Title: Chicago Vacation Rentals from $124: 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)

## Check prices for these dates

In two weeks

[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 two months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-07-17&endDate=2026-07-19&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 | 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)

![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

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

Downtown Chicago

9.2/10

Wonderful

(1,115 reviews)

"Clean spacious my go to vacation spot all year around "

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

xavier

$143 nightly

$168 total

Apr 1 - Apr 2

Total with taxes and fees

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

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/57a172f1.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.

$412 nightly

$462 total

Mar 30 - Mar 31

Total with taxes and fees

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

![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)

![Flat-screen TV](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/d03e88da.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

(453 reviews)

"Staff was really nice"

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

Anita

$214 nightly

$252 total

Mar 30 - Mar 31

Total with taxes and fees

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

![TV, offices](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/e8f7392e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/8bacadce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/cf7a7d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181232/7906acf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern West Loop Gem-City Views & Prime Location 6

[](https://www.expedia.com/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-6.h122181232.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(17 reviews)

"Great place"

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

Daniel L.

$590 nightly

$658 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-6.h122181232.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)

![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)

![Interior](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/df8744f2.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)

### 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)

"We had a wonderful stay at this Vrbo! The home was spotless, cozy, and exactly as described. The host was friendly, responsive, and made everything easy from check-in to check-out. We would absolutely stay here again. Highly recommend!"

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

Brianna K.

$187 nightly

$210 total

Apr 27 - Apr 28

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b754723c.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)

![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)

### West Loop Living – Bright 1BR

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

Downtown Chicago

10/10

Exceptional

(8 reviews)

"Great communication and hosts. Location and unit was perfect."

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

Greg C.

$181 nightly

$201 total

Mar 30 - Mar 31

Total with taxes and fees

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

![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)

### 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.

$209 nightly

$234 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Sun-Drenched-1BR-Apartment.h116792936.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/117000000/116800000/116793100/116793043/8ec83200.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)

![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)

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

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

Downtown Chicago

9.4/10

Exceptional

(16 reviews)

"Great host comfortable bed close to restaurants and parks"

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

Alana C.

$181 nightly

$201 total

Mar 30 - Mar 31

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/44e9262b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/c31d7881.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)

![Smart TV, offices](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/7fa2461a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premium Urban 4BR - Perfect Mix of Comfort & Location

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

Near North Side

10/10

Exceptional

(1 review)

"Nice place, clean property, great views "

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

Zach L.

$356 nightly

$439 total

Apr 15 - Apr 16

Total with taxes and fees

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

![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/88e54d1a.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

(187 reviews)

"Nice area if you are renting a car, be aware that you would have to pay for street parking or go over a few blocks and park in a parking lot."

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

Daysha

$218 nightly

$256 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/125000000/124200000/124198600/124198522/cce101c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, 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)

### Chicago-Themed 1BR in a Central Spot near Downtown

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

Downtown Chicago

$211 nightly

$237 total

Apr 2 - Apr 3

Total with taxes and fees

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

![Room](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868476/27dc033d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868476/3ba23195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868476/f31a572c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/127000000/126870000/126868500/126868476/6af85d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LIVN West Loop Chicago King Studio

[](https://www.expedia.com/Chicago-Hotels-LIVN-West-Loop-Chicago-King-Studio.h126868476.Hotel-Information)

Downtown Chicago

$129 nightly

$153 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-LIVN-West-Loop-Chicago-King-Studio.h126868476.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/13dc1926.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)

![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

(12 reviews)

"Great location, comfortable room, welcoming host."

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

Treseanne A.

$368 nightly

$454 total

Apr 26 - Apr 27

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/4b4ff505.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)

![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/96789a75.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

8.0/10

Very Good

(2 reviews)

"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

$209 nightly

$234 total

Apr 5 - Apr 6

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/2a358f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/d57fef46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/b807e2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/ce809cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern West Loop Gem-City Views & Prime Location 3

[](https://www.expedia.com/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-3.h122181219.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(5 reviews)

"Great all around!!!"

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

Kennedy L.

$506 nightly

$554 total

Apr 22 - Apr 23

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-3.h122181219.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/121000000/120510000/120509000/120508914/8d052ee4.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/121000000/120510000/120509000/120508914/08b4a74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/121000000/120510000/120509000/120508914/c0abe890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/121000000/120510000/120509000/120508914/fac022de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Gold Coast 1BR with Vintage Flair

[](https://www.expedia.com/Chicago-Hotels-1BR-Gold-Coast-Vintage-Gem.h120508914.Hotel-Information)

Downtown Chicago

$206 nightly

$231 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-1BR-Gold-Coast-Vintage-Gem.h120508914.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/322fd87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/8a1e71e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/87e615f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/b07f764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bedroom apartment just 2 minutes drive to Wrigley Field

[](https://www.expedia.com/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information)

North Center

9.6/10

Exceptional

(65 reviews)

"Great host, quick communication, and wonderful place to stay in Chicago. Well thought out and made our stay enjoyable. Highly recommend, we will book it again next time we are in Chicago. "

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

Justin P.

$268 nightly

$331 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/128000000/127300000/127295000/127294972/w1440h959x0y1-26ec3b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/128000000/127300000/127295000/127294972/w1440h959x0y1-de29e916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/128000000/127300000/127295000/127294972/w1440h959x0y1-cb722e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127300000/127295000/127294972/w1440h959x0y1-dd8c4e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet Friendly - Logan Square Flat with Games

[](https://www.expedia.com/Chicago-Hotels-Pet-Friendly-Logan-Square-Flat-With-Games.h127294972.Hotel-Information)

Avondale

[](https://www.expedia.com/Chicago-Hotels-Pet-Friendly-Logan-Square-Flat-With-Games.h127294972.Hotel-Information)

![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/bfe9ce5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/017a65ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/bd243cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/w1017h1536x0y0-87b71443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Uptown Studio Gem Sum

[](https://www.expedia.com/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information)

Uptown

7.4/10

Good

(6 reviews)

"The neighborhood was perfect for me. I’d like to book the same property again because of the location.The only problem was checking in. The address was wrong and if I wasn’t raised in that part of Chicago I would have been very confused.Plus I checked in late at night. It wasn’t an easy process. Next time it will be diffeeent."

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

Darryl C.

$176 nightly

$197 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/109000000/108480000/108474000/108473931/w1349h899x1y1-02d8b93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108480000/108474000/108473931/w1350h899x0y1-546ed985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108480000/108474000/108473931/w1350h899x0y1-d95f1df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108480000/108474000/108473931/w1350h899x0y1-d9f91130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades

[](https://www.expedia.com/Chicago-Hotels-10-Minutes-To-Downtown-Chicago-Sleeps-12-King-Beds-Games-And-Arcades.h108473931.Hotel-Information)

Lawndale

8.8/10

Excellent

(3 reviews)

"Great stay, perfect for our group of 6, everyone had there own room! Necessities right around the corner if needed Cermack rd a few feet away, gets you about everywhere! We wanted a real life Chicago experience, and it was great. Owner very responsive! Permit on street parking pretty accessible most times. Definitely will stay again!"

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

Beth

$291 nightly

$326 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-10-Minutes-To-Downtown-Chicago-Sleeps-12-King-Beds-Games-And-Arcades.h108473931.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=2026-04-12&endDate=2026-04-13&regionId=829&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

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=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=CABIN)

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=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&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=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=APART_HOTEL)

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=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=VACATION_HOME)

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=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=CONDO)

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=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=VILLA)

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=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=COTTAGE)

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## Top Chicago Hotel Reviews

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg)

### Congress Plaza Hotel

10/10 Excellent

"Bar wasn’t open as much as would like - room was nice location good. Can’t fault it lovely location in Chicago."

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

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

4/10 Poor

"Breakfast was bland, cups, plates, forks not clean. Housekeeping didn’t clean rooms property, wasn’t made aware roof top wasn’t open if that was the case I would have never booked. Staff poorly communicated late checkout guidelines. "

[](https://expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![The Chicago Hotel Collection Ambassador Gold Coast](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475_y.jpg)

### The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Very nice very cozy "

[](https://expedia.com/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information)

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fa2dd97c_y.jpg)

### The Royal Sonesta Chicago Downtown

8/10 Good

"."

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

![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b_y.jpg)

### Swissotel - Chicago

10/10 Excellent

"coffee was great"

[](https://expedia.com/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information)

![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a_y.jpg)

### Aloft Chicago Mag Mile

6/10 Okay

"Not clean. Stain on shower curtain. Stains throughout room. "

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

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925_y.jpg)

### River Hotel

10/10 Excellent

"Nice staff and easy check in/out process "

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

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

### Hilton Chicago

8/10 Good

"The staff was very responsive and friendly! We would have enjoyed having a smart t.v. so we could have streamed shows or movies. Bigger, fluffier towels would be nice."

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

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Clean and well kept overall. Great Australian restaurant in the lobby. "

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

## Price trends for vacation rentals in Chicago

| Less expensive | More expensive | Next month |
| -------------- | -------------- | ---------- |
| February       | July           | $328       |

| Month     | Price |
| --------- | ----- |
| January   | $268  |
| February  | $248  |
| March     | $257  |
| April     | $328  |
| May       | $363  |
| June      | $411  |
| July      | $430  |
| August    | $420  |
| September | $357  |
| October   | $379  |
| November  | $374  |
| December  | $282  |

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 $124 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)
- [Farmstay in Chicago ](https://expedia.com/Chicago-Agritourism.d178248-aaAgritourism.Travel-Guide-Accommodation)
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- [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)