A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Holiday Homes in Hillside

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Check prices for these dates

In two weeks
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Hillside holiday homes

Interior

Modern 3BR Apartment Near North Ave Shops

Modern 3BR Apartment Near North Ave Shops
Near North Side
10.0 out of 10, Exceptional, (1 review)
Modern 3BR Apartment Near North Ave Shops
Exterior

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (69 reviews)
"2nd stay. Will stay again"
United States
Rusty D.
The price is AU$452
includes taxes & fees
26 July - 27 July
✽ Charming Cottage ✽ close to College/Town/Station
Smart TV

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

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.0 out of 10, Very good, (29 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
The price is AU$433
includes taxes & fees
20 July - 21 July
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Interior

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Carol Stream
9.4 out of 10, Exceptional, (6 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is AU$803
includes taxes & fees
19 July - 20 July
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Dining

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (53 reviews)
"Great stay"
United States
Steve T.
The price is AU$571
includes taxes & fees
16 Aug - 17 Aug
LUXE 3 BR, 2 BA + Hot Tub
Paper towels, dining tables

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
10.0 out of 10, Exceptional, (1 review)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is AU$902
includes taxes & fees
19 July - 20 July
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
TV

Spacious 5BR 2BA Berwyn Home

Spacious 5BR 2BA Berwyn Home
Berwyn
10.0 out of 10, Exceptional, (1 review)
"experience was good i loved it honestly "
United States
jamya w.
The price is AU$808
includes taxes & fees
16 Aug - 17 Aug
Spacious 5BR 2BA Berwyn Home
Living area

Attractive Coach House Apartment for rent in Oak Park.

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
7.0 out of 10, Good, (2 reviews)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
United States
kerston b.
The price is AU$337
includes taxes & fees
3 Aug - 4 Aug
Attractive Coach House Apartment for rent in Oak Park.
Coffee/tea maker, fridge, microwave, oven

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (63 reviews)
"Checking in was easy, the place is as advertised, communication was easy as well, had no problems, will be staying there again. "
United States
Joe M.
The price is AU$574
includes taxes & fees
21 July - 22 July
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
3 bedrooms, iron/ironing board, WiFi, bed sheets

Lovely 3-bedroom house in Villa Park with WiFi and AC

Lovely 3-bedroom house in Villa Park with WiFi and AC
Villa Park
9.0 out of 10, Wonderful, (2 reviews)
"Location was great."
United States
Jessica F.
Lovely 3-bedroom house in Villa Park with WiFi and AC
Coffee/tea maker, fridge, microwave, oven

Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking

Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking
Bensenville
10.0 out of 10, Exceptional, (2 reviews)
"Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. "
United States
Jacob F.
The price is AU$977
includes taxes & fees
23 July - 24 July
Luxury 4BR, 3BA, Game Rm Near O’Hare & Down Town Free Parking
Coffee/tea maker, fridge, microwave, oven

Game Room • Fire-pit • Playground • Gym • Billiard

Game Room • Fire-pit • Playground • Gym • Billiard
Belmont Cragin
10.0 out of 10, Exceptional, (1 review)
"Property was the perfect size for our group. Neighborhood was quiet. Street parking was available directly in front of the house. Great experience!!!!"
United States
Justin C.
The price is AU$761
includes taxes & fees
11 Aug - 12 Aug
Game Room • Fire-pit • Playground • Gym • Billiard
Living area

Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
9.0 out of 10, Wonderful, (4 reviews)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
The price is AU$616
includes taxes & fees
20 July - 21 July
Entire home in Lockport, Illinois
Terrace/patio

Sleeps 18 • 7BR • Gym • Game Room • Theater

Sleeps 18 • 7BR • Gym • Game Room • Theater
Austin
6.0 out of 10, (1 review)
"Ok place to fit large families if no other option available. Not suitable for kids with allergies as there are some opportunities in the cleanness and maintenance of the property.The communication were ok for reserving but very limited during the stay.The floor os severely damaged as well."
United States
Adrian Cesar C.
The price is AU$1,319
includes taxes & fees
21 July - 22 July
Sleeps 18 • 7BR • Gym • Game Room • Theater
2 bedrooms, iron/ironing board, WiFi, bed sheets

Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
The price is AU$502
includes taxes & fees
4 Aug - 5 Aug
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Interior

Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful, unique, and clean place to stay. Comfortable beds, quiet, and plenty of space. Great place to stay."
United States
Richie S.
The price is AU$535
includes taxes & fees
11 Aug - 12 Aug
Cozy Home by O'Hare + EV Plug
Private kitchen

Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (78 reviews)
"This place was just what we needed. Super close to Allstate Arena, lots of food options nearby. Neighborhood was quiet and seemed very safe. Beds were comfortable, kitchen was fully stocked, had everything we needed for our 1 night stay!"
United States
Nikki B.
The price is AU$523
includes taxes & fees
20 July - 21 July
Your Next Vacation Home
Terrace/patio

Charming 4-Bedroom Home Backyard 8 gusts with AC and WiFi in Chicago Ridge

Charming 4-Bedroom Home Backyard 8 gusts with AC and WiFi in Chicago Ridge
Chicago Ridge
10.0 out of 10, Exceptional, (1 review)
"There was not one issue. Towels and soap and other materials were provided. It was great."
United States
Alvin G.
The price is AU$813
includes taxes & fees
21 July - 22 July
Charming 4-Bedroom Home Backyard 8 gusts with AC and WiFi in Chicago Ridge
Coffee/tea maker, fridge, microwave, oven

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Westmont
10.0 out of 10, Exceptional, (3 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is AU$1,019
includes taxes & fees
21 July - 22 July
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Smart TV, books

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Schaumburg
9.8 out of 10, Exceptional, (9 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveller
The price is AU$869
includes taxes & fees
20 July - 21 July
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"The location is great, the cleanliness is appreciated and the staff are very helpful. The noise from AC was a bit annoying, but the overall experience was great."
Bissan 11-night trip
Posted 5 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Hillside

Hillside Holiday Homes information

Number of reviews
15,010
Accommodation
698 Holiday Homes
Lowest Price
AU$141
Highest Price
AU$346

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