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

West Side Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for West Side vacation rentals

A modern building with the name 'SENIORAL' prominently displayed on the facade.

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,400 reviews)
"10/10 2nd time staying here!"
United States
Rosa
The price is ￥21,346
￥25,058 total
includes taxes & fees
Nov 22 - Nov 23
Sentral Michigan Avenue
A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (82 reviews)
"Amazing property would stay here again. Looks exactly like pics!!"
United States
Felipe
The price is ￥28,203
￥42,898 total
includes taxes & fees
Nov 25 - Nov 26
Kasa Lake Shore Chicago
A spacious lobby with a high ceiling, a reception desk, comfortable seating, and a large stained glass window.

3. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (301 reviews)
"Good breakfast"
United States
Zhaohua
The price is ￥31,197
￥35,715 total
includes taxes & fees
Dec 4 - Dec 5
The Gem Museum Suites
A modern kitchen with a large island, bar stools, and a city view.

4. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (557 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is ￥27,141
￥35,755 total
includes taxes & fees
Nov 23 - Nov 24
Level Chicago – Old Town
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

5. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.0 out of 10, Wonderful, (50 reviews)
"What a gem right next to Wrigleyville Stadium! I had an emergency and needed somewhere to stay for two nights while my son was in the hospital. This was the perfect accommodation walkable to where I needed to go. Clean community townhome with lock off rooms, community kitchen and living room room – very lovely environment and excellent location. Walkable to many restaurants."
United States
Diana
The price is ￥19,569
￥22,970 total
includes taxes & fees
Nov 5 - Nov 6
Wrigleyville Suites
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

6. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is ￥38,130
￥74,815 total
includes taxes & fees
Nov 16 - Nov 17
Classic Forest Park Foursquare < 1 Mi to Blue Line
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.
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Top West Side Hotel Reviews

The Emily Hotel

The Emily Hotel

10/10 Excellent
"Staff was friendly and the room was clean"
Evelyn 1-night trip
Posted 2 hours ago
The Emily Hotel

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