Title: Holiday Rentals Chicago from £71: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

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![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Holiday Rentals in Chicago

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## Check prices for these dates

In two weeks

[30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=178248&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=178248&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=178248&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=178248&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chicago holiday rentals

![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/58291697.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)

![Premium Apartment, 2 Bedrooms | Living area | 55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ecc0a878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/2a6e88ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Downtown Chicago

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

9.2/10

Wonderful

(1,045 reviews)

"Place was very nice and clean. We enjoyed the stay there. Will book it again when we come back to Chicago visit again. "

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

Khalid

£117

includes taxes & fees

19 Jan - 20 Jan

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

![Desk, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/7a65e5d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/c18afdca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/6446ea65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/29c0e5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Gold-Coast-Studio-Stay.h120508888.Hotel-Information)

10/10

Exceptional

(5 reviews)

"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"

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

Seynabou

£126

includes taxes & fees

19 Jan - 20 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Gold-Coast-Studio-Stay.h120508888.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792754/1310976f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792754/2bfb9517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792754/716fc9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792754/c0215d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-1BR-Chic-Equipped-Apt.h116792754.Hotel-Information)

£128

includes taxes & fees

19 Jan - 20 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-1BR-Chic-Equipped-Apt.h116792754.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/d8e9b0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/6c271db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/57a172f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/a410264a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-River-North-Rooftop-With-In-Out-Parking-3.h117515137.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"

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

Jennifer M.

£236

includes taxes & fees

4 Feb - 5 Feb

[](https://www.expedia.co.uk/Chicago-Hotels-River-North-Rooftop-With-In-Out-Parking-3.h117515137.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198522/385925ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel cot, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198522/13f4699d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198522/74a8f435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198522/5b13fa00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-Chicago-Themed-1BR-In-A-Central-Spot-Near-Downtown.h124198522.Hotel-Information)

£128

includes taxes & fees

19 Jan - 20 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-Chicago-Themed-1BR-In-A-Central-Spot-Near-Downtown.h124198522.Hotel-Information)

![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b10cb31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b56ca762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/4fcb7f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b754723c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-West-Loop-Living-Bright-1BR.h119131874.Hotel-Information)

10/10

Exceptional

(6 reviews)

"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."

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

Jeffrey

£128

includes taxes & fees

26 Jan - 27 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-West-Loop-Living-Bright-1BR.h119131874.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/e255803d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/fe11ac9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/96789a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/2e28ea21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-1BR-Modern-Luxe-Apt-With-In-Unit-Laundry.h119131871.Hotel-Information)

10/10

Exceptional

(1 review)

"Great experience for me and my wife I would definitely come back "

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

ShowtimeFam1

£128

includes taxes & fees

19 Jan - 20 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-1BR-Modern-Luxe-Apt-With-In-Unit-Laundry.h119131871.Hotel-Information)

![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillow-top beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/4a3a770c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![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)

### Aparthotel in Downtown Chicago

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

9.0/10

Wonderful

(411 reviews)

"Great location, clean room and friendly staff!"

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

Scott

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

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793110/b23ea222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793110/f0dc9495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793110/d38a815b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793110/3ed1c84b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-All-Set-Up-Furnished-1BR-Unit.h116793110.Hotel-Information)

8.4/10

Very good

(5 reviews)

"Very nice condo in a quiet neighborhood"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Patrick

£129

includes taxes & fees

15 Jan - 16 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-All-Set-Up-Furnished-1BR-Unit.h116793110.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/afe63d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/e3efb27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/8ec83200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/143f3ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

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

9.8/10

Exceptional

(11 reviews)

"Great host comfortable bed close to restaurants and parks"

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

Alana C.

£128

includes taxes & fees

19 Jan - 20 Jan

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

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/7d7ccc69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/93c17f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/a5975d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/a49da56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-Sun-Drenched-1BR-Apartment.h116792936.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "

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

Tyler B.

£128

includes taxes & fees

19 Jan - 20 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-Sun-Drenched-1BR-Apartment.h116792936.Hotel-Information)

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

![Signature Apartment, 1 King Bed with Sofa bed, Pool Access (Self Check-in with Virtual Front Desk) | Living area | 55-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/2969f0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/88e54d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Downtown Chicago

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

9.6/10

Exceptional

(183 reviews)

"Awesome stay "

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

Sally

[](https://www.expedia.co.uk/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/052710d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/736e7dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/992e40df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

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

9.6/10

Exceptional

(20 reviews)

"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "

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

Shederia P.

£144

includes taxes & fees

19 Jan - 20 Jan

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

![Interior](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198521/258f7b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198521/be5c4a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel cot, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198521/223628d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198521/4ab094fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-Stylish-Japanese-Themed-2BR-Apt-Close-To-Downtown.h124198521.Hotel-Information)

£144

includes taxes & fees

19 Jan - 20 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-Stylish-Japanese-Themed-2BR-Apt-Close-To-Downtown.h124198521.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793107/w1532h1024x4y0-bf7afd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793107/31b5d53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793107/c8b54872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793107/4ffd1328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Chicago

[](https://www.expedia.co.uk/Chicago-Hotels-Sleek-1BR-Apt-W-Laundry.h116793107.Hotel-Information)

10/10

Exceptional

(1 review)

"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."

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

Anonymous traveller

£128

includes taxes & fees

26 Jan - 27 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-Sleek-1BR-Apt-W-Laundry.h116793107.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/61a49b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/6120311b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/46b687b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/722215ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Irving Park

[](https://www.expedia.co.uk/Chicago-Hotels-Boho-1-Bedroom-Pine-Beam-Condo-Next-To-Blue-Line.h108439787.Hotel-Information)

10/10

Exceptional

(4 reviews)

"Amazing stay! So comfortable, clean, and the sushi underneath was the icing on the cake! We will definitely stay again when we come back! "

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

Emily s.

£148

includes taxes & fees

14 Jan - 15 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-Boho-1-Bedroom-Pine-Beam-Condo-Next-To-Blue-Line.h108439787.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/86b90d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/ab31b759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/f98cbbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/e19c7b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in West Ridge

[](https://www.expedia.co.uk/Chicago-Hotels-Elegant-Stylish-1-Bed-1-Bath-Apartment-20-Minutes-From-Downtown-Chicago.h115023570.Hotel-Information)

10/10

Exceptional

(5 reviews)

"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "

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

Deb B.

£223

includes taxes & fees

21 Jan - 22 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-Elegant-Stylish-1-Bed-1-Bath-Apartment-20-Minutes-From-Downtown-Chicago.h115023570.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115200000/115194000/115193975/d00e73e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115200000/115194000/115193975/ae0bfa5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115200000/115194000/115193975/92edc8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/116000000/115200000/115194000/115193975/7bd4d71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Edgewater

[](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Studio-In-Andersonville-Chicago.h115193975.Hotel-Information)

9.6/10

Exceptional

(57 reviews)

"Perfect location, parking was shockingly easy, and we were very impressed. "

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

Samantha F.

£104

includes taxes & fees

14 Jan - 15 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Studio-In-Andersonville-Chicago.h115193975.Hotel-Information)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103800000/103796300/103796290/0f8f5d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103800000/103796300/103796290/b135cb9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103800000/103796300/103796290/937f3d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103800000/103796300/103796290/68361922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Lincoln Square

[](https://www.expedia.co.uk/Chicago-Hotels-The-Lincoln-Square-Hideaway.h103796290.Hotel-Information)

10/10

Exceptional

(15 reviews)

"Clean, good location, easy check in, very nice place, provided extras, coffee, chocolate etc."

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

Carol H.

£297

includes taxes & fees

14 Jan - 15 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-The-Lincoln-Square-Hideaway.h103796290.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/52022c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/488a68b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/5b7f8474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/8ae2c510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in West Town

[](https://www.expedia.co.uk/Chicago-Hotels-The-Perfect-Home-Away-From-Home-For-Your-Romantic-Urban-Getaway-747-Lofts-Cabin-307-Hotel-Room.h88902456.Hotel-Information)

9.0/10

Wonderful

(17 reviews)

"Loved the space and location "

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

Caroline

£259

includes taxes & fees

25 Jan - 26 Jan

[](https://www.expedia.co.uk/Chicago-Hotels-The-Perfect-Home-Away-From-Home-For-Your-Romantic-Urban-Getaway-747-Lofts-Cabin-307-Hotel-Room.h88902456.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.co.uk/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28&regionId=829&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=APARTMENT)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VACATION_HOME)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CONDO)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CABIN)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VILLA)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=COTTAGE)

Residences

[](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America&regionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=RESIDENCE)

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## Top Chicago Hotel Reviews

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

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"It was a minus 6 outside temperature did not really run the ac"

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

![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg)

### Silversmith Hotel Chicago Downtown

10/10 Excellent

"The hotel room was very nice, spacious, and clean. The staff was helpful and courteous. We greatly enjoyed our stay!"

[](https://expedia.co.uk/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information)

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg)

### Palmer House a Hilton Hotel

10/10 Excellent

"Great staff, nice pool and big room! "

[](https://expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

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

### Eurostars Magnificent Mile

10/10 Excellent

"Amazing"

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

![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg)

### Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent

"The room was perfect will definitely book another stay here "

[](https://expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg)

### DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"The best hot shower ever ! The hotel was right beside a grocery store and a Whole Foods across the street . The only downside was there is only one microwave in the lobby and not in the rooms . They have a market to get all your essentials but they are only open until 3p. I appreciate the starbucks they have in the lobby is so good !!! "

[](https://expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"The room was luxurious and the staff was extremely friendly and helpful!"

[](https://expedia.co.uk/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

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

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Everything we experienced at this location was perfect!! Thank you for a great place to stay for the weekend! "

[](https://expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg)

### Club Quarters Hotel Wacker at Michigan, Chicago

10/10 Excellent

"Super fast and easy check in / out experience, amazing location and very affordable "

[](https://expedia.co.uk/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information)

## Find out more about Chicago

**Everything you need to know about** **Chicago** **holiday rentals**

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chicago holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 Chicago holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Chicago holiday rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in 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 Chicago holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Chicago holiday rentals we have selected for you start as low as £71 per night. Entering your travel dates in the search wizard you might find even better deals!

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

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

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around 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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- [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals)
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- [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals)
- [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals)
- [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals)
- [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations)
- [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals)
- [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals)
- [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals)
- [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals)
- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
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- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

- [Apartments in Chicago ](https://expedia.co.uk/Chicago-Apartments.d178248-aaApartments.Travel-Guide-Accommodation)
- [Holiday Homes in Chicago ](https://expedia.co.uk/Chicago-Private-Holiday-Homes.d178248-aaPrivateHolidayHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Chicago ](https://expedia.co.uk/Chicago-Condos.d178248-aaCondos.Travel-Guide-Accommodation)
- [Serviced Apartments in Chicago ](https://expedia.co.uk/Chicago-Apart-Hotels.d178248-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Chicago ](https://expedia.co.uk/Chicago-Motels.d178248-aaMotels.Travel-Guide-Accommodation)
- [B&B in Chicago ](https://expedia.co.uk/Chicago-Bed-And-Breakfasts.d178248-aaBedAndBreakfasts.Travel-Guide-Accommodation)
- [Guest Houses in Chicago ](https://expedia.co.uk/Chicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Chicago ](https://expedia.co.uk/Chicago-Villas.d178248-aaVillas.Travel-Guide-Accommodation)
- [Hostels in Chicago ](https://expedia.co.uk/Chicago-Hostels.d178248-aaHostels.Travel-Guide-Accommodation)
- [Farmstay in Chicago ](https://expedia.co.uk/Chicago-Agritourism.d178248-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Chicago ](https://expedia.co.uk/Chicago-Cabins.d178248-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find holiday rentals in Chicago?

### What are some of the best holiday rentals that Chicago has to offer?

### How many holiday rentals are there in Chicago?

### What can I see and do in Chicago?

### What are holiday rentals like in Chicago?

### Expedia's Latest Trends

Hotels

- [The Loop Cheap Hotels](https://expedia.co.uk/The-Loop-Chicago-Hotels-Budget-Hotels.0-n800024-0-tBudgetHotels.Travel-Guide-Filter-Hotels)
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- [Flights to NYC](https://expedia.co.uk/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights)
- [Flights to LAS](https://expedia.co.uk/Cheap-Flights-To-Las-Vegas.d178276.Travel-Guide-Flights)
- [Flights to FLL](https://expedia.co.uk/Cheap-Flights-To-Miami.d178286.Travel-Guide-Flights)
- [Flights to ORL](https://expedia.co.uk/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)
- [Flights to BOS](https://expedia.co.uk/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)
- [Flights to SJC](https://expedia.co.uk/Cheap-Flights-To-San-Francisco.d178305.Travel-Guide-Flights)
- [Flights to QLA](https://expedia.co.uk/Cheap-Flights-To-Los-Angeles.d178280.Travel-Guide-Flights)
- [Flights to ORD](https://expedia.co.uk/Cheap-Flights-To-OHare-Intl.d4477519.Travel-Guide-Flights)

Cars

- [Car rental in Downtown Chicago](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Downtown-Chicago.d6350699.Car-Hire-Guide)
- [Car rental in Chicago](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-OHare-Intl.d4477519.Car-Hire-Guide)

Activities

- [Things to do in New York](https://expedia.co.uk/Things-To-Do-In-New-York.d178293.Travel-Guide-Activities)

Packages

- [Willis Tower](https://expedia.co.uk/Willis-Tower-Downtown-Chicago.d6064069.Attraction)
- [Six Flags Great America](https://expedia.co.uk/Six-Flags-Great-America-Chicago.d6023396.Attraction)
- [New York Holidays](https://expedia.co.uk/New-York.d178293.Holidays-City-Breaks)
- [Downtown Chicago Holidays](https://expedia.co.uk/Downtown-Chicago.d6350699.Holidays-City-Breaks)
- [Wrigley Field](https://expedia.co.uk/Wrigley-Field-Lakeview.d6034754.Attraction)
- [Las Vegas Holidays](https://expedia.co.uk/Las-Vegas.d178276.Holidays-City-Breaks)
- [Millennium Park](https://expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction)
- [Orlando Holidays](https://expedia.co.uk/Orlando.d178294.Holidays-City-Breaks)

General

- [Visit Palatine](https://expedia.co.uk/Palatine.dx9059)
- [Visit The Loop](https://expedia.co.uk/Chicago-The-Loop.dx800024)
- [Visit Downtown Chicago](https://expedia.co.uk/Chicago-Downtown-Chicago.dx6350699)
- [Visit Oak Park](https://expedia.co.uk/Oak-Park.dx9228)

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