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Search Vacation Homes in Hillside

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Vacation Homes in Hillside

The One: A 1BR Stay That Feels Like Home

9.0 out of 10, Wonderful, (2)
"Very nice condo in a quiet neighborhood"
$182 nightly
The price is $202
Oct 27 - Oct 28
Total with taxes and fees
The One: A 1BR Stay That Feels Like Home

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
$182 nightly
The price is $202
Oct 6 - Oct 7
Total with taxes and fees
Stylish 1BR in West Loop

Sun-Drenched 1BR Apartment

10.0 out of 10, Exceptional, (1)
"The location was fantastic. We were just a couple blocks from the Green and Pink line on Clinton. There was a code to get into the building so it felt safe. The code to the door was great because there was no key to worry about since I had to work and my hubby was in and out of the apartment all day. There were a couple small things, the bed squeaks a lot. Also, it is very clear in the listing that the train is close. It is about 30ft straight out from the window. I'm not a light sleeper so I...
$182 nightly
The price is $202
Oct 8 - Oct 9
Total with taxes and fees
Sun-Drenched 1BR Apartment

Studio Gold Coast City Living

$172 nightly
The price is $192
Oct 6 - Oct 7
Total with taxes and fees
Studio Gold Coast City Living

A quiet stay while you are away

9.8 out of 10, Exceptional, (32)
"We stayed a few nights and everything was nice and clean. Thank you!"
$168 nightly
The price is $193
Oct 7 - Oct 8
Total with taxes and fees
A quiet stay while you are away

Prime City Stay in a 1BR Apt

9.2 out of 10, Wonderful, (10)
"Location is very good, 10 mins walk to irving blue line station, and the apartment has lot of light during the day as it was a corner unit."
$163 nightly
The price is $180
Oct 6 - Oct 7
Total with taxes and fees
Prime City Stay in a 1BR Apt

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (17)
"Had a great stay. Great location. "
$140 nightly
The price is $173
Nov 5 - Nov 6
Total with taxes and fees
Relaxing Chicago Studio

Chic Studio in Heart of Chicago

10.0 out of 10, Exceptional, (2)
"Older property. Landlord special in the bathroom. Definitely needs better window coverings. Otherwise, comfortable, safe, and clean. "
$173 nightly
The price is $192
Oct 6 - Oct 7
Total with taxes and fees
Chic Studio in Heart of Chicago

Peaceful 1BR Escape in Evanston

8.0 out of 10, Very Good, (5)
"Quiet, clean and spacious! A peaceful neighborhood. "
$175 nightly
The price is $191
Oct 7 - Oct 8
Total with taxes and fees
Peaceful 1BR Escape in Evanston

Theater • Game Room • Gym • Firepit • 4BR Home

7.6 out of 10, Good, (10)
"Great place"
$418 nightly
The price is $509
Oct 28 - Oct 29
Total with taxes and fees
Theater • Game Room • Gym • Firepit • 4BR Home

2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill

9.0 out of 10, Wonderful, (2)
"The house was amazing. The beds were so comfortable. The stay was so fun. Thank you for everything!"
$312 nightly
The price is $385
Oct 6 - Oct 7
Total with taxes and fees
2BR • Sleeps 7 • Coffee Station • Backyard w/ Grill

Sleek Style 3BR Haven - Free Parking

9.6 out of 10, Exceptional, (15)
"Lived our stay here. 3 big bedrooms, clean environment. Close to things we wanted to visit. We will stay here again for sure!"
$274 nightly
The price is $301
Oct 6 - Oct 7
Total with taxes and fees
Sleek Style 3BR Haven - Free Parking

1BR Chic & Sunny Place

9.4 out of 10, Exceptional, (3)
"Location was perfect for visiting family and getting around the city. Bed was extra comfy and the AC worked wonderfully. Will stay here again on our next visit. "
$163 nightly
The price is $180
Oct 6 - Oct 7
Total with taxes and fees
1BR Chic & Sunny Place

Great Layout – Spacious 2BR Apt

10.0 out of 10, Exceptional, (4)
"Clean, comfortable, and would definitely stay again!"
$199 nightly
The price is $220
Oct 6 - Oct 7
Total with taxes and fees
Great Layout – Spacious 2BR Apt

Contemporary 2BR Apartment in Vibrant Hyde Park

10.0 out of 10, Exceptional, (1)
"We stayed in this comfortable, quiet apartment for four weeks when my husband was undergoing radiation treatments for cancer at the University of Chicago Medical Center. It was just what we needed. The location—a block from Lake Michigan with its endless miles of parks and green spaces—was spectacular, and we spent long hours walking our dogs and biking along the lake on the beautifully landscaped walking and biking trails. The apartment itself is well appointed, clean, and blessedly quiet...
$195 nightly
The price is $215
Oct 6 - Oct 7
Total with taxes and fees
Contemporary 2BR Apartment in Vibrant Hyde Park

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

7.8 out of 10, Good, (11)
"The house was immaculate and very spacious. Beautifully decorated. The neighborhood was easy to get in and out of and close enough to downtown. Would highly recommend."
$221 nightly
The price is $236
Oct 6 - Oct 7
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Homey 1BR Space Apartment

9.6 out of 10, Exceptional, (7)
"This was a wonderful base for the days I spent exploring Chicago. The apartment is clean and comfy and it is located right on the 'L' Brown line in a charming and vibrant neighborhood. I could zip to anywhere in the city I wanted on the L and felt very relaxed coming "home" each night."
$162 nightly
The price is $179
Nov 4 - Nov 5
Total with taxes and fees
Homey 1BR Space Apartment

Bright & Modern Lakeview Studio

9.0 out of 10, Wonderful, (9)
"This is a great location to hit the Lakeview neighborhood with Wrigley Field just a couple blocks over. When trying to get the check-in instructions, there were a lot of hoops to jump through to get the payment to the management company for this property. I had to contact the host (management company) multiple times to get the links to the forms to upload a driver's license and selfie holding said driver's license. Another URL to get to the payment Venmo account. And another URL for the...
$171 nightly
The price is $191
Nov 3 - Nov 4
Total with taxes and fees
Bright & Modern Lakeview Studio

2BR Traveler`s Favorite • Modern and Clean

10.0 out of 10, Exceptional, (3)
"Clean, comfortable, and secure"
$293 nightly
The price is $362
Oct 7 - Oct 8
Total with taxes and fees
2BR Traveler`s Favorite • Modern and Clean

Luxury House minutes away from O'Hare and Downtown Chicago

10.0 out of 10, Exceptional, (1)
"Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. "
$520 nightly
The price is $551
Oct 6 - Oct 7
Total with taxes and fees
Luxury House minutes away from O'Hare and Downtown 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.
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Top Hillside Hotel Reviews

Find out more about Hillside

Find out more about Hillside

Hillside Vacation Homes information

Number of reviews
37,888
Accommodation
717 Vacation Homes
Lowest Price
$90
Highest Price
$253

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