Title: Far Southwest Side Vacation Rentals from CA $132: 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

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[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 three months

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976475353&startDate=2025-12-19&endDate=2025-12-21&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)

![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)

![Garden](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ccaab668.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)

### Sentral Michigan Avenue

Downtown Chicago

9.2/10

Wonderful

(926)

"The staff was extremely helpful and the rooms are clean with a beautiful view of downtown and the lake. I will definitely stay here again. "

CA $246

CA $329 total

includes taxes & fees

Sep 25 - Sep 26

[](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)

![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

(529)

"Very great place to stay!"

CA $298

CA $432 total

includes taxes & fees

Sep 25 - Sep 26

[](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)

![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)

![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

(355)

"Real nice place 5 stars ill be back."

CA $317

CA $402 total

includes taxes & fees

Oct 19 - Oct 20

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

(662)

"Dangerous area at times… but not always bad. And a quick walk to the safe areas for sure!!! I would definitely stay here again."

CA $234

CA $275 total

includes taxes & fees

Oct 7 - Oct 8

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

![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)

![Lobby lounge](https://images.trvl-media.com/lodging/92000000/91690000/91683200/91683158/593f3c13.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

(364)

"Great stay!"

CA $187

CA $220 total

includes taxes & fees

Oct 19 - Oct 20

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

![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)

![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)

### Kasa South Loop Chicago

Downtown Chicago

9.4/10

Exceptional

(353)

"It was a really nice and secure property. "

[](https://www.expedia.ca/Chicago-Hotels-Kasa-South-Loop-Chicago.h29433443.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/99000000/98590000/98589700/98589620/3c77060f.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/a33c4e00.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

(230)

"Great location and lovely amenities. "

CA $269

CA $316 total

includes taxes & fees

Oct 19 - Oct 20

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

![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)

### The Neighborhood Hotel-Little Italy

Near West Side

9.6/10

Exceptional

(202)

"This place was perfect "

[](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/84000000/83700000/83695900/83695822/5077246b.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

(49)

"Place was in a great location close to good restaurants "

CA $234

CA $275 total

includes taxes & fees

Oct 19 - Oct 20

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

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

### Kasa River North Chicago

Downtown Chicago

9.6/10

Exceptional

(169)

"This place has everything for a multi-night stay."

CA $273

CA $450 total

includes taxes & fees

Oct 5 - Oct 6

[](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)

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/5dcfd7fd.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)

### 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)

![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)

![Comfort Double Room](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/11a11fca.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)

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

Harvey

3.8/10

(61)

"Good "

CA $117

CA $132 total

includes taxes & fees

Oct 24 - Oct 25

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

![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)

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

Downtown Chicago

8.2/10

Very good

(180)

"Great location!!!"

CA $248

CA $291 total

includes taxes & fees

Oct 1 - Oct 2

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

![Property amenity](https://images.trvl-media.com/lodging/31000000/30260000/30259000/30258981/ac6a0add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/31000000/30260000/30259000/30258981/1ba98ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/31000000/30260000/30259000/30258981/0ece098a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/31000000/30260000/30259000/30258981/983d33a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Downtown Chicago

7.8/10

Good

(138)

"Super convenient location. Lots of parking options and able to walk to all sites in this area."

CA $205

CA $240 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Chicago-Hotels-Sonder-The-Plymouth.h30258981.Hotel-Information)

![Design Townhome, 3 Bedrooms, Kitchen, City View | Living area](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/5df59d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/6cef91d8.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)

![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)

" "

[](https://www.expedia.ca/Chicago-Hotels-Art-Villa.h115163763.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)

![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)

![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

9.4/10

Exceptional

(23)

"Good experience. Would stay there again "

CA $109

CA $259 total

includes taxes & fees

Oct 1 - Oct 2

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

![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)

![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)

### 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 1 - Oct 2

[](https://www.expedia.ca/Chicago-Hotels-Cozy.h116792964.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/117000000/116800000/116793100/116793043/3cc0a9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/f642030c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/9b704ea8.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/117000000/116800000/116793100/116793043/8c87c7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 1BR in West Loop

Downtown Chicago

10/10

Exceptional

(5)

CA $155

CA $312 total

includes taxes & fees

Sep 30 - Oct 1

[](https://www.expedia.ca/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.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)

![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)

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

### Lakeview 2BR Apartment

Lakeview

9.4/10

Exceptional

(13)

"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 1 - Oct 2

[](https://www.expedia.ca/Chicago-Hotels-Lakeview-2BR-Apartment.h116792894.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=2025-10-08&endDate=2025-10-09&regionId=553248635976475353&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Far Southwest Side Hotel Reviews

![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

"Good room. Good location to train. Area is a little suspect"

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

![The Chicago Hotel Collection - Magnificent Mile](//images.trvl-media.com/lodging/1000000/30000/21700/21619/ca00b143_y.jpg)

### The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"I loved this hotel, I really enjoyed staying there, it was a very convenient area it's close to everything. I would definitely stay there again. Thank you"

[](https://expedia.ca/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information)

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

### Hyatt Regency Chicago

10/10 Excellent

"perfect"

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

"We really enjoyed staying at the Whitehall during our Chicago visit. From the moment we stepped in, we were warmly welcomed by the staff. The room was large,clean,and the air conditioning worked great. The breakfast area was lovely and had plenty of great varieties to choose from. The location was top notch and on a quieter street. My only complaint is that the wifi connection is poor. We will likely stay again."

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

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

### Freehand Chicago

10/10 Excellent

"This is my third time at this hotel . Staff are so nice . Front of house, Jordan’s attention to detail in assisting me with a special request while i was here was next level . I will be back . "

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

![Hilton Chicago](//images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg)

### Hilton Chicago

10/10 Excellent

"I thoroughly enjoyed my stay at the Chicago Hilton. Loved the ambiance and the inspiring architecture on entering and the old fashioned elevator lobby was a treat itself. The Irish Pub was outstanding with a nice atmosphere and not overly sports oriented like some. I was there during some kind of trade event but the place never felt crowded or had long waits for anything. My room on the 18th floor was a little spartan for my liking, though quite large, however for the amount spent I expected more. Had a nice view and was quiet enough so I’m not taking points away, but yes - a room update is past due if other rooms were like mine. "

[](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

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

### River Hotel

10/10 Excellent

"Perfect for a quick weekend trip! "

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

"The hotel was clean, staff was friendly and helpful and great location to get to everything. I would definitely stay there again. This my 7th time ive been to"

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

![The Wade](//images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg)

### The Wade

10/10 Excellent

"It was a great hotel!! The room was awesome and the view from our floor was beautiful. We were so close to Navy Pier which was definitely a plus. "

[](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.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 $132 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)
-   [Cabin Rentals in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Cabins.d553248635976475353-aaCabins.Travel-Guide-Accommodation)
-   [Villas in Far Southwest Side](https://expedia.ca/Far-Southwest-Side-Villas.d553248635976475353-aaVillas.Travel-Guide-Accommodation)

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Packages

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