Title: Chicago Vacation Rentals from $106: Search Short-Term Rentals | Expedia.com

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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)

![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/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 three months

[May 8 - May 10](https://www.expedia.com/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)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chicago vacation 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)

![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, 2 Bedrooms | Private kitchen | Oven, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/83f39cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment, 1 Bedroom | Private kitchen | Oven, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/f6d9d5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sentral Michigan Avenue

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

Downtown Chicago

9.2/10

Wonderful

(1,072 reviews)

"Best full kitchen multi-room family lodging"

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

Lee

$135 nightly

$158 total

Feb 12 - Feb 13

Total with taxes and fees

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

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/368bd483.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)

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

### West Loop Living – Bright 1BR

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

Downtown Chicago

10/10

Exceptional

(7 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

$159 nightly

$176 total

Feb 12 - Feb 13

Total with taxes and fees

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

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

![TV, offices](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/f0a938f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/df8744f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/1c0ee66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Studio in the Heart of the Gold Coast

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

Downtown Chicago

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

$147 nightly

$163 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Cozy-Gold-Coast-Studio-Stay.h120508888.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)

![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)

![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)

### 1BR Modern Luxe Apt with In-Unit Laundry

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

Downtown Chicago

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

$159 nightly

$176 total

Feb 15 - Feb 16

Total with taxes and fees

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

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792754/a190b9fb.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)

![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)

### Complete 1BR Home Sum

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

Downtown Chicago

$178 nightly

$198 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Full-size 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, pillowtop 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)

![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 Twin 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)

### Level Chicago – Old Town

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

Downtown Chicago

9.0/10

Wonderful

(425 reviews)

"Clean, nice amenities and great staff."

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

Sydnee

$167 nightly

$196 total

Feb 18 - Feb 19

Total with taxes and fees

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

![Dining room](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/264e98f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Studio, 1 Queen Bed with Sofa bed, Non Smoking (Self Check-in with Virtual Front Desk) | Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/5de126ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/a150e313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/b5ecc9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kasa Magnificent Mile Chicago

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

Downtown Chicago

9.4/10

Exceptional

(693 reviews)

"Big, luxury, easy parking "

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

Chanel

$229 nightly

$269 total

Feb 12 - Feb 13

Total with taxes and fees

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

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

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/7004f6ad.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)

### River North Rooftop With In and Out Parking 3

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

Downtown Chicago

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.

$296 nightly

$330 total

Feb 19 - Feb 20

Total with taxes and fees

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

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/c6bb5c1b.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)

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

### Sun-Drenched 1BR Apartment

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

Downtown Chicago

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.

$159 nightly

$176 total

Feb 16 - Feb 17

Total with taxes and fees

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

![Beach](https://images.trvl-media.com/lodging/68000000/67130000/67122900/67122864/1bbab6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67130000/67122900/67122864/4a74df44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/68000000/67130000/67122900/67122864/d285bcc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67130000/67122900/67122864/7a605456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guild #2 | Gold Coast Mag Mile Best Location

[](https://www.expedia.com/Chicago-Hotels-Guild-2-Gold-Coast-Mag-Mile-Best-Location.h67122864.Hotel-Information)

Downtown Chicago

9.8/10

Exceptional

(19 reviews)

"We loved our stay at this property. It’s in a fantastic location and is roomy and comfortable. We would definitely stay again!"

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

laura s.

[](https://www.expedia.com/Chicago-Hotels-Guild-2-Gold-Coast-Mag-Mile-Best-Location.h67122864.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)

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

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/19144195.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)

### Modern Comfort: 1BR Unit w/ Laundry

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

Downtown Chicago

9.2/10

Wonderful

(15 reviews)

"Great host comfortable bed close to restaurants and parks"

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

Alana C.

$159 nightly

$176 total

Feb 12 - Feb 13

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e1fd538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/6dcfa9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e6dada5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/7b407b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigleyville Suites

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

Lakeview

9.2/10

Wonderful

(29 reviews)

"Nice place "

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

Barry

$132 nightly

$155 total

Feb 12 - Feb 13

Total with taxes and fees

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

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793107/65e9350a.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)

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

### Sleek 1BR Apartment w/ In-unit Laundry

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

Downtown Chicago

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 traveler

$159 nightly

$176 total

Feb 17 - Feb 18

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/ce588c2e.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)

![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)

![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/9f7e92a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4BR Central Apartment w/ Skyline Views

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

Near North Side

10/10

Exceptional

(9 reviews)

"Great location, comfortable room, welcoming host."

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

Treseanne A.

$990 nightly

$1,222 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/c487cf4d.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/89000000/88910000/88902400/88902334/e09cfe7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/faa6dc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/4016d076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chicago Third Floor Studio by 747 Lofts

[](https://www.expedia.com/Chicago-Hotels-Walk-To-Local-Hot-Spots-Or-Public-Transit-Prime-Location-In-The-Heart-Of-The-Windy-City-747-Lofts-Cabin-301-Hotel-Room.h88902334.Hotel-Information)

West Town

9.8/10

Exceptional

(7 reviews)

"Clean, easy to check in, all the household items you’d expect"

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

Jason

$284 nightly

$334 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Walk-To-Local-Hot-Spots-Or-Public-Transit-Prime-Location-In-The-Heart-Of-The-Windy-City-747-Lofts-Cabin-301-Hotel-Room.h88902334.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102350000/102347900/102347806/98c674ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102347900/102347806/c5e68da1.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/103000000/102350000/102347900/102347806/17a39e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102350000/102347900/102347806/a1984ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flexhome Ukrainian Village 2BR D1

[](https://www.expedia.com/Chicago-Hotels-Flexhome-Ukrainian-Village-2BR-D1.h102347806.Hotel-Information)

West Town

9.2/10

Wonderful

(7 reviews)

"It was clean and ready for our arrival. A big plus is having a washer and dryer on the premises."

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

Ray R.

$147 nightly

$181 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Flexhome-Ukrainian-Village-2BR-D1.h102347806.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)

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

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

### Kasa River North Chicago

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

Downtown Chicago

9.6/10

Exceptional

(183 reviews)

"Awesome stay "

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

Sally

$229 nightly

$269 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Children's area](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/604e6bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](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/ab31b759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

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

West Ridge

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.

$232 nightly

$286 total

Feb 12 - Feb 13

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/e65095fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/623aaf74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/b80be946.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/117000000/116800000/116792900/116792839/764706d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Urban Comfort • 2BR in West Town

[](https://www.expedia.com/Chicago-Hotels-Urban-Comfort-2BR-In-West-Town.h116792839.Hotel-Information)

West Town

9.6/10

Exceptional

(7 reviews)

"Good location, close to airport, downtown Chicago, Wrigleyville and United Center. "

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

David M.

$180 nightly

$198 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Urban-Comfort-2BR-In-West-Town.h116792839.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.com/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26&regionId=829&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_178248)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.com/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=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.com/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=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APART_HOTEL)

Cabins

[](https://www.expedia.com/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=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CABIN)

Condos

[](https://www.expedia.com/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=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CONDO)

Private vacation homes

[](https://www.expedia.com/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=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/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=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=COTTAGE)

Villas

[](https://www.expedia.com/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=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VILLA)

Residences

[](https://www.expedia.com/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=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=RESIDENCE)

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## Top Chicago Hotel Reviews

![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

"Staff was very warm and welcoming. Breakfast was delicious. The pool was very nice but needs to be shocked every week or after alot of swimmers have been in the pool! Absolutely loved valet, that was definitely a plus. And most of everything you wanna do in Chicago is right next to the hotel!!"

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

![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg)

### LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

"Great service "

[](https://expedia.com/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

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

### Aloft Chicago Mag Mile

10/10 Excellent

"Everything was awesome at this hotel. From the attention and care of the desk staff to the fabulousness of the room and valet. Really great. Happy to stay there again. "

[](https://expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.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

"Clean room and great staff! "

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

![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg)

### Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent

"Great hotel "

[](https://expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information)

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

### Eurostars Magnificent Mile

10/10 Excellent

"The view from our room was amazing. Staff were very friendly as well. "

[](https://expedia.com/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.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

"Excellent!!"

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

![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg)

### theWit Chicago, a Hilton Hotel

10/10 Excellent

"Our room was nice. Staff was friendly"

[](https://expedia.com/Chicago-Hotels-TheWit-Chicago-A-DoubleTree-By-Hilton-Hotel.h2463437.Hotel-Information)

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

### Hyatt Regency Chicago

10/10 Excellent

"Very clean room has everything you need. Hotel is walking distance from all the main attractions. "

[](https://expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

## Price trends for vacation rentals in Chicago

| Less expensive | More expensive | This month | Next month |
| -------------- | -------------- | ---------- | ---------- |
| December       | July           | $283       | $300       |

| Month     | Price |
| --------- | ----- |
| January   | $254  |
| February  | $283  |
| March     | $300  |
| April     | $318  |
| May       | $368  |
| June      | $378  |
| July      | $389  |
| August    | $385  |
| September | $374  |
| October   | $376  |
| November  | $264  |
| December  | $249  |

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Chicago. Select dates and complete search for nightly totals inclusive of taxes and fees.

## Find out more about Chicago

**Everything you need to know about 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 Chicago vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chicago vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chicago in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $106 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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

At Expedia, we put the best 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 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 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 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 Chicago ](https://expedia.com/Chicago-Apartments.d178248-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Chicago ](https://expedia.com/Chicago-Private-Vacation-Homes.d178248-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Chicago ](https://expedia.com/Chicago-Condos.d178248-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Chicago ](https://expedia.com/Chicago-Apart-Hotels.d178248-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Chicago ](https://expedia.com/Chicago-Motels.d178248-aaMotels.Travel-Guide-Accommodation)
- [Cottages in Chicago ](https://expedia.com/Chicago-Cottages.d178248-aaCottages.Travel-Guide-Accommodation)
- [B&B in Chicago ](https://expedia.com/Chicago-Bed-And-Breakfast.d178248-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Chicago ](https://expedia.com/Chicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Chicago ](https://expedia.com/Chicago-Villas.d178248-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Chicago ](https://expedia.com/Chicago-Resorts.d178248-aaResorts.Travel-Guide-Accommodation)
- [Hostels in Chicago ](https://expedia.com/Chicago-Hostels.d178248-aaHostels.Travel-Guide-Accommodation)
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- [Residences in Chicago ](https://expedia.com/Chicago-Residences.d178248-aaResidences.Travel-Guide-Accommodation)
- [Inns in Chicago ](https://expedia.com/Chicago-Inns.d178248-aaInns.Travel-Guide-Accommodation)
- [Cabin Rentals in Chicago ](https://expedia.com/Chicago-Cabins.d178248-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Chicago?

### What are some of the best vacation rentals in Chicago?

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

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

### What are vacation rentals like in Chicago?

### Expedia's Latest Trends

Hotels

- [Hotels near Millennium Park](https://expedia.com/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels)
- [Downtown Chicago Hotels](https://expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)
- [Hotels near McCormick Place](https://expedia.com/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels)
- [Hotels near Wrigley Field](https://expedia.com/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels)
- [Hotels near United Center](https://expedia.com/United-Center-Hotels.0-l6064077-0.Travel-Guide-Filter-Hotels)
- [River North Hotels](https://expedia.com/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels)
- [Hotels near Chicago Riverwalk](https://expedia.com/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Downtown Chicago](https://expedia.com/Downtown-Chicago-Chicago-Hotels-Luxury-Hotel.0-n6350699-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Hotels near Naval Base Great Lakes](https://expedia.com/Naval-Base-Great-Lakes-Hotels.0-l6069213-0.Travel-Guide-Filter-Hotels)
- [Hotels near Soldier Field](https://expedia.com/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels)
- [The Loop Hotels](https://expedia.com/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)
- [Hotels in Schaumburg](https://expedia.com/Schaumburg-Hotels.d8107.Travel-Guide-Hotels)
- [Magnificent Mile Hotels](https://expedia.com/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels)
- [Hotels in Rosemont](https://expedia.com/Rosemont-Hotels.d7581.Travel-Guide-Hotels)
- [Hotels in Oak Brook](https://expedia.com/Oak-Brook-Hotels.d9218.Travel-Guide-Hotels)
- [Hotels near Grant Park](https://expedia.com/Grant-Park-Hotels.0-l507389-0.Travel-Guide-Filter-Hotels)
- [Hotels near Michigan Avenue](https://expedia.com/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Downtown Chicago](https://expedia.com/Downtown-Chicago-Chicago-Hotels-Cheap-Hotels.0-n6350699-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Evanston](https://expedia.com/Evanston-Hotels.d8049.Travel-Guide-Hotels)
- [Hotels in Naperville](https://expedia.com/Naperville-Hotels.d9009.Travel-Guide-Hotels)
- [Hotels near Navy Pier](https://expedia.com/Navy-Pier-Hotels.0-l6069215-0.Travel-Guide-Filter-Hotels)
- [Hotels with a View in Downtown Chicago](https://expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-View.0-n6350699-0-tHotelswithView.Travel-Guide-Filter-Hotels)
- [Hotels in Chicago Union Station](https://expedia.com/Chicago-Union-Station-Hotels.d6129885.Travel-Guide-Hotels)
- [West Loop Hotels](https://expedia.com/West-Loop-Chicago-Hotels.0-n553248634029130868-0.Travel-Guide-Filter-Hotels)

Flights

- [Cheap Flights to Chicago](https://expedia.com/Cheap-Flights-To-OHare-Intl.d4477519.Travel-Guide-Flights)

Cars

- [Car rental Chicago Airport (MDW)](https://expedia.com/Car-Rentals-In-Midway-Intl.d5719117.Car-Rental-Guide)
- [Car rental Chicago Airport (ORD)](https://expedia.com/Car-Rentals-In-OHare-Intl.d4477519.Car-Rental-Guide)

Activities

- [Things to do in Schaumburg](https://expedia.com/Things-To-Do-In-Schaumburg.d8107.Travel-Guide-Activities)

General

- [Visit The Loop](https://expedia.com/Chicago-The-Loop.dx800024)
- [Visit Downtown Chicago](https://expedia.com/Chicago-Downtown-Chicago.dx6350699)

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## Go further with the Expedia app

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