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Top Holiday Rentals in Hillside

Exterior
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
10.0 out of 10, Exceptional, (7)
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is ₹5,399
₹10,213 total
includes taxes & fees
22 May - 23 May
Ground Floor Studios in Chicago by 747 Lofts
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
9.8 out of 10, Exceptional, (30)
"Beautiful, spacious, clean rooms. Cozy safe neighborhood. Prompt and responsive communication. Would absolutely stay here again!!"
The Neighborhood Hotel-Little Italy
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (65)
"Very clean and comfortable. Great location very close to an L stop. Walkable to shopping and the lake front and river walk"
Kasa River North Chicago
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Family Apartment, 3 Bedrooms, Non Smoking, Balcony | Living area | Smart TV, streaming services
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (161)
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (400)
"Beautiful place to stay in Chicago. Love the area across from the park. Would definitely stay here again!"
The price is ₹10,445
₹14,713 total
includes taxes & fees
27 May - 28 May
Sentral Michigan Avenue
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (222)
"Everything was great. From easy check in to easy check out. The room was very nice and cozy. Very clean. Amazing view of downtown from the bedroom and balcony. I will be staying here again! "
Kasa Magnificent Mile Chicago
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (295)
"Overall the stay was amazing. We will definitely be booking here again."
The price is ₹16,205
₹19,024 total
includes taxes & fees
28 May - 29 May
Sonder South Wabash
Exterior
Sonder The Burnham
3.5 star property
8.8 out of 10, Excellent, (55)
"Convenient and easy to access"
The price is ₹16,203
₹19,022 total
includes taxes & fees
28 May - 29 May
Sonder The Burnham
Front of property – evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (207)
"Nice"
The price is ₹16,948
₹21,315 total
includes taxes & fees
27 May - 28 May
Level Chicago – Old Town
40-inch flat-screen TV with digital channels, TV
Sonder Greektown
3.5 star property
8.8 out of 10, Excellent, (29)
"LOCATION was terrific - central and close to all our 'outings'. Downside was NOT being able to control the thermostat. And NO response to any of our efforts to contact the property manger(s)."
The price is ₹23,963
₹28,133 total
includes taxes & fees
28 May - 29 May
Sonder Greektown
City view from property
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (66)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is ₹21,994
₹25,820 total
includes taxes & fees
13 Jun - 14 Jun
Sonder The Plymouth
Interior
Sonder Market Hall
3.5 star property
8.2 out of 10, Very good, (79)
"It was an excellent stay. I didn’t understand the Sonder model—no front desk and electronic check in. However once I got beyond that shock I didn’t mind it. I know some folks would find the setup disconcerting. I would stay in a Sonder hotel again."
The price is ₹11,281
₹13,244 total
includes taxes & fees
28 May - 29 May
Sonder Market Hall
Exterior
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (101)
"The entire experience was fantastic. Clear instructions in how to get into the building and the apartment, fully stocked kitchen and extremely comfortable bed"
The price is ₹17,687
₹20,765 total
includes taxes & fees
22 May - 23 May
Sonder Jewelers Row
Full-sized fridge, oven, stovetop, dishwasher
Sonder The Opal
3.5 star property
8.0 out of 10, Very good, (12)
"Overall: A nice stay in a great part of town. Pros: Walking distance to almost everything downtown Chicago. Check-in is easy, but not the most intuitive instructions for the building codes. Spacious and clean room. Cons: The view. DO NOT let the pictures of the property deceive you… Unless you are on the top floor, the view is not very good. Also, says there’s rooftop access but no way to get to the roof (door locked). The walls are thin inside the apartment. Layout was a bit bizarre. Advert...
The price is ₹20,537
₹24,111 total
includes taxes & fees
28 May - 29 May
Sonder The Opal
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (127)
"I enjoyed the fact that everything was close. The hotel was cleaned but I never saw a personal member. The code to enter didn't work and people inside had to help fellow clients to enter."
The price is ₹18,523
₹21,745 total
includes taxes & fees
6 Jun - 7 Jun
Found Chicago powered by Sonder
1 bedroom, premium bedding, pillow-top beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (184)
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is ₹6,011
₹6,372 total
includes taxes & fees
19 May - 20 May
WoodSpring Suites Chicago Addison
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See all available properties in Hillside
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.

Other types of properties in Hillside you may be interested in

View from property
River Hotel
4.0 star property
8.8 out of 10, Excellent, (2878)
"I enjoyed staying in this hotel. Very convenient and nearby to tourist attractions. The staff are very accommodating. I will definitely book this hotel if I’m in Chicago. "
The price is ₹14,199
₹16,669 total
includes taxes & fees
27 May - 28 May
River Hotel
Exterior
The Westin Michigan Avenue Chicago
4.5 star property
8.6 out of 10, Excellent, (1002)
"We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)"
The price is ₹18,286
₹23,556 total
includes taxes & fees
27 May - 28 May
The Westin Michigan Avenue Chicago
Front of property
Warwick Allerton - Chicago
4.0 star property
7.8 out of 10, Good, (2586)
"Very clean"
The price is ₹8,767
₹11,546 total
includes taxes & fees
27 May - 28 May
Warwick Allerton - Chicago
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.

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
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  • 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 Art Institute of Chicago, or get outdoors into nature at a spot like Grant Park. Other popular places to visit in the area include Wrigley Field and Navy Pier.

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.

Recent reviews of Hillside properties
Expedia verified reviews