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Check prices for these dates

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Top Holiday Rentals in Hillside

Business centre
Kasa River North Chicago
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (174)
"This place has everything for a multi-night stay."
United States
Dane
Kasa River North Chicago
Indoor pool
Sentral Michigan Avenue
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (962)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
The price is ₹11,792
₹16,423 total
includes taxes & fees
10 Nov - 11 Nov
Sentral Michigan Avenue
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Interior
Historic Oak Park Home
Historic Oak Park Home
2.0 star property
10.0 out of 10, Exceptional, (5)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is ₹12,239
₹23,776 total
includes taxes & fees
10 Nov - 11 Nov
Historic Oak Park Home
Design Apartment, Private Bathroom (The Oak Park Loft) | View from property
The Oak Park Loft
The Oak Park Loft
2.0 star property
10.0 out of 10, Exceptional, (5)
"This apartment was is so cute! Hosts were awesome."
United States
Cindy
The price is ₹10,513
₹21,800 total
includes taxes & fees
16 Nov - 17 Nov
The Oak Park Loft
Front of property – evening/night
Level Chicago – Old Town
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (370)
"Friendly staff and great amenities "
United States
Bryan
The price is ₹18,028
₹23,126 total
includes taxes & fees
11 Nov - 12 Nov
Level Chicago – Old Town
Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher
The Gem Museum Suites
The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (92)
"Super nice hotel and staff "
United States
EMILY
The price is ₹16,791
₹19,222 total
includes taxes & fees
29 Oct - 30 Oct
The Gem Museum Suites
Living area
Wrigleyville Suites
Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (24)
"The entirety of my experience was excellent. Thank you!"
United States
Julian
The price is ₹11,159
₹17,496 total
includes taxes & fees
24 Oct - 25 Oct
Wrigleyville Suites
36-inch flat-screen TV with digital channels, TV
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
3.5 star property
8.6 out of 10, Excellent, (693)
"Location was nice."
United States
Juliet
The price is ₹11,884
₹13,951 total
includes taxes & fees
10 Nov - 11 Nov
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Exterior
Ground Floor Studios in Chicago by 747 Lofts
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.0 out of 10, Wonderful, (20)
"The stay lacked in shelf space as well as other amenities that could be useful. "
United States
Zugeily
Ground Floor Studios in Chicago by 747 Lofts
Business Apartment, City View | Private kitchen | Fridge, microwave, oven, stovetop
4BR Corporate Suite Central and Modern
4BR Corporate Suite Central and Modern
2.0 star property
10.0 out of 10, Exceptional, (4)
"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 ₹12,347
₹32,972 total
includes taxes & fees
29 Oct - 30 Oct
4BR Corporate Suite Central and Modern
Fridge, microwave, oven, stovetop
Chicago luxury home suites
Chicago luxury home suites
2.0 star property
The price is ₹85,734
₹100,643 total
includes taxes & fees
24 Oct - 25 Oct
Chicago luxury home suites
Apartment, Private Bathroom | Terrace/patio
At Home in Oak Park
At Home in Oak Park
3.5 star property
9.4 out of 10, Exceptional, (8)
"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."
United States
Kathryn
The price is ₹12,974
₹23,382 total
includes taxes & fees
11 Nov - 12 Nov
At Home in Oak Park
Lobby
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
3.5 star property
8.8 out of 10, Excellent, (243)
"Great stay. "
United States
Teresa
The price is ₹11,884
₹13,951 total
includes taxes & fees
6 Nov - 7 Nov
Sonder by Marriott Bonvoy The Burnham Apartments Loop
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 Hillside Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"We had 4 adults in the Family Suite plenty of room. Could use larger TV's. We requested more towels and coffee and were delivered promptly."
WILLIAM 3-night trip
Posted 1 day ago
Congress Plaza Hotel

Find out more about Hillside

Holiday Rentals in Hillside

Search for holiday rentals in Hillside on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Hillside using one of the methods below:

  • View our selection of featured holiday rentals in Hillside
  • Use the map to find apartments and other holiday homes in the Hillside neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hillside while they last

Look no further and take a look at our great range of rental properties in Hillside!

Frequently asked questions

Can I find a holiday rental in Hillside?

Yes, there are holiday rentals close to the most popular sights in Hillside, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and forests in Hillside. Allow some time to check out the shops during your trip.

What can I see and do in Hillside?

Enjoy the area's cultural attractions such as Drury Lane Theater, or get outdoors into nature at a spot like Millennium Park. Other popular places to visit in the area include Wrigley Field and Michigan Avenue.

What are holiday rentals like in Hillside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hillside. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.