West Side, IL Vacation Homes from ￥32,405

A greenhouse with a glass ceiling, various cacti, and a wooden structure in the center.

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Our top choices for West Side vacation homes

1. Sleeps 18 • 7BR • Gym • Game Room • Theater

Austin

Adrian Cesar C.

￥148,821 total

includes taxes & fees

Sep 30 - Oct 1

2. Theater • Game Room • Gym • Firepit • 4BR Home

Belmont Cragin

Jason

￥88,379 total

includes taxes & fees

Sep 24 - Sep 25

3. A quiet stay while you are away

Oak Park

Fred D.

￥45,171 total

includes taxes & fees

Oct 12 - Oct 13

4. Sleeps 18 • 8BR • Game Room • Gym • Theater

Portage Park

Ashley Y.

￥170,467 total

includes taxes & fees

Oct 22 - Oct 23

5. Complete 1BR Fully Furnished Home

Downtown Chicago

￥52,603 total

includes taxes & fees

Sep 29 - Sep 30

6. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood

Eduardo

￥45,568 total

includes taxes & fees

Sep 23 - Sep 24

7 bedrooms, desk, iron/ironing board, travel crib

7. Arcade • Theater • Gym • Office • Sleeps 15

Portage Park

Daniel J.

￥116,947 total

includes taxes & fees

Sep 30 - Oct 1

8. Oak Park Victorian by FLW Studio

Oak Park

Margaret L.

￥89,260 total

includes taxes & fees

Sep 29 - Sep 30

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Top West Side Hotel Reviews

Hyatt House Chicago Medical/University District

10/10 Excellent

"The hotel is immaculate. Room was so nice. First hotel that I could stream movie apps from my phone. Really great for off times. Best hotel I’ve stayed at."

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"This hotel has become my family's go-to for trips to Chicago. It's very easy to drive to. Love the on-site parking, which is not free, but I'd say was worth the ~$42/night for the convenience. The property is very clean and beautifully maintained. The staff is excellent. Close proximity to public transportation, which we used to get to and from Riot Fest in Douglas Park. Will definitely stay here again!"

STAY

8/10 Good

"The advertisement for the room should not have included the couch as it was in a communal area. AC broke down halfway through our stay and if it wasn't for the cool weather, it would have been miserable. Amenities were replaced at least twice a day, and luckily one just happened to show up after a chair fell apart. It was adequate in all."

Level Chicago Fulton Market

10/10 Excellent

"I loved the balcony and the great view! The kitchenette was a plus along with the provided utensils and necessary items. The laundry are was not something that I used but I could see how it would be a bonus feature. The area by the bed was a little cramped, but it ended up being comfortable. The staff was extremely friendly and helpful and the check in was seamless. The elevators were especially private and convenient. Overall, the extra $ that I paid for my stay was well worth it!"

The Neighborhood Hotel-Little Italy

10/10 Excellent

"Great location with nearby bars, restaurants and a few mini marts. We did wish there was a larger grocery store closer, but not a deal breaker by any means. Close to many bus stops and maybe 1/2 mile to the pink line and 3/4 mile to the blue line. Spacious room with a kitchen. They provide about 2 full pots of coffee which is a bonus. They respond to questions almost immediately. The room Is very spacious, as is the bathroom. The soap, gel, shampoo, conditioner and lotion they provide has a very nice scent, but not too strong. There is a good size closet for storage, hanging clothes etc. There is a dishwasher and a clothes washer and I presume also acts as a dryer (2 in 1). These are kind of knit picking but, the bed is pretty soft. If you like soft beds you’ll be stoked. The water pressure in the shower was a little weak. Overall this is a great hotel, great location and a fair price. I would definitely stay here again."

Find out more about West Side

West Side Vacation Homes information

Number of reviews	373
Accommodation	54 Vacation Homes
Lowest Price	￥32,405
Highest Price	￥170,467

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Check prices for these dates

Our top choices for West Side vacation homes

1. Sleeps 18 • 7BR • Gym • Game Room • Theater