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Compare 607 Vacation Homes in Hillside with updated reviews, rates, and availability.

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

10.0 out of 10, Exceptional, (4)
"This is a very nice property in an up and coming neighborhood. The house is multilevel with three spacious bedrooms (two with ensuite bathrooms). As a bonus, the house has a garage opening onto an alleyway. Everything was very clean, bright and well appointed. The property is located in an up and coming neighborhood very convenient to good el lines and only a couple of blocks from a wonderful coffee place we used every day during our stay. Everything with the property went well and we would stay...
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.4 out of 10, Exceptional, (81)
"Overall a great place to stay. Location is really great. You can walk to all of Old Town. Well equipped property. As the only member of our group that drove, was nice to have a garage! "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Spacious Deck & Balcony, Game Area, Garage

10.0 out of 10, Exceptional, (3)
"It was amazing staying here "
The price is SAR 702
SAR 1,873 total
includes taxes & fees
26 Nov - 27 Nov
Spacious Deck & Balcony, Game Area, Garage

Crestwood Gem! Family and pets friendly 3-bedroom house with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (2)
"So cute and lots of space. Would definitely stay here again!"
Crestwood Gem! Family and pets friendly 3-bedroom house with WiFi, AC

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
Spacious 5-bedroom house with movie room, game room and more!

Charming 3-bedroom house just minutes from Downtown Wheaton!

Charming 3-bedroom house just minutes from Downtown Wheaton!

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

10.0 out of 10, Exceptional, (118)
"We were a group of 20 family members coming from all over the country for a wedding just a few blocks away. There was room for everyone, plus hairdryers, ironing board, iron, etc. needed to prepare for the big day. Target and Aldi, train station, and several coffee shops and restaurants, and parks within close walking distance made this the perfect location. Everyone loved staying here. We had good weather for porch sitting, and gathering outside after dark. Very helpful and available hosts too ...
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

Cheery 2+bedroom home with free parking on premises

9.8 out of 10, Exceptional, (32)
"My husband and I spent a week here with our three dogs while in town for a family wedding. I was able to work from home while my husband took the CTA into the Chicago office of his company. The home was lovely and well stocked with everything that we needed for a week away from home. Would highly recommend."
Cheery 2+bedroom home with free parking on premises

Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now

9.6 out of 10, Exceptional, (9)
"Stayed at the property for a conference at McCormick. Very convenient and nice."
Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now

Desirable chic home in a Prime Location!

9.0 out of 10, Wonderful, (2)
"My coworker and I stayed at this property for a work trip. The house was clean and modern, provided a bathroom for each of us, and was within walking distance of our company office in parkview plaza."
Desirable chic home in a Prime Location!

Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!

The price is SAR 1,445
SAR 1,796 total
includes taxes & fees
26 Nov - 27 Nov
Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!

Charming apartment king bed with AC, WiFi

Charming apartment king bed with AC, WiFi

Clarendon Hills Top Floor

6.6 out of 10, (4)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor

Villa Gold Cost -Sleeps 12+KING Bed-Pets-Garage- 65”TV Netflix-Wifi-Ping Pong

10.0 out of 10, Exceptional, (2)
"Easy access to everything we needed in Chicago and the perfect place for us girls to catch up."
Villa Gold Cost -Sleeps 12+KING Bed-Pets-Garage- 65”TV Netflix-Wifi-Ping Pong

LUXE 3 BR, 2 BA + Hot Tub

8.8 out of 10, Excellent, (15)
"Older property which matched description well. Comfortably fit 5 adults and teens for 4 night stay. Quiet neighborhood even though it is right next to highway. Grocery store within a few mins. We traveled several times to downtown Chicago and Rosemont without issues (other than normal chicago traffic). There are stairs from any entrance, so just be prepared if you have a heavy cooler like we did. :) Could have been a bit cleaner, but that would not stop me from staying again. The host...
The price is SAR 1,032
SAR 1,725 total
includes taxes & fees
2 Dec - 3 Dec
LUXE 3 BR, 2 BA + Hot Tub

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (27)
"I invited 5 guest to join me in Chicago for a birthday trip. This home is perfectly located between MDW and ORD. We had no trouble getting to our activities, great restaurants, downtown, or quick stores (Target, CVS, etc). The layout of the home is perfect with rooms and bathrooms on each level. The homeowner is also a wonderful communicator, great at responding. We had no trouble getting a hold of them prior to the trip or during the trip. Highly recommend! "
Stunning / Spacious 6BD Home + garage - Bucktown!

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (162)
"Very clean and well maintained. Would stay again for sure. "
Historic home with easy access to Chicago

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (48)
"Our family of 4 had a wonderful stay here! Great neighborhood and a spacious home! The beds were super comfy & the home was decorated nicely! Thank you for having us Amanda! We’ll be back :) "
Spacious open concept home w/ game room + firepit

Comforting Retreat Near Woodfield Mall by RedAwning

9.4 out of 10, Exceptional, (10)
"Nice place to stay, will definitely stay again. "
Comforting Retreat Near Woodfield Mall by RedAwning
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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Other property types in Hillside

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (592)
"Great stay. Will stay again!"
The price is SAR 405
SAR 585 total
includes taxes & fees
26 Nov - 27 Nov
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (208)
"Easiest check in and check out process "
The price is SAR 240
SAR 281 total
includes taxes & fees
1 Dec - 2 Dec
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (395)
"This property was in a good location - walked to Shedd Aquarium, Soldier Field, and good restaurants on South Michigan. Asked a few questions via text with prompt responses. No complaints with this clean property exactly as advertised."
The price is SAR 465
SAR 546 total
includes taxes & fees
19 Dec - 20 Dec
Sonder South Wabash
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.