Title: Far Southwest Side Vacation Rentals from CA $134: Short-Term Rentals for 2025 | Expedia.ca

  

[Far Southwest Side Travel Guide](https://expedia.ca/Far-Southwest-Side.dx553248635976475353)[Hotels in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Hotels.d553248635976475353.Travel-Guide-Hotels)[Flights to Far Southwest Side](https://expedia.ca/Cheap-Flights-To-Far-Southwest-Side.d553248635976475353.Travel-Guide-Flights)[Far Southwest Side Car Rentals](https://expedia.ca/Car-Rentals-In-Far-Southwest-Side.d553248635976475353.Car-Rental-Guide)[Far Southwest Side Vacation Packages](https://expedia.ca/Far-Southwest-Side.d553248635976475353.Destination-Travel-Guides)

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Photo by Steve Luzzo

# Far Southwest Side Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Far Southwest Side

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

![Premium Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ecc0a878.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)

![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)

### Sentral Michigan Avenue

Downtown Chicago

9.2/10

Wonderful

(979)

"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 $176

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) | Living area](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/0ac0f470.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)

![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)

### Kasa Magnificent Mile Chicago

Downtown Chicago

9.2/10

Wonderful

(609)

"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)

![Flat-screen TV](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/9bdb478c.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)

![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)

### Level Chicago – Old Town

Downtown Chicago

9.0/10

Wonderful

(376)

"Great place to stay. Loved it!"

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

Peter

CA $299

CA $383 total

includes taxes & fees

Dec 4 - Dec 5

[](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)

![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)

![50-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/ea846735.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)

![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)

![2 bedrooms, premium bedding, individually decorated](https://images.trvl-media.com/lodging/99000000/98590000/98589700/98589620/a33c4e00.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/45000000/44780000/44773000/44772938/97fa62c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/45000000/44780000/44773000/44772938/dc543b9b.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)

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

Near South Side

8.6/10

Excellent

(709)

"Location was nice."

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

Juliet

[](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)

![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) | City view](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/bfbcc9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | City view](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/24b549c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kasa South Loop Chicago

Downtown Chicago

9.4/10

Exceptional

(371)

"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)

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

![50-inch Smart TV with satellite channels](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/79c83288.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)

### The Neighborhood Hotel-Little Italy

Near West Side

9.6/10

Exceptional

(217)

"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)

![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)

![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/84000000/83700000/83695900/83695822/5077246b.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

(56)

"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)

![2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/65000000/64880000/64871100/64871080/dac97393.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)

![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)

### 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)

![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)

![Cafe](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/715d8399.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)

![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/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)

### Wrigleyville Suites

Lakeview

9.6/10

Exceptional

(26)

"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 11 - Nov 12

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

![Comfort Double Room](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/22fe051f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Studio](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/d6f1cd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/7a3c031a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/81879fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Harvey

3.8/10

(65)

"This place looked like a whole in the wall I didn’t even stay the place was so dirty and I could not receive a refund looks disgusting and not even worth a $50 stay at minimum. "

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

Bria

CA $119

CA $134 total

includes taxes & fees

Nov 15 - Nov 16

[](https://www.expedia.ca/Chicago-Hotels-Comfort-Inn-Chicago-Wind-Creek-Casino.h112306435.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)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41970000/41963600/41963526/26c37847.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)

![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)

![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)

### Stylish Apartment near Chicago Downtown

Bridgeport

CA $341

CA $546 total

includes taxes & fees

Nov 10 - Nov 11

[](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)

![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

9.2/10

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 $237 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)

![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)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792603/873e46ea.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)

### 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 10 - Nov 11

[](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)

![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)

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

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

### Relaxing Chicago Studio

Edgewater

9.8/10

Exceptional

(30)

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

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

Joyce

CA $77

CA $208 total

includes taxes & fees

Nov 11 - Nov 12

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

![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)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792940/c434b940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2BR in Vibrant Lakeview

Lakeview

9.2/10

Wonderful

(27)

"Check in was a breeze, unit was very clean and comfortable. Would definitely stay in this location again. Great area, with easy access to transportation."

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

Chris H.

CA $108

CA $284 total

includes taxes & fees

Dec 2 - Dec 3

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

![Interior](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/00656023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/c0bd1b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/3b336ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/93a33738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Art Villa

West Town

10/10

Exceptional

(2)

" "

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

tomonobu

CA $381

CA $917 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Chicago-Hotels-Art-Villa.h115163763.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=2025-11-23&endDate=2025-11-24&regionId=553248635976475353&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Far Southwest Side Hotel Reviews

![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)

![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg)

### Congress Plaza Hotel

10/10 Excellent

"I absolutely love the antique Chicago vibes!"

[](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

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

### River Hotel

10/10 Excellent

"Customer service "

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

## Find out more about Far Southwest Side

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

**Far Southwest Side vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Far Southwest 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 Far Southwest 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 Far Southwest Side vacation rentals we have selected for you start as low as CA $134 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Far Southwest Side rentals**

At Expedia, we put the best Far Southwest 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 Far Southwest 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 Far Southwest 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 Far Southwest 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 Far Southwest Side

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-   [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 Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Apartments.d553248635976475353-aaApartments.Travel-Guide-Accommodation)
-   [Vacation Homes in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Private-Vacation-Homes.d553248635976475353-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Condo Rentals in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Condos.d553248635976475353-aaCondos.Travel-Guide-Accommodation)
-   [Motels in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Motels.d553248635976475353-aaMotels.Travel-Guide-Accommodation)
-   [Aparthotels in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Apart-Hotels.d553248635976475353-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Bed-And-Breakfast.d553248635976475353-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cottages in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Cottages.d553248635976475353-aaCottages.Travel-Guide-Accommodation)
-   [Guest Houses in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Guest-Houses.d553248635976475353-aaGuestHouses.Travel-Guide-Accommodation)
-   [Hostels in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Hostels.d553248635976475353-aaHostels.Travel-Guide-Accommodation)
-   [Resorts in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Resort-Hotels.d553248635976475353-aaResortHotels.Travel-Guide-Accommodation)
-   [Villas in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Villas.d553248635976475353-aaVillas.Travel-Guide-Accommodation)
-   [Cabin Rentals in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Cabins.d553248635976475353-aaCabins.Travel-Guide-Accommodation)

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Flights

-   [Flights from Vancouver (YVR) to Calgary (YYC)](https://expedia.ca/lp/flights/yvr/yyc/vancouver-to-calgary)
-   [Flights from Vancouver (YVR) to Goffs (YHZ)](https://expedia.ca/lp/flights/yvr/yhz/vancouver-to-halifax)
-   [Flights to Vancouver](https://expedia.ca/Cheap-Flights-To-Vancouver.d178315.Travel-Guide-Flights)
-   [Flights from Vancouver (YVR) to Aluva (COK)](https://expedia.ca/lp/flights/yvr/cok/vancouver-to-cochin)

Packages

-   [Navy Pier](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction)
-   [Griffin Museum of Science and Industry](https://expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction)
-   [Lincoln Park Zoo](https://expedia.ca/Lincoln-Park-Zoo-Lincoln-Park.d6065147.Vacation-Attraction)
-   [Willis Tower](https://expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction)
-   [Las Vegas Vacations](https://expedia.ca/Las-Vegas.d178276.Destination-Travel-Guides)
-   [Grant Park](https://expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction)

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