Title: Highland Park Vacation Rentals from CA $177: Short-Term Rentals for 2026 | Expedia.ca

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![The Elizabeth Hubert Malott Japanese Garden

One of many, many scenic vistas to be found while strolling through the Chicago Botanic Gardens. 

Looking for an escape from the usual tourists activities while visiting Chicago? Located about 30 miles north of the City, the Gardens are absolutely worth the effort to get there.

The Chicago Botanic Garden opened a little more than 40 years ago. Last year, more than one million people visited the Garden's 26 gardens and four natural areas, uniquely situated on 385 acres on and around nine islands, with six miles of lake shoreline. The Garden also has a renowned Bonsai Collection.

#colorful](https://images.trvl-media.com/place/6064029/3606bcd7-2687-438e-84c0-cd4a425b27d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by throwingsofas

![](https://images.trvl-media.com/place/6064029/3606bcd7-2687-438e-84c0-cd4a425b27d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Highland Park vacation rentals

![Interior](https://images.trvl-media.com/lodging/108000000/107450000/107448900/107448844/fecbb59d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107450000/107448900/107448844/111c6db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107450000/107448900/107448844/37e4c0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/108000000/107450000/107448900/107448844/97d08368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning & Stylish Downtown Studio - Highland Park

[](https://www.expedia.ca/Chicago-Hotels-Stunning-Stylish-Downtown-Studio-Highland-Park.h107448844.Hotel-Information)

Highland Park

8.4/10

Very good

(7 reviews)

"The apartment was just as advertised and fit my needs. The A/C went down the first day and the host was extremely responsive and got it fixed right away. The location is perfect and and extremely convenient. 10/10 would stay again!"

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

Rich K.

CA $89

CA $217 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Chicago-Hotels-Stunning-Stylish-Downtown-Studio-Highland-Park.h107448844.Hotel-Information)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Single Bed, City View | Living area](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/f7ca0ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/4a3a770c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/d03e88da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Level Chicago – Old Town

[](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information)

Downtown Chicago

9.0/10

Wonderful

(425 reviews)

"Clean, nice amenities and great staff."

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

Sydnee

CA $264

CA $344 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information)

![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/7a65e5d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/b5bee4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/df8744f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/f0a938f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Studio in the Heart of the Gold Coast

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Gold-Coast-Studio-Stay.h120508888.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(5 reviews)

"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"

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

Seynabou

CA $92

CA $223 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Gold-Coast-Studio-Stay.h120508888.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792754/1310976f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792754/c0215d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792754/716fc9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792754/a190b9fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Complete 1BR Home Sum

[](https://www.expedia.ca/Chicago-Hotels-1BR-Chic-Equipped-Apt.h116792754.Hotel-Information)

Downtown Chicago

CA $94

CA $240 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-1BR-Chic-Equipped-Apt.h116792754.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e1fd538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/7b407b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3935f43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/6dcfa9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigleyville Suites

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information)

Lakeview

9.2/10

Wonderful

(29 reviews)

"Nice place "

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

Barry

CA $162

CA $191 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/3fdf6b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/941e594f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/08099623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792686/77d4b064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR Chic & Comfortable Furnished Unit

[](https://www.expedia.ca/Chicago-Hotels-2BR-Chic-Comfortable-Furnished-Unit.h116792686.Hotel-Information)

Hermosa

10/10

Exceptional

(4 reviews)

"Comfortable beds, great location"

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

Jason

CA $94

CA $262 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-2BR-Chic-Comfortable-Furnished-Unit.h116792686.Hotel-Information)

![Breakfast, lunch, dinner served; Greek cuisine ](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/424c972a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/c54d2fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/9897f375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/3102ad4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gem Museum Suites

[](https://www.expedia.ca/Chicago-Hotels-The-Gem-Museum-Suites.h103465448.Hotel-Information)

Downtown Evanston

9.4/10

Exceptional

(104 reviews)

"This is a fantastic hotel with super friendly staff"

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

German

CA $244

CA $280 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-The-Gem-Museum-Suites.h103465448.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h932x1y0-fc378876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h954x1y0-1b6631dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h958x1y0-885b3788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513634/w1288h972x1y0-512112c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy apartment with AC and WiFi in awesome Chicago

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Apartment-With-AC-And-WiFi-In-Awesome-Chicago.h117513634.Hotel-Information)

Rogers Park

9.2/10

Wonderful

(7 reviews)

"clean and comfortable "

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

Joseph S.

CA $62

CA $316 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Apartment-With-AC-And-WiFi-In-Awesome-Chicago.h117513634.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/c487cf4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Private kitchen](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/e09cfe7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/4016d076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/52817ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chicago Third Floor Studio by 747 Lofts

[](https://www.expedia.ca/Chicago-Hotels-Walk-To-Local-Hot-Spots-Or-Public-Transit-Prime-Location-In-The-Heart-Of-The-Windy-City-747-Lofts-Cabin-301-Hotel-Room.h88902334.Hotel-Information)

West Town

9.8/10

Exceptional

(7 reviews)

"Clean, easy to check in, all the household items you’d expect"

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

Jason

CA $90

CA $458 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Chicago-Hotels-Walk-To-Local-Hot-Spots-Or-Public-Transit-Prime-Location-In-The-Heart-Of-The-Windy-City-747-Lofts-Cabin-301-Hotel-Room.h88902334.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/db996715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/caebfc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/82390747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793164/9a443876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable 2BR Chicago Apt

[](https://www.expedia.ca/Chicago-Hotels-Comfortable-2BR-Chicago-Apt.h116793164.Hotel-Information)

Albany Park

9.6/10

Exceptional

(4 reviews)

"Perfect location for our trip. Very functional and comfortable. "

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

Michael

CA $94

CA $262 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Comfortable-2BR-Chicago-Apt.h116793164.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/86b90d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/f98cbbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/604e6bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115030000/115023600/115023570/e19c7b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

[](https://www.expedia.ca/Chicago-Hotels-Elegant-Stylish-1-Bed-1-Bath-Apartment-20-Minutes-From-Downtown-Chicago.h115023570.Hotel-Information)

West Ridge

10/10

Exceptional

(5 reviews)

"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "

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

Deb B.

CA $117

CA $386 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Elegant-Stylish-1-Bed-1-Bath-Apartment-20-Minutes-From-Downtown-Chicago.h115023570.Hotel-Information)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/2146175e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/a067dc99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/7716e8c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/6f92a1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Urban Retreat Near Wrigley Field w/Parking

[](https://www.expedia.ca/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.Hotel-Information)

Lakeview

10/10

Exceptional

(46 reviews)

"Great spot in a wonderful location!"

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

Jasson R.

CA $120

CA $517 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/e65095fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/b80be946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/623aaf74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792839/27c09381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Urban Comfort • 2BR in West Town

[](https://www.expedia.ca/Chicago-Hotels-Urban-Comfort-2BR-In-West-Town.h116792839.Hotel-Information)

West Town

9.6/10

Exceptional

(7 reviews)

"Good location, close to airport, downtown Chicago, Wrigleyville and United Center. "

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

David M.

CA $103

CA $272 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Urban-Comfort-2BR-In-West-Town.h116792839.Hotel-Information)

![Apartment, Private Bathroom | Lounge](https://images.trvl-media.com/lodging/76000000/75610000/75609600/75609586/75db7b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75610000/75609600/75609586/a3594234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Private Bathroom](https://images.trvl-media.com/lodging/76000000/75610000/75609600/75609586/b9d0f86f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Private Bathroom | Interior](https://images.trvl-media.com/lodging/76000000/75610000/75609600/75609586/d23bf6a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### At Home in Oak Park

[](https://www.expedia.ca/Chicago-Hotels-Home-In-Oak-Park.h75609586.Hotel-Information)

Oak Park

9.4/10

Exceptional

(9 reviews)

"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."

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

Kathryn

CA $174

CA $351 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Home-In-Oak-Park.h75609586.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102347800/102347797/be907ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102347800/102347797/bb2ec633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102350000/102347800/102347797/4d07b912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102350000/102347800/102347797/d8a5de19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flexhome East Village 2BR H1

[](https://www.expedia.ca/Chicago-Hotels-Flexhome-East-Village-2BR-H1.h102347797.Hotel-Information)

West Town

9.8/10

Exceptional

(7 reviews)

"Small but great option to stay for one night "

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

Kamille K.

CA $104

CA $246 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Flexhome-East-Village-2BR-H1.h102347797.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792925/27a503be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792925/4a249291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792925/1eb858ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792925/1c5abe7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1BR in Walkable Area

[](https://www.expedia.ca/Chicago-Hotels-Cozy-1BR-In-Walkable-Area.h116792925.Hotel-Information)

Lincoln Square

9.8/10

Exceptional

(10 reviews)

"Spotless, great location, would definitely stay again!"

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

Debbie G.

CA $86

CA $230 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Cozy-1BR-In-Walkable-Area.h116792925.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/ce588c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/92c646c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/13dc1926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/57cc1f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4BR Central Apartment w/ Skyline Views

[](https://www.expedia.ca/Chicago-Hotels-4BR-Modern-Gem-Sleek.h117782327.Hotel-Information)

Near North Side

10/10

Exceptional

(9 reviews)

"Great location, comfortable room, welcoming host."

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

Treseanne A.

CA $956

CA $1,693 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Chicago-Hotels-4BR-Modern-Gem-Sleek.h117782327.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/672545d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/904b24c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/3944b711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792914/05d0e593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Complete and Spacious Apt

[](https://www.expedia.ca/Chicago-Hotels-3BR-Complete-And-Spacious-Apt.h116792914.Hotel-Information)

West Town

8.6/10

Excellent

(11 reviews)

"This is such a steal of a price for this beautiful place! We had a great stay. Amazing location, plenty of square footage, and the hosts are incredibly helpful. You really don’t have to do much to check out like some VRBOs either! Would definitely stay again. "

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

Alec

CA $108

CA $304 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-3BR-Complete-And-Spacious-Apt.h116792914.Hotel-Information)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/dbd25e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/3ad3fc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/0a1c99b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/30516fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunny Studio in Heart of Ravenswood

[](https://www.expedia.ca/Chicago-Hotels-Sunny-Studio-In-Heart-Of-Ravenswood.h116793196.Hotel-Information)

Uptown

9.4/10

Exceptional

(6 reviews)

"Great neighborhood, easy check in/out. "

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

Leah B.

CA $82

CA $212 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Sunny-Studio-In-Heart-Of-Ravenswood.h116793196.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/691b4cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/5f81cc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/0c96778e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/1873d217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homey 2BR Apt w/ Parking

[](https://www.expedia.ca/Chicago-Hotels-Homey-2BR-Apt-W-Parking.h116792819.Hotel-Information)

Portage Park

9.4/10

Exceptional

(9 reviews)

"The location was ideal for us and had a grocery store, a Starbucks and CVS close by . The neighborhood was safe for walking around . Beds comfortable and whole place was very clean . I would stay here again . "

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

Sharlene T.

CA $94

CA $262 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Chicago-Hotels-Homey-2BR-Apt-W-Parking.h116792819.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=2026-02-23&endDate=2026-02-24&regionId=8345&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VILLA)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=RESIDENCE)

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## Top Highland Park Hotel Reviews

![Holiday Inn Chicago O'Hare – Rosemont by IHG](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/7dd32bc5_y.jpg)

### Holiday Inn Chicago O'Hare – Rosemont by IHG

10/10 Excellent

"Classy "

[](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information)

![Comfort Suites Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4_y.jpg)

### Comfort Suites Chicago O'Hare Airport

10/10 Excellent

"Room was clean. Staff was very helpful. It is close to the surtout & allows dogs. "

[](https://expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information)

![Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/9004f7ac_y.jpg)

### Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

10/10 Excellent

"Very nice "

[](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information)

![Eaglewood Resort and Spa](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/f931dcd0_y.jpg)

### Eaglewood Resort and Spa

10/10 Excellent

"Everything was great "

[](https://expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information)

![Staybridge Suites Chicago O'Hare - Rosemont by IHG](https://images.trvl-media.com/lodging/1000000/20000/11600/11517/3f1bd3f2_y.jpg)

### Staybridge Suites Chicago O'Hare - Rosemont by IHG

10/10 Excellent

"Great price for a very clean room"

[](https://expedia.ca/Chicago-Hotels-Staybridge-Suites-Chicago-OHare-Airport.h11517.Hotel-Information)

![Marriott Chicago O'Hare](https://images.trvl-media.com/lodging/1000000/10000/300/281/13bbda80_y.jpg)

### Marriott Chicago O'Hare

10/10 Excellent

" aa"

[](https://expedia.ca/Chicago-Hotels-Marriott-Chicago-OHare.h281.Hotel-Information)

![Sonesta Simply Suites Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/c5f12fbd_y.jpg)

### Sonesta Simply Suites Chicago O'Hare Airport

10/10 Excellent

"Staff was friendly. Room was clean and spacious. 24 hr shuttle was convenient "

[](https://expedia.ca/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.Hotel-Information)

![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg)

### Hyatt Regency O'Hare Chicago

10/10 Excellent

"Great spacious new room "

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information)

![Viceroy Chicago](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/3aeed14b_y.jpg)

### Viceroy Chicago

10/10 Excellent

"I’ve had the pleasure of a stay at this hotel more than a few times now and it’s right up there with the Four Seasons and Peninsula, which I adore, but the design is a step above. Friendly but demure staff and a fabulous location…steps away from a number of gorgeous restaurants and my go-to and frequented boutiques when I’m in town. ⭐️⭐️⭐️⭐️⭐️"

[](https://expedia.ca/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information)

## Find out more about Highland Park

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Highland Park. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Apartments in Highland Park ](https://expedia.ca/Highland-Park-Apartments.d8345-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Highland Park ](https://expedia.ca/Highland-Park-Private-Vacation-Homes.d8345-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Highland Park ](https://expedia.ca/Highland-Park-Condos.d8345-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Highland Park ](https://expedia.ca/Highland-Park-Apart-Hotels.d8345-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Highland Park ](https://expedia.ca/Highland-Park-Motels.d8345-aaMotels.Travel-Guide-Accommodation)
- [Cottages in Highland Park ](https://expedia.ca/Highland-Park-Cottages.d8345-aaCottages.Travel-Guide-Accommodation)
- [B&B in Highland Park ](https://expedia.ca/Highland-Park-Bed-And-Breakfast.d8345-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Highland Park ](https://expedia.ca/Highland-Park-Guest-Houses.d8345-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Highland Park ](https://expedia.ca/Highland-Park-Villas.d8345-aaVillas.Travel-Guide-Accommodation)
- [Hostels in Highland Park ](https://expedia.ca/Highland-Park-Hostels.d8345-aaHostels.Travel-Guide-Accommodation)
- [Resorts in Highland Park ](https://expedia.ca/Highland-Park-Resort-Hotels.d8345-aaResortHotels.Travel-Guide-Accommodation)
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- [Inns in Highland Park ](https://expedia.ca/Highland-Park-Inns.d8345-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Bridgeview Hotels & Resorts for Couples](https://expedia.ca/Bridgeview-Hotels-Couples-Resorts-Hotels.0-0-d7045-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
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- [Best Hotels in Oak Brook](https://expedia.ca/Oak-Brook-Hotels.d9218.Travel-Guide-Hotels)
- [Best Hotels in Lombard](https://expedia.ca/Lombard-Hotels.d8393.Travel-Guide-Hotels)

Flights

- [Flights to CHI](https://expedia.ca/Cheap-Flights-To-Rosemont.d7581.Travel-Guide-Flights)
- [Flights to CHI](https://expedia.ca/Cheap-Flights-To-Bridgeview.d7045.Travel-Guide-Flights)
- [Flights to CHI](https://expedia.ca/Cheap-Flights-To-Elmhurst.d7836.Travel-Guide-Flights)

Cars

- [Car rentals in North Chicago](https://expedia.ca/Car-Rentals-In-North-Chicago.d9157.Car-Rental-Guide)

Activities

- [Things to do in Des Plaines](https://expedia.ca/Things-To-Do-In-Des-Plaines.d7863.Travel-Guide-Activities)

Packages

- [Golf Holidays](https://expedia.ca/Golf.d6132095.Destination-Travel-Guides)

General

- [Visit Evanston](https://expedia.ca/Evanston.dx8049)
- [Visit Melrose Park](https://expedia.ca/Melrose-Park.dx8800)
- [Visit Vernon Hills](https://expedia.ca/Vernon-Hills.dx6371)
- [Visit Schaumburg](https://expedia.ca/Schaumburg.dx8107)
- [Visit Elk Grove Village](https://expedia.ca/Elk-Grove-Village.dx7833)
- [Visit Hoffman Estates](https://expedia.ca/Hoffman-Estates.dx7602)
- [Visit Rosemont](https://expedia.ca/Rosemont.dx7581)

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