Title: Central Chicago Vacation Rentals from CA $241: Short-Term Rentals for 2025 | Expedia.ca

  

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# Central Chicago 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=553248635976475413&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=553248635976475413&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=553248635976475413&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=553248635976475413&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Central Chicago

## Our top choices for Central Chicago vacation rentals

![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/a9b3121a.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)

![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)

### Sentral Michigan Avenue

Downtown Chicago

9.2/10

Wonderful

(928)

"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 $270

CA $358 total

includes taxes & fees

Oct 5 - Oct 6

[](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

(529)

"Very great place to stay!"

CA $434

CA $591 total

includes taxes & fees

Sep 29 - Sep 30

[](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)

![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)

![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

(356)

"Real nice place 5 stars ill be back."

CA $318

CA $404 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/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)

![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)

### 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 $259

CA $304 total

includes taxes & fees

Oct 9 - Oct 10

[](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)

![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)

![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)

![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)

![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

(50)

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

CA $235

CA $276 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)

![Lounge](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/0480d64e.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)

![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 $274

CA $452 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.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 $249

CA $292 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)

![Lounge](https://images.trvl-media.com/lodging/31000000/30260000/30259000/30258981/410e4b13.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)

### 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 $206

CA $241 total

includes taxes & fees

Oct 20 - Oct 21

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

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/e4126779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/53fb8853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/964f82ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/1ab3553c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Twice as Nice: Chic 2BR Stay with Style & Space

Downtown Chicago

9.2/10

Wonderful

(7)

" The location was excellent and very convenient. The room was spacious and clean, which we really appreciated. The soundproofing could be improved, as traffic noise and the AC unit sometimes disturbed our sleep. Check-in was a bit challenging since we arrived later than planned and had to wait about 20 minutes for a response by email, but once resolved, everything went smoothly. Overall, a good stay with some room for improvement. "

CA $148

CA $337 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Chicago-Hotels-Twice-As-Nice-Chic-2BR-Stay-With-Style-Space.h116793104.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112530000/112528300/112528246/e55ec92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112530000/112528300/112528246/646b6706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112530000/112528300/112528246/9c740284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112530000/112528300/112528246/d31f0f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants

Downtown Chicago

10/10

Exceptional

(2)

"I used to live in Chicago and have a short term rental in Ohio myself. This place is legit. This property is in the best location close to beach restaurants and bars. Perfect for college reunion. Rooftop was awesome place for us to catch up over coffee and plan the day. The kitchen has everything we needed. Speakers throughout was a nice touch. I can’t be more complementary of the hosts responsiveness and helpfulness. We would definitely stay here again."

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Gold-Coast-Luxury-Penthouse-4-BDR-3-BR-Massive-Rooftop-Views.h112528246.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/96000000/95660000/95650200/95650151/71dd56c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95660000/95650200/95650151/786103ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/96000000/95660000/95650200/95650151/9e37fc30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95660000/95650200/95650151/a2bfe582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Your Chicago get Away

Downtown Chicago

8.0/10

Very good

(5)

"Clean, fun space and responsive host! Loved the views from our room!"

CA $318

CA $630 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Chicago-Hotels-Your-Chicago-Get-Away.h95650151.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/111000000/110610000/110609800/110609799/d62e4b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo, offices](https://images.trvl-media.com/lodging/111000000/110610000/110609800/110609799/4ab935a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110610000/110609800/110609799/0518cf1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110610000/110609800/110609799/0ca8fc99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Downtown 4BR | Exclusive Design PH

Downtown Chicago

10/10

Exceptional

(5)

"Very clean, nice views in a safe area and within walking distance of so many great attractions!"

[](https://www.expedia.ca/Chicago-Hotels-SURREALl-3000ft2-PH-Floor-21View-MichiganAvenue.h110609799.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/58db8883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/92c646c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/57cc1f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/717443f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4BR Modern Gem Sleek, Bright & Central

Near North Side

10/10

Exceptional

(1)

"We had a wonderful stay with Envitae in Chicago! The check-in process was smooth and I love that we had Bryan there to check us in and help us with how to unlock the doors to the building and to our unit (we used an app to unlock). The pictures are very true to how the unit looks and the BEDS! They were one of the best beds we've ever slept on! As a group of 6, the 4BR 3BA unit was the perfect size for our group. Not only that, but they also sent over some welcome donuts, which were incredibly...

[](https://www.expedia.ca/Chicago-Hotels-4BR-Modern-Gem-Sleek.h117782327.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/114000000/113270000/113265500/113265408/b6e193a6.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/114000000/113270000/113265500/113265408/63651c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/114000000/113270000/113265500/113265408/6f50b6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113270000/113265500/113265408/a0e88c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk Everywhere! 5 mins to Magnificent Mile, River

Downtown Chicago

8.0/10

Very good

(4)

"Great place, great location. Host is very responsive. I hope they add some furniture to the balcony. I highly recommend. "

[](https://www.expedia.ca/Chicago-Hotels-Walk-Everywhere-5-Mins-To-Magnificent-Mile.h113265408.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/6818f7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/92a0def3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/56fe72f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/ccec1f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### High-Rise 4BR w Views, Comfort & Space

Near North Side

CA $872

CA $1,578 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Chicago-Hotels-High-Rise-4BR-W-Views.h118409489.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117570000/117567100/117567072/77a14811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117570000/117567100/117567072/f4d0b258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/118000000/117570000/117567100/117567072/950a109f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117570000/117567100/117567072/ad114d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Smart Simple and Spacious 4BR Apt State 203

Near South Side

10/10

Exceptional

(2)

"Great communication with Host, was exactly as described."

CA $173

CA $551 total

includes taxes & fees

Oct 7 - Oct 8

[](https://www.expedia.ca/Chicago-Hotels-Smart-Simple-And-Spacious-4BR-Apt-State-203.h117567072.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/98000000/97050000/97041700/97041627/dff7ce09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/98000000/97050000/97041700/97041627/90dc3bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97050000/97041700/97041627/ce11ef1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo, offices](https://images.trvl-media.com/lodging/98000000/97050000/97041700/97041627/6ea0f585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Michigan Ave 2BR: Balcony, Exclusive Access

Downtown Chicago

9.6/10

Exceptional

(15)

"We use to live in Chicago and knew that this was a perfect location. And it still is. The hosts communication was top-notch, the place was as described, and everything was beyond clean. Highly highly recommend!"

[](https://www.expedia.ca/Chicago-Hotels-Spacious.h97041627.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105070000/105064600/105064562/6461e4f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/106000000/105070000/105064600/105064562/e01533d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105070000/105064600/105064562/9303c4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105070000/105064600/105064562/04767db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2nd Floor Flat in River North - 2S

Downtown Chicago

9.8/10

Exceptional

(23)

"Close to restaurants and train. Great home base to explore Chicago."

[](https://www.expedia.ca/Chicago-Hotels-Beautifully-Remodeled-Second-Floor-Flat-In-River-North-With-Private-Rooftop-2S.h105064562.Hotel-Information)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/8dee178f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/799c612e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/f5836898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/8baae4c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

Near North Side

9.8/10

Exceptional

(101)

"Plenty of space and communicative host! "

[](https://www.expedia.ca/Chicago-Hotels-Elegant-4-Br-Old-Town-Home-Private-Yard-Parking-Amazing-Location.h25190642.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10&regionId=553248635976475413&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Central Chicago Hotel Reviews

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

### Congress Plaza Hotel

10/10 Excellent

"Grea5"

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

![Embassy Suites by Hilton Chicago Downtown River North](//images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Would highly recommend this hotel. Very clean, great happy hour and awesome breakfast! Rooms are very comfortable and quiet"

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.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

"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)

## Find out more about Central Chicago

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

**Central Chicago vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Central Chicago. 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 Central Chicago 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 Central Chicago vacation rentals we have selected for you start as low as CA $241 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Central Chicago rentals**

At Expedia, we put the best Central Chicago 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 Central Chicago 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 Central Chicago 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 Central Chicago. 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

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-   [Apartments in Central Chicago](https://expedia.ca/Central-Chicago-Apartments.d553248635976475413-aaApartments.Travel-Guide-Accommodation)
-   [Vacation Homes in Central Chicago](https://expedia.ca/Central-Chicago-Private-Vacation-Homes.d553248635976475413-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Condo Rentals in Central Chicago](https://expedia.ca/Central-Chicago-Condos.d553248635976475413-aaCondos.Travel-Guide-Accommodation)
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-   [Guest Houses in Central Chicago](https://expedia.ca/Central-Chicago-Guest-Houses.d553248635976475413-aaGuestHouses.Travel-Guide-Accommodation)
-   [B&B in Central Chicago](https://expedia.ca/Central-Chicago-Bed-And-Breakfast.d553248635976475413-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cabin Rentals in Central Chicago](https://expedia.ca/Central-Chicago-Cabins.d553248635976475413-aaCabins.Travel-Guide-Accommodation)
-   [Hostels in Central Chicago](https://expedia.ca/Central-Chicago-Hostels.d553248635976475413-aaHostels.Travel-Guide-Accommodation)
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