Title: Hillside Vacation Home Rentals from CA $279: Search Top Private Vacation Homes for Rent | Expedia.ca

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=8353&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Hillside vacation homes

![TV](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/1a2e5255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/45b3ad33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/0dd7d579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/w1179h800x21y0-c9fb8097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 4BR Retreat Near MDW | LCP Collection

[](https://www.expedia.ca/Chicago-Hotels-Modern-4BR-Retreat-Near-MDW-LCP-Collection.h99269654.Hotel-Information)

Burbank

8.6/10

Excellent

(7 reviews)

"Check in was easy and house was in safe neighborhood. It was a quick stay really a place to sleep for a few hours on our way through. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie S.

CA $251

CA $629 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Chicago-Hotels-Modern-4BR-Retreat-Near-MDW-LCP-Collection.h99269654.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/4561d645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/4a2e2d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/5b29180e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/52a0d19e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4BR Near Woodfield Mall & Metra | LCP Collection

[](https://www.expedia.ca/Chicago-Hotels-4BR-Near-Woodfield-Mall-Metra-LCP-Collection.h101422169.Hotel-Information)

Schaumburg

8.4/10

Very good

(5 reviews)

"Home was perfect for us with two kids. Beds were comfortable and a nice quiet location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Randy G.

CA $216

CA $668 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-4BR-Near-Woodfield-Mall-Metra-LCP-Collection.h101422169.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/7b6dc406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/c1640248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/26045e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/5569ce20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information)

Worth

9.4/10

Exceptional

(56 reviews)

"Very clean and comfortable! Great place for our short stay! So much space it was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David L.

CA $218

CA $465 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/71fea1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/524cef80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/643f9b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/839ff6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enamored in Elmhurst

[](https://www.expedia.ca/Chicago-Hotels-Enamored-In-Elmhurst.h105783565.Hotel-Information)

Elmhurst

10/10

Exceptional

(16 reviews)

"Clean rooms, very helpful and friendly host, the house had everything we needed"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kaitlyn M.

CA $322

CA $717 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Chicago-Hotels-Enamored-In-Elmhurst.h105783565.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/d658c7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/3081c65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/d0b74272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/a541fdcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

[](https://www.expedia.ca/Chicago-Hotels-Charming-2BR-Hideaway-FLW-District-TheaterGamesLaundryOfficePrivate-Backyard.h123479305.Hotel-Information)

Oak Park

10/10

Exceptional

(1 review)

"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Willow M.

CA $225

CA $427 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Chicago-Hotels-Charming-2BR-Hideaway-FLW-District-TheaterGamesLaundryOfficePrivate-Backyard.h123479305.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/afb1f08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/52299e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/08f64820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/b132ab29_edited_0386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information)

Maywood

8.0/10

Very good

(21 reviews)

"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JOSE S.

CA $203

CA $414 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95140000/95134600/95134539/b80be72b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95140000/95134600/95134539/w906h683x59y0-ad8ac03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95140000/95134600/95134539/w903h683x60y0-a4b1b07a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95140000/95134600/95134539/w905h683x60y0-4a286511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

[](https://www.expedia.ca/Chicago-Hotels-PROMO-10WEEKLY-12-MONTHLY-DISCJacuzzi.h95134539.Hotel-Information)

Westchester

9.8/10

Exceptional

(20 reviews)

"Great place Great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Josh W.

CA $197

CA $545 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-PROMO-10WEEKLY-12-MONTHLY-DISCJacuzzi.h95134539.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/w953h720x163y0-0c76a558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/64fce148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/cf096b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/d1a40a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A quiet stay while you are away

[](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information)

Oak Park

9.8/10

Exceptional

(34 reviews)

"great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

matt R.

CA $91

CA $279 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832141/ec2f705b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832141/c237f0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832141/6304a47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832141/c19bf78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Suite in Glen Ellyn, IL USA

[](https://www.expedia.ca/Chicago-Hotels-Luxury-Suite-In-Glen-Ellyn.h96832141.Hotel-Information)

Glen Ellyn

9.6/10

Exceptional

(10 reviews)

"Was very comfortable. Had everything we needed except wash clothes. Walmart really close. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra B.

CA $218

CA $469 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Chicago-Hotels-Luxury-Suite-In-Glen-Ellyn.h96832141.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/33378924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/aa9396b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/3f6e4959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/c4f6c687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vintage Urban Retreat

[](https://www.expedia.ca/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information)

Oak Park

10/10

Exceptional

(14 reviews)

"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas P.

CA $210

CA $665 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/793bb6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/cb5bf3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/0900c857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/e028cf83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oak Park Victorian by FLW Studio

[](https://www.expedia.ca/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information)

Oak Park

10/10

Exceptional

(29 reviews)

"Great location and walkable to restaurants. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura B.

CA $234

CA $695 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/a43944f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/531c2789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/2a921aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Paper towels, dining tables](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/0c7f1e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

[](https://www.expedia.ca/Chicago-Hotels-2-Car-Garage-Access-Cal-King-Bed-Fenced-Yard.h104496834.Hotel-Information)

Arlington Heights

9.0/10

Wonderful

(6 reviews)

"Everything was as described. House was very spacious and comfortable. This was a work trip but it was a nice place to relax in the evening. Enjoyed the back yard and grilling out for dinner. Would definitely stay here again. Kevin "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James b.

CA $197

CA $548 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-2-Car-Garage-Access-Cal-King-Bed-Fenced-Yard.h104496834.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/d3b24fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/39dd5566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/dad32a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/w3264h2175x0y1-b67f487a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Your Next Vacation Home

[](https://www.expedia.ca/Chicago-Hotels-Your-Next-Vacation-Home.h96685294.Hotel-Information)

Oakton

9.6/10

Exceptional

(61 reviews)

"We enjoyed our stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lukose K.

CA $197

CA $407 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-Your-Next-Vacation-Home.h96685294.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/bf01096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/668e4d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/9849b1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/8503342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ✽ Charming Cottage ✽ close to College/Town/Station

[](https://www.expedia.ca/Chicago-Hotels-Charming-Cottage-Close-To-CollegeTownStation.h74243056.Hotel-Information)

Wheaton

10/10

Exceptional

(57 reviews)

"Great place for a family visit to Wheaton! Thanks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa

CA $232

CA $423 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Chicago-Hotels-Charming-Cottage-Close-To-CollegeTownStation.h74243056.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/baf1fbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/27ecf0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/1e6ca815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/02ca8784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LUXE 3 BR, 2 BA + Hot Tub

[](https://www.expedia.ca/Chicago-Hotels-LUXE-3-BR.h96384152.Hotel-Information)

Elmhurst

8.8/10

Excellent

(39 reviews)

"Great place to stay. Plenty of backyard space. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Terrence M.

CA $185

CA $434 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Chicago-Hotels-LUXE-3-BR.h96384152.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/22ea0396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/ec0b6873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, table tennis, books](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/4719f386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/dfdf62b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near Chicago and O’Hare +Fenced yard +Game room+New Bath!

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Mid-Century-House-Great-For-Family-Close-To-Entertainment.h88174445.Hotel-Information)

Schaumburg

9.6/10

Exceptional

(33 reviews)

"We came from Florida to visit family. This house was exactly what we were looking for. Kids loved the game room. Beautiful backyard and comfortable beds. Will stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary M.

CA $286

CA $615 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Mid-Century-House-Great-For-Family-Close-To-Entertainment.h88174445.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/109000000/108520000/108512800/108512727/9fa07f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108520000/108512800/108512727/bfc99d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108520000/108512800/108512727/1dabc300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108520000/108512800/108512727/2cadb1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Deck & Balcony, Game Area, Garage 

[](https://www.expedia.ca/Chicago-Hotels-Spacious-Deck-Balcony.h108512727.Hotel-Information)

Glen Ellyn

9.6/10

Exceptional

(20 reviews)

"Great place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason T.

CA $201

CA $656 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-Spacious-Deck-Balcony.h108512727.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/119000000/118760000/118756100/118756057/w507h683x260y0-447e4031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/119000000/118760000/118756100/118756057/w506h683x260y0-6224cb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118760000/118756100/118756057/w536h683x248y0-2cd4d36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, books](https://images.trvl-media.com/lodging/119000000/118760000/118756100/118756057/w508h683x259y0-9b6c1832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Home by O'Hare + EV Plug

[](https://www.expedia.ca/Houston-Hotels-Cozy-Home-By-OHare-EV-Plug.h118756057.Hotel-Information)

Des Plaines

9.4/10

Exceptional

(6 reviews)

"Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael H.

CA $196

CA $440 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Houston-Hotels-Cozy-Home-By-OHare-EV-Plug.h118756057.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/114000000/113430000/113424300/113424225/35b3a204_edited_bda3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113430000/113424300/113424225/6a755c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113430000/113424300/113424225/w1196h795x0y0-ec19116b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113430000/113424300/113424225/w1200h798x0y5-177b5483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Bed, Game Room & Fire Pit | LCP Collection

[](https://www.expedia.ca/Chicago-Hotels-King-Bed.h113424225.Hotel-Information)

Westchester

8.0/10

Very good

(2 reviews)

"Great location, price and the place was well kept and accommodating."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carl M.

CA $304

CA $690 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-King-Bed.h113424225.Hotel-Information)

![Paper towels, dining tables](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496906/w905h683x60y0-969d6891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496906/w1022h408x2y138-4d6292f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496906/w905h683x60y0-9f601b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496906/w904h683x60y0-75e223bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chicago-Hotels-Spacious-Quaint-Home-Game-Room-LOTS-Of-Beds.h104496906.Hotel-Information)

wheaton

10/10

Exceptional

(1 review)

"Perfect house for our family trip. Plenty of space for everyone. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristine T.

[](https://www.expedia.ca/Chicago-Hotels-Spacious-Quaint-Home-Game-Room-LOTS-Of-Beds.h104496906.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&regionId=8353&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

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## Find vacation rentals that suit your style

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America&regionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CONDO)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America&regionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America&regionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America&regionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America&regionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America&regionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=COTTAGE)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Illinois%2C+United+States+of+America&regionId=8353&latLong=41.877808%2C-87.90284&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=RESIDENCE)

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[Sign in

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Sign up, it's free

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## Top Hillside Hotel Reviews

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg)

### River Hotel

10/10 Excellent

"Staff were super helpful checking in with our rental car and made the checkin process easy! The room did not seem to have soundproof windows but I was so tired and the bed was super comfortable that I passed out. They had shampoo and conditioner but no body wash. The shower was a bit outdated but there was plenty of hot water! Valet had our car waiting for us which made the $76.00 in/out parking fee kinda worth it. "

[](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"Everything was very well put together! "

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg)

### DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"Amazing staff and Tyler was spectacular "

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg)

### Aloft Chicago Mag Mile

10/10 Excellent

"Every time we go to Chicago we stay here. Always a great stay "

[](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg)

### LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

"Excellent room, staff, and location. "

[](https://expedia.ca/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"Wonderful stay and amazing staff. Satara at the front desk was super helpful and the bellman Charles greeted me with a kind word and warm smile everyday! Juan in the restaurant was very delightful! It’s time for upkeep and maintenance in the bathroom (vanity and toilet). Other than that we had a lovely visit with you. "

[](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

![Holiday Inn Chicago Dwtn - The Mart by IHG](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344_y.jpg)

### Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent

"Great location! Great stay! Really good burger!"

[](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Dwtn-Wolf-Point.h5467.Hotel-Information)

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

10/10 Excellent

"The room was excellent "

[](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Everything was very good "

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

## Find out more about Hillside

## Hillside Vacation Homes information

| Number of reviews | 371                |
| ----------------- | ------------------ |
| Accommodation     | 695 Vacation Homes |
| Lowest Price      | CA $279            |
| Highest Price     | CA $717            |

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