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Glenview Holiday Rentals

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Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Glenview holiday rentals

Front of property – evening/night
Level Chicago – Old Town

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (407)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town
Business centre
Kasa River North Chicago

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1026)
"My favorite place to stay hands-down"
United States
Michele
The price is S$203
includes taxes & fees
6 Jan - 7 Jan, 2026
Sentral Michigan Avenue
Front of property
Chicago luxury home suites

Chicago luxury home suites

Chicago luxury home suites
2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (4)
"Amazing stay! The location is very central and close to everything. The room was spotless, and the mattress was very comfortable. I really appreciated that the property is pet friendly. I was able to bring my dog along, which made the trip even better. The view was absolutely stunning. The hosts were very responsive and helpful throughout our stay. Highly recommend!"
Canada
Alex
The price is S$198
includes taxes & fees
13 Jan - 14 Jan, 2026
Chicago luxury home suites
Private kitchen
ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
Near North Side
10.0 out of 10, Exceptional, (8)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
United States
Javeria
The price is S$1,474
includes taxes & fees
5 Jan - 6 Jan, 2026
ENVITAE Hotel 4 Bedroom Luxury Apartments
Living area
Wrigleyville Suites

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (27)
"Nice place "
United States
Barry
The price is S$155
includes taxes & fees
5 Jan - 6 Jan, 2026
Wrigleyville Suites
Exterior
River West, Second Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts
2.0 star property
West Town
9.6 out of 10, Exceptional, (4)
"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."
United States
Anonymous traveller
The price is S$283
includes taxes & fees
1 Jan - 2 Jan, 2026
River West, Second Floor Chicago by 747 Lofts
Private kitchen
The Gem Museum Suites

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (101)
"Lovely stay with helpful staff excellent location. Breakfast is a wonderful full dining experience -no pre packaged chain hotel offerings. One can easily walk to shopping, dining, cafes and Lake Michigan. Rooms very clean with lots of storage /closet space. Mini kitchens are fully equipped with new appliances that all work! Only comment is that bed and pillows were very firm and made it uncomfortable to sleep-this is the reason for 4 stars and not 5. "
United States
Andrea
The price is S$262
includes taxes & fees
2 Jan - 3 Jan, 2026
The Gem Museum Suites
Interior
Classic Forest Park Foursquare < 1 Mi to Blue Line

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 S$530
includes taxes & fees
1 Jan - 2 Jan, 2026
Classic Forest Park Foursquare < 1 Mi to Blue Line
Private kitchen
River West, Third Floor Chicago by 747 Lofts

River West, Third Floor Chicago by 747 Lofts

River West, Third Floor Chicago by 747 Lofts
2.0 star property
West Town
9.0 out of 10, Wonderful, (17)
"Loved the space and location "
United States
Caroline
The price is S$305
includes taxes & fees
2 Jan - 3 Jan, 2026
River West, Third Floor Chicago by 747 Lofts
Private kitchen
Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts
2.0 star property
West Town
8.8 out of 10, Excellent, (13)
"Great location, convenient to downtown and blue line to airport. Everything necessary in unit, comfortable temperature and full kitchen with unique grocery store nearby."
United States
Barbara
The price is S$272
includes taxes & fees
12 Jan - 13 Jan, 2026
Chicago Second Floor Studio by 747 Lofts
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 Glenview Hotel Reviews

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10/10 Excellent
" We took Amtrak so no problems with parking etc."
Charles 2-night trip
Posted 1 day ago
Silversmith Hotel Chicago Downtown

Frequently asked questions

Can I find holiday rentals in Glenview?

Yes, there are holiday rentals in Glenview close to Kohl Children's Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Glenview. Make sure you have time to check out the sporting events and waterfront during your trip.

How many holiday rentals are there in Glenview?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Glenview stay.

What can I see and do in Glenview?

Family-friendly attractions include Kohl Children's Museum and Wagner Farm, whereas Gallery Park and Kent Fuller Air Station Prairie are a couple of great spots to enjoy the outdoors. You’ll find favourite places to visit such as Wrigley Field and Michigan Avenue in the wider area.

What are holiday rentals like in Glenview?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Glenview. Holiday rentals feature extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.