment is up 3 flights of a turning staircase (and that the laundry room—which has 2 washers & 2 dryers — is in the...

CA $101

CA $249 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Chicago-Hotels-1BR-Apartment-In-Chicago.h116792861.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=2025-10-09&endDate=2025-10-10&regionId=553248635976475406&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top North Side Hotel Reviews

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

### The Majestic Hotel

10/10 Excellent

"Very cute hotel and rooms. We were there for a baseball game and the location was perfect. 10min walk to Wrigley Field."

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

![Hotel Zachary Chicago, a Tribute Portfolio Hotel](//images.trvl-media.com/lodging/24000000/23060000/23056000/23055991/030ea101_y.jpg)

### Hotel Zachary Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"Everything about this hotel was amazing! Will definitely stay again "

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

![Best Western Plus Hawthorne Terrace Hotel](//images.trvl-media.com/lodging/1000000/120000/116900/116850/76dfc5de_y.jpg)

### Best Western Plus Hawthorne Terrace Hotel

10/10 Excellent

"Great shower, comfortable bed"

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

![Ray's Bucktown B&B](//images.trvl-media.com/lodging/19000000/18280000/18278700/18278617/67423b1d_y.jpg)

### Ray's Bucktown B&B

10/10 Excellent

"Such a wonderful find - sweet staff, homey setting, beautiful neighborhood close to the 606 walking trail and train. On top of this the most amazing breakfasts we could ask for. A wonderful gem of a place to visit!"

[](https://expedia.ca/Chicago-Hotels-Rays-Bucktown-Bed-And-Breakfast.h18278617.Hotel-Information)

![The Willows Hotel](//images.trvl-media.com/lodging/1000000/10000/7400/7374/10ec6d68_y.jpg)

### The Willows Hotel

10/10 Excellent

"Nice room. Great location. "

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

![City Suites Hotel](//images.trvl-media.com/lodging/1000000/900000/892700/892669/2966b348_y.jpg)

### City Suites Hotel

10/10 Excellent

"Amazing staff made a horrible night so much better her kindness. Hotel has amazing charm, its surrounded by a lively atmosphere. Next time im in the city i will be staying here."

[](https://expedia.ca/Chicago-Hotels-City-Suites-Hotel.h892669.Hotel-Information)

![Dorothy's](//images.trvl-media.com/lodging/109000000/108580000/108573400/108573352/f61e991e_y.jpg)

### Dorothy's

10/10 Excellent

"Cute little place with good vibes, in a great location! Will definitely stay again! The only issue I really had during my stay was that I ordered drinks using the room service feature, they charged my card but never brought the drinks. The owner did not seem too concerned or willing to look into it much when I brought it to his attention. Mostly friendly, but felt like maybe he was wanting to rush me out of there. We had booked a late check out as well, which we paid extra for. Housekeeping came into the room without knocking or anything, two hours before check out time. Was not a big deal but should have knocked. These are things that I am able to overlook, would still stay again! "

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

![The Villa Toscana](//images.trvl-media.com/lodging/2000000/1160000/1153900/1153874/a7524278_y.jpg)

### The Villa Toscana

10/10 Excellent

"Perfect for a quick trip Cub Game. Excellent communication and location. Nice complimentary breakfast."

[](https://expedia.ca/Chicago-Hotels-The-Villa-Toscana.h1153874.Hotel-Information)

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

### Hotel Lincoln

10/10 Excellent

"Loved the unique decor and the rooftop terrace "

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

## Find out more about North Side

**Everything you need to know about** **North Side** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the North Side vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect North Side vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**North Side vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in North Side. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A North Side vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of North Side vacation rentals we have selected for you start as low as CA $259 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on North Side rentals**

At Expedia, we put the best North Side vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top North Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream North Side vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around North Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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-   [Apartments in North Side](https://expedia.ca/North-Side-Apartments.d553248635976475406-aaApartments.Travel-Guide-Accommodation)
-   [Vacation Homes in North Side](https://expedia.ca/North-Side-Private-Vacation-Homes.d553248635976475406-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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-   [Guest Houses in North Side](https://expedia.ca/North-Side-Guest-Houses.d553248635976475406-aaGuestHouses.Travel-Guide-Accommodation)
-   [Aparthotels in North Side](https://expedia.ca/North-Side-Apart-Hotels.d553248635976475406-aaApartHotels.Travel-Guide-Accommodation)

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![QR code to download the app](data:image/png;base64,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)