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Hillside Vacation Rentals

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Vacation Rentals in Hillside

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (816)
"Great stay!"
The price is ₩267,354
₩354,146 total
includes taxes & fees
Jul 16 - Jul 17
Sentral Michigan Avenue

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (325)
"Hotel was nice"
The price is ₩293,155
₩374,793 total
includes taxes & fees
Aug 10 - Aug 11
Level Chicago – Old Town

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.4 out of 10, Very Good, (320)
"Super cool spot in a great part of the city."
The price is ₩245,858
₩288,614 total
includes taxes & fees
Jul 13 - Jul 14
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (441)
"Overall experience was great"
Kasa Magnificent Mile Chicago

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (562)
"Great place and location. "
The price is ₩290,703
₩341,257 total
includes taxes & fees
Jul 25 - Jul 26
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (317)
"Great stay"
Kasa South Loop Chicago

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (194)
"Fantastically located snd brilliantly appointed aparthotel. Absolutely perfect for our stay, where we were competing at the HYROX world championships. The room was super spacious and had all amenities you could wish for. "
The price is ₩314,053
₩368,667 total
includes taxes & fees
Jul 26 - Jul 27
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.2 out of 10, Very Good, (111)
"We love staying at Sonder properties. The apartment has a full kitchen with everything you need, the shower is so refreshing, and the in-room washer/dryer is super handy when traveling."
The price is ₩168,942
₩198,323 total
includes taxes & fees
Aug 10 - Aug 11
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (71)
"Good people great breakfast "
The price is ₩313,984
₩359,461 total
includes taxes & fees
Jul 17 - Jul 18
The Gem Museum Suites

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (173)
"Great spot. "
The Neighborhood Hotel-Little Italy

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (154)
"Great stay, clean room!"
The price is ₩265,775
₩410,348 total
includes taxes & fees
Jul 13 - Jul 14
Kasa River North Chicago

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (167)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is ₩244,004
₩286,436 total
includes taxes & fees
Aug 7 - Aug 8
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (42)
"Our stay was amazing. "
The price is ₩273,328
₩320,860 total
includes taxes & fees
Jul 13 - Jul 14
Sonder by Marriott Bonvoy The Opal Apartments River North

Wrigleyville Suites

2.0 star property
9.2 out of 10, Wonderful, (7)
"Absolutely loved staying here! Would 10/10 recommend this place!"
The price is ₩169,354
₩267,481 total
includes taxes & fees
Jul 13 - Jul 14
Wrigleyville Suites

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
9.0 out of 10, Wonderful, (55)
"Great location, easy stay!"
The price is ₩314,053
₩368,667 total
includes taxes & fees
Aug 7 - Aug 8
Sonder by Marriott Bonvoy Greektown Apartments
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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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.