Title: Northwest Side Vacation Rentals from CA $147: Short-Term Rentals for 2025 | Expedia.ca

 

[Northwest Side Travel Guide](https://expedia.ca/Northwest-Side.dx553248635976475367)[Hotels in Northwest Side](https://expedia.ca/Northwest-Side-Hotels.d553248635976475367.Travel-Guide-Hotels)[Flights to Northwest Side](https://expedia.ca/Cheap-Flights-To-Northwest-Side.d553248635976475367.Travel-Guide-Flights)[Northwest Side Car Rentals](https://expedia.ca/Car-Rentals-In-Northwest-Side.d553248635976475367.Car-Rental-Guide)[Northwest Side Vacation Packages](https://expedia.ca/Northwest-Side.d553248635976475367.Destination-Travel-Guides)

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Photo by throwingsofas

# Northwest Side Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 11 - Nov 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-11-11&endDate=2025-11-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 12 - Nov 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-11-12&endDate=2025-11-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976475367&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Northwest Side

![Pool](https://images.trvl-media.com/lodging/28000000/27140000/27138100/27138010/6dc56403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27138100/27138010/52ca044e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27138100/27138010/9ac91540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27140000/27138100/27138010/42e87a70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

Portage Park

10/10

Exceptional

(112)

"Loved staying at Jamie’s place. Wonderful neighborhood and well kept apartment. Jamie was friendly and very helpful. "

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

Bud F.

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Comfy-Clean-420-Compliant-FREE-Parking-QUIET-Neighborhood-A-GUEST-FAVORITE.h27138010.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/a9b3121a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 Queen Bed (Studio Apartment) | Private kitchen](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/1bf06d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/eacd6d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ccaab668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sentral Michigan Avenue

Downtown Chicago

9.2/10

Wonderful

(981)

"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "

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

Nicole

CA $175

CA $247 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information)

![49-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/5915e3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony view](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/36558100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Living area](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/4ebb1bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City Studio, 1 Queen Bed, Non Smoking, Kitchen (Self Check-in with Virtual Front Desk) | Living area](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/1d34bb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kasa Magnificent Mile Chicago

Downtown Chicago

9.2/10

Wonderful

(613)

"Room was very nice, location was wonderful."

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

Nicholas

[](https://www.expedia.ca/Chicago-Hotels-Kasa-Chicago-River-North-Apartments.h46231022.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/cb208a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/a7a120b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Single Bed, City View | Living area](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/f7ca0ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Level Chicago – Old Town

Downtown Chicago

9.0/10

Wonderful

(378)

"Property was clean, centrally located with wonderful staff. Will definitely stay again."

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

Michelle

CA $239

CA $312 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information)

![1 bedroom, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/e3b8d058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/593f3c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/a9095b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/a5314f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Downtown Chicago

8.0/10

Very good

(400)

"Quite and low key spot"

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

Shunica

[](https://www.expedia.ca/Sonder-Market-Hall.h91683158.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/038aeb00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with digital channels, streaming services](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/de5e0137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with digital channels, streaming services](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/3c77060f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, premium bedding, individually decorated](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/d277fc7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonder by Marriott Bonvoy The Burnham Apartments Loop

Downtown Chicago

8.8/10

Excellent

(253)

"Great stay. "

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

Teresa

[](https://www.expedia.ca/Chicago-Hotels-Sonder-The-Burnham.h98589620.Hotel-Information)

![36-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/45000000/44780000/44773000/44772938/ccdc9112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/45000000/44780000/44773000/44772938/a811cd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/45000000/44780000/44773000/44772938/97fa62c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![36-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/45000000/44780000/44773000/44772938/a8e87dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Near South Side

8.6/10

Excellent

(711)

"Love the unit and location close to multiple restaurants and shopping."

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

Jessie

[](https://www.expedia.ca/Chicago-Hotels-Sonder-At-South-Wabash.h44772938.Hotel-Information)

![Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/603af13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Studio, 1 King Bed, Non Smoking, Kitchen (Self Check-in with Virtual Front Desk) | City view](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/bfbcc9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/5aeefd88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Studio, 1 King Bed, Non Smoking, Kitchen (Self Check-in with Virtual Front Desk) | In-room dining](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/7934883a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kasa South Loop Chicago

Downtown Chicago

9.4/10

Exceptional

(372)

"An excellent place to stay in Chicago downtown."

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

ABDULHAFEEZ

[](https://www.expedia.ca/Chicago-Hotels-Kasa-South-Loop-Chicago.h29433443.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/05d44ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, desk](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/f5b85335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch Smart TV with satellite channels](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/042dd182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/50c31ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Neighborhood Hotel-Little Italy

Near West Side

9.6/10

Exceptional

(218)

"This hotel is a 10 out of 10 for me! The hotel room was clean and the location was great. When I come back next year I’m definitely coming back here "

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

Amonee

[](https://www.expedia.ca/Chicago-Hotels-The-Neighborhood-Hotel-Little-Italy.h96299486.Hotel-Information)

![1 bedroom, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/84000000/83700000/83695900/83695822/112ab7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/84000000/83700000/83695900/83695822/a5b88630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/84000000/83700000/83695900/83695822/de34b3e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/84000000/83700000/83695900/83695822/83373d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonder by Marriott Bonvoy The Opal Apartments River North

Downtown Chicago

8.4/10

Very good

(57)

"Great location. Apartment had all the amenities needed. Felt safe. Only not so good part was that being in downtown, it wasn't super quiet at times. Would stay here again without a doubt."

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

Swastika

[](https://www.expedia.ca/Chicago-Hotels-Sonder-The-Opal.h83695822.Hotel-Information)

![50-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/65000000/64880000/64871100/64871080/d10a452f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/65000000/64880000/64871100/64871080/36238ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/65000000/64880000/64871100/64871080/851ef6de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/65000000/64880000/64871100/64871080/e0b5e4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Downtown Chicago

8.2/10

Very good

(187)

"Place was amazing! Very centralized, all sorts of restaurants nearby, and right next to the CTA Trains which is AWESOME!"

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

Alexander

[](https://www.expedia.ca/Chicago-Hotels-Sonder-At-Jewelers-Row.h64871080.Hotel-Information)

![Business centre](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/825d44e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/0480d64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/860305fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/f7e5c565_edited_04eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kasa River North Chicago

Downtown Chicago

9.4/10

Exceptional

(176)

"Awesome stay "

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

Sally

[](https://www.expedia.ca/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e6dada5.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)

### Wrigleyville Suites

Lakeview

9.6/10

Exceptional

(25)

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

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

Jacob

CA $125

CA $147 total

includes taxes & fees

Nov 12 - Nov 13

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

![Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/acb706d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 1 Double Bed, Kitchen (Washer/Dryer)](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/fe592b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 Bedroom, Kitchen (Penthouse, Washer/Dryer) | Living area](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/124718c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/a77496eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gem Museum Suites

Downtown Evanston

9.4/10

Exceptional

(95)

"Great stay. The studio is small but has everything necessary."

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

Julia

CA $240

CA $275 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Chicago-Hotels-The-Gem-Museum-Suites.h103465448.Hotel-Information)

![Free WiFi](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/740de96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/d5ea6c7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/e66c238f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/23b1a020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chicago luxury home suites

Downtown Chicago

10/10

Exceptional

(1)

"This was Amazing stay I have ever had in my life. Wonderful host, super clean. Stunning views, close to everything that you would needed. "

![New Zealand](https://a.travel-assets.com/egds/marks/flags/nz.svg)

Moha

CA $1,367

CA $1,605 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Luxury-Home-Suites.h121424489.Hotel-Information)

![Apartment, 1 Bedroom | Living room](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/1687c774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![40-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/3e0b12b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/3e40aa77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 3 Bedrooms](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/4dde9143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonder by Marriott Bonvoy Greektown Apartments

Downtown Chicago

8.6/10

Excellent

(65)

"I enjoyed my stay! Thanks!"

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

Jonathan

[](https://www.expedia.ca/Chicago-Hotels-Sonder-Greektown-Suites.h41963526.Hotel-Information)

![Classic Apartment | Private kitchen](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/5c39d4dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/w2571h1446x1y1-ccdca671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Living area](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/6737cfbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment | Private kitchen](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/58a3b7eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Apartment near Chicago Downtown

Bridgeport

CA $340

CA $545 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Chicago-Hotels-Stylish-Apartment-Near-Chicago-Downtown.h119973593.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)

![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)

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

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/f361fe8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean & Equipped 1BR Apt

Lakeview

9.2/10

Wonderful

(34)

"Was very clean and comfortable simply furnished but nice close to the things we were looking for. "

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

zack r.

CA $88

CA $236 total

includes taxes & fees

Dec 2 - Dec 3

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

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792603/2c5edc73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792603/ac888596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792603/77ca5eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792603/0a34dfde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Studio in Hyde Park-Walk to Lake & University

Hyde Park

9.0/10

Wonderful

(9)

"Good communication and easy check-in"

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

Chen

CA $97

CA $232 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Studio-In-Hyde-Park-Walk-To-Lake-University.h116792603.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)

![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)

![Dining](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/ec6df83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing Chicago Studio

Edgewater

9.8/10

Exceptional

(31)

"Everything was pristine and comfortable. I highly recommend this place. "

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

Joyce

CA $91

CA $225 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Relaxing-Chicago-Studio.h115775130.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=2025-11-25&endDate=2025-11-26&regionId=553248635976475367&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Northwest Side Hotel Reviews

![Aloft Chicago Mag Mile](//images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg)

### Aloft Chicago Mag Mile

10/10 Excellent

"Don’t like how the food is frozen but they charge so much money for the breakfast."

[](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg)

### Freehand Chicago

10/10 Excellent

"Really small room but good for solo travelers, the workers were so nice and helpful. The vibes were amazing and there is also a photo both! "

[](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg)

### The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"Tucker at the front desk was fabulous ans welcoming. Staff were attentive. Room was clean and well kept. Great view! "

[](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information)

![Hilton Garden Inn Chicago Downtown/Magnificent Mile](//images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg)

### Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"Clean room, great location."

[](https://expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

![Hotel Felix River North/Magnificent Mile](//images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg)

### Hotel Felix River North/Magnificent Mile

10/10 Excellent

"Nice downtown location"

[](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

![Hotel Riu Plaza Chicago](//images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

10/10 Excellent

"Breakfast. Delish Cushy pillows. Comfy bed Nice shower Staff so friendly and helpful. "

[](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Eurostars Magnificent Mile](//images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"The balcony was not for use Or scenic. Staff friendly as always. Room was clean."

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"AB"

[](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

![The Allegro Royal Sonesta Hotel Chicago Loop](//images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg)

### The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Nice and easy check in. Clean room. Comfy bed. "

[](https://expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information)

## Find out more about Northwest Side

**Everything you need to know about** **Northwest 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 Northwest 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 Northwest Side vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

Whenever you want to travel, a warm welcome awaits you in Northwest 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 Northwest 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 Northwest Side vacation rentals we have selected for you start as low as CA $147 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Northwest 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 Northwest 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 Northwest 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 Northwest 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. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Northwest Side

### Trending destinations on Expedia.ca

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-   [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
-   [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
-   [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
-   [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Apartments in Northwest Side](https://expedia.ca/Northwest-Side-Apartments.d553248635976475367-aaApartments.Travel-Guide-Accommodation)
-   [Vacation Homes in Northwest Side](https://expedia.ca/Northwest-Side-Private-Vacation-Homes.d553248635976475367-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Condo Rentals in Northwest Side](https://expedia.ca/Northwest-Side-Condos.d553248635976475367-aaCondos.Travel-Guide-Accommodation)
-   [Motels in Northwest Side](https://expedia.ca/Northwest-Side-Motels.d553248635976475367-aaMotels.Travel-Guide-Accommodation)
-   [Aparthotels in Northwest Side](https://expedia.ca/Northwest-Side-Apart-Hotels.d553248635976475367-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Northwest Side](https://expedia.ca/Northwest-Side-Bed-And-Breakfast.d553248635976475367-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cottages in Northwest Side](https://expedia.ca/Northwest-Side-Cottages.d553248635976475367-aaCottages.Travel-Guide-Accommodation)
-   [Guest Houses in Northwest Side](https://expedia.ca/Northwest-Side-Guest-Houses.d553248635976475367-aaGuestHouses.Travel-Guide-Accommodation)
-   [Hostels in Northwest Side](https://expedia.ca/Northwest-Side-Hostels.d553248635976475367-aaHostels.Travel-Guide-Accommodation)
-   [Resorts in Northwest Side](https://expedia.ca/Northwest-Side-Resort-Hotels.d553248635976475367-aaResortHotels.Travel-Guide-Accommodation)
-   [Villas in Northwest Side](https://expedia.ca/Northwest-Side-Villas.d553248635976475367-aaVillas.Travel-Guide-Accommodation)
-   [Farmstay in Northwest Side](https://expedia.ca/Northwest-Side-Agritourism.d553248635976475367-aaAgritourism.Travel-Guide-Accommodation)

### Expedia's Latest Trends

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-   [Hotels near Michigan Avenue](https://expedia.ca/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels)
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Flights

-   [Flights from Winnipeg (YWG) to Delhi (DEL)](https://expedia.ca/lp/flights/ywg/del/winnipeg-to-delhi)
-   [Air Transat](https://expedia.ca/Air-Transat-Flights.cTS.Travel-Guide-Airlines)
-   [Flights from Toronto (YYZ) to Seeduwa - Katunayake (CMB)](https://expedia.ca/lp/flights/yyz/cmb/toronto-to-colombo)
-   [Flights from Toronto (YYZ) to Miami (MIA)](https://expedia.ca/lp/flights/yyz/mia/toronto-to-miami)
-   [Flights to Cabo San Lucas](https://expedia.ca/Cheap-Flights-To-Cabo-San-Lucas.d180032.Travel-Guide-Flights)
-   [Flights from Toronto (YYZ) to London (YXU)](https://expedia.ca/lp/flights/yyz/yxu/toronto-to-london)
-   [Flights from Goffs (YHZ) to London (YXU)](https://expedia.ca/lp/flights/yhz/yxu/halifax-to-london)
-   [Flights from Seattle (SEA) to Los Angeles (LAX)](https://expedia.ca/lp/flights/sea/lax/seattle-to-los-angeles)

Cars

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Packages

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