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Hillside Vacation Rentals

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Vacation Rentals in Hillside

Our top choices for Hillside vacation rentals

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (922)
"This area is perfect we will definitely be back."
The price is ₩211,209
₩288,676 total
includes taxes & fees
Sep 22 - Sep 23
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (520)
"Very great place to stay!"
Kasa Magnificent Mile Chicago

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (355)
"Real nice place 5 stars ill be back."
The price is ₩285,662
₩366,321 total
includes taxes & fees
Sep 22 - Sep 23
Level Chicago – Old Town

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.6 out of 10, Excellent, (659)
"Dangerous area at times… but not always bad. And a quick walk to the safe areas for sure!!! I would definitely stay here again."
The price is ₩220,717
₩259,114 total
includes taxes & fees
Sep 22 - Sep 23
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (202)
"This place was perfect "
The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.0 out of 10, Very Good, (360)
"Great stay!"
The price is ₩179,073
₩210,212 total
includes taxes & fees
Sep 21 - Sep 22
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (342)
"Fantastic property with an amazing view. Easy walk to food, shopping and the lake. Would absolutely stay again "
Kasa South Loop Chicago

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
8.8 out of 10, Excellent, (221)
"Great location and lovely amenities. "
The price is ₩205,448
₩241,174 total
includes taxes & fees
Sep 21 - Sep 22
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.2 out of 10, Very Good, (48)
"Great location. Apartment had all the amenities needed. Felt safe. Only not so good part was that being in downtown, it wasn't super quiet at times. Would stay here again without a doubt."
The price is ₩234,807
₩275,640 total
includes taxes & fees
Oct 19 - Oct 20
Sonder by Marriott Bonvoy The Opal Apartments River North

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (167)
"This place has everything for a multi-night stay."
The price is ₩231,129
₩401,687 total
includes taxes & fees
Sep 22 - Sep 23
Kasa River North Chicago

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (89)
"Super nice hotel and staff "
The price is ₩296,095
₩338,975 total
includes taxes & fees
Sep 24 - Sep 25
The Gem Museum Suites

Wrigleyville Suites

2.0 star property
9.6 out of 10, Exceptional, (19)
"Excellent location and very clean! Would stay again!"
The price is ₩181,155
₩282,065 total
includes taxes & fees
Sep 21 - Sep 22
Wrigleyville Suites

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (179)
"Great location!!!"
The price is ₩206,836
₩242,805 total
includes taxes & fees
Sep 21 - Sep 22
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
Art Villa

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (137)
"Overall, our stay was wonderful! The staff was friendly, everything was clean, and the service was excellent. The only downside was that we had some issues with the AC. Luckily, the weather wasn’t too hot, so it wasn’t unbearable, but it was a little uncomfortable at times. Other than that, everything was perfect, and we really enjoyed our stay!"
The price is ₩240,707
₩282,566 total
includes taxes & fees
Oct 5 - Oct 6
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
8.6 out of 10, Excellent, (62)
"loved our stay there. close to UIC and Greektown. will stay again"
The price is ₩293,804
₩344,898 total
includes taxes & fees
Oct 5 - Oct 6
Sonder by Marriott Bonvoy Greektown Apartments

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.4 out of 10, Exceptional, (18)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
The price is ₩93,409
₩201,005 total
includes taxes & fees
Sep 30 - Oct 1
Ground Floor Studios in Chicago 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 Hillside Hotel Reviews

Find out more about Hillside

Find out more about Hillside

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

  • View our selection of featured Vacation rentals in Hillside
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  • Enter your travel dates to view the best deals on Vacation 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 vacation rental in Hillside?

Yes, you can find vacation rentals near popular sights in Hillside, or you can choose a secluded option if you're looking for relaxation. 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 vacation rentals like in Hillside?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Hillside. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.