Title: Highland Park Vacation Rentals from $125: Search Short-Term Rentals | Expedia.com

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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

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=8345&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=8345&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=8345&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=8345&startDate=2026-06-19&endDate=2026-06-21&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

![Exterior detail](https://images.trvl-media.com/lodging/108000000/107420000/107415200/107415194/fb8e0879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107420000/107415200/107415194/12cf3828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/108000000/107420000/107415200/107415194/120a30d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107415200/107415194/5da5b293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Studio in Downtown Highland Park near Metra 

[](https://www.expedia.com/Chicago-Hotels-Chic-Studio-In-Downtown-Highland-Park-Near-Metra.h107415194.Hotel-Information)

Highland Park

8.0/10

Very Good

(4 reviews)

"Nice and cozy! Easy access to the surrounding area."

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

Jason H.

$140 nightly

$148 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Chic-Studio-In-Downtown-Highland-Park-Near-Metra.h107415194.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793107/w1532h1024x4y0-bf7afd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793107/c8b54872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793107/31b5d53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793107/4ffd1328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleek 1BR Apartment w/ In-unit Laundry

[](https://www.expedia.com/Chicago-Hotels-Sleek-1BR-Apt-W-Laundry.h116793107.Hotel-Information)

Downtown Chicago

10/10

Exceptional

(1 review)

"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."

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

Anonymous traveler

$217 nightly

$243 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Sleek-1BR-Apt-W-Laundry.h116793107.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)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/1c0ee66d.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)

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

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

[](https://www.expedia.com/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

$195 nightly

$220 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/d1a40a0c.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)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/699e81d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A quiet stay while you are away

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

Oak Park

9.8/10

Exceptional

(34 reviews)

"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"

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

Fred D.

$193 nightly

$221 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/dfb80f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/023c5e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/515455d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior](https://images.trvl-media.com/lodging/108000000/107630000/107622700/107622605/733d465a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Oak Park Loft

[](https://www.expedia.com/Chicago-Hotels-The-Oak-Park-Loft.h107622605.Hotel-Information)

Oak Park

10/10

Exceptional

(5 reviews)

"Good location, nice neighborhood, restaurants close"

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

Linda

$238 nightly

$273 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-The-Oak-Park-Loft.h107622605.Hotel-Information)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/bc53e5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/253117f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/f308661a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/f18cb47c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Sunlit 1BR Apartment

[](https://www.expedia.com/Chicago-Hotels-Prime-City-Stay-In-A-1BR-Apt.h116793099.Hotel-Information)

Irving Park

9.2/10

Wonderful

(12 reviews)

"Host was very attentive and answered all of our questions. It was very cozy and exactly as pictured."

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

Brandon M.

$159 nightly

$176 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Prime-City-Stay-In-A-1BR-Apt.h116793099.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)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792819/5f8949d3.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)

### Homey 2BR Apt w/ Parking

[](https://www.expedia.com/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.

$180 nightly

$198 total

Mar 2 - Mar 3

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/2c7aa314.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/117000000/116800000/116793200/116793191/aadb2c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/0a306ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/12a5de83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic 2BR Haven Near Irving Park

[](https://www.expedia.com/Chicago-Hotels-Chic-2BR-Haven-Near-Irving-Park.h116793191.Hotel-Information)

Irving Park

9.8/10

Exceptional

(10 reviews)

"Ample accommodations for two adults. Clean and in great condition!"

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

Kathy D.

$180 nightly

$198 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Chic-2BR-Haven-Near-Irving-Park.h116793191.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/322fd87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/8a1e71e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/87e615f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/b07f764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bedroom apartment just 2 minutes drive to Wrigley Field

[](https://www.expedia.com/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information)

North Center

9.6/10

Exceptional

(59 reviews)

"Nice property, great location, super helpful host!"

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

Carin O.

$244 nightly

$301 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/e8c7e2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/bb8a78a9.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/117000000/116800000/116792900/116792834/c7d9d0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/0c570d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nice 1BR Spot, Unwind & Relax

[](https://www.expedia.com/Chicago-Hotels-Furnished-1-Bedroom-Sunlit-Space.h116792834.Hotel-Information)

Lincoln Square

9.8/10

Exceptional

(26 reviews)

"Very clean & cozy! Conveniently located by great shopping & restaurants!"

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

SHERI C.

$159 nightly

$176 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Furnished-1-Bedroom-Sunlit-Space.h116792834.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/aeb07003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/d733d639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/98fb4bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115780000/115775200/115775130/16086f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing Chicago Studio

[](https://www.expedia.com/Chicago-Hotels-Relaxing-Chicago-Studio.h115775130.Hotel-Information)

Edgewater

10/10

Exceptional

(51 reviews)

"Easy to find, great location, very clean and cozy"

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

Riley R.

$125 nightly

$154 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Relaxing-Chicago-Studio.h115775130.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/9b3edef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/8ac7acd6.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/117000000/116800000/116793000/116792932/90117668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792932/7d8930ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ideal 2BR Getaway Close to Attractions

[](https://www.expedia.com/Chicago-Hotels-Spacious-2BR-Near-Dining-Shops.h116792932.Hotel-Information)

Rogers Park

8.4/10

Very Good

(7 reviews)

"Loved this sweet space tucked into a special neighborhood in the city. Space was clean & comfortable, wonderful shower & a nice respite from city life. "

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

Ever

$180 nightly

$198 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Spacious-2BR-Near-Dining-Shops.h116792932.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)

![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)

![Front of property - evening/night](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Level Chicago – Old Town

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

Downtown Chicago

9.0/10

Wonderful

(433 reviews)

"Clean, nice amenities and great staff."

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

Sydnee

$213 nightly

$250 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Exterior detail](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/591973f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/ca60baaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/079e5c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/76fecaef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Master qtr close to nature & easy urban facilities

[](https://www.expedia.com/Chicago-Hotels-Master-Qtr-Close-To-Nature-Easy-Urban-Facilities.h48959659.Hotel-Information)

Riverwoods

9.8/10

Exceptional

(77 reviews)

"Nice , private and peaceful definitely will be back "

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

BRANDEN J.

$186 nightly

$197 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Master-Qtr-Close-To-Nature-Easy-Urban-Facilities.h48959659.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122120000/122119700/122119695/8e2390b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122120000/122119700/122119695/85daceee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122120000/122119700/122119695/w4032h2772x0y0-82beddf3.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/123000000/122120000/122119700/122119695/788521e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

[](https://www.expedia.com/Chicago-Hotels-Cozy-Garden-Suite-Minutes-From-Ohare-And-Rosemont-Free-Parking.h122119695.Hotel-Information)

Northlake

10/10

Exceptional

(4 reviews)

"Had a great experience here, and also close to the airport!"

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

Yafeat D.

$115 nightly

$123 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Cozy-Garden-Suite-Minutes-From-Ohare-And-Rosemont-Free-Parking.h122119695.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/1897ede8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/fca43c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/68407ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792691/83c9368f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish and Roomy 2BR in Chicago

[](https://www.expedia.com/Chicago-Hotels-Stylish-And-Roomy-2BR-In-Chicago.h116792691.Hotel-Information)

Edgewater

9.0/10

Wonderful

(14 reviews)

"Clean room, easy, check-in, great location"

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

brent w.

$186 nightly

$205 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Stylish-And-Roomy-2BR-In-Chicago.h116792691.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793218/a03ec2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793218/6f0b283c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793218/6f1deab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793218/cd9fa0d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3BR Gem in North Center

[](https://www.expedia.com/Chicago-Hotels-Cozy-3BR-Gem-In-North-Center.h116793218.Hotel-Information)

North Center

8.6/10

Excellent

(14 reviews)

"Communication was great and check in was a breeze. It was exactly what we needed in a great part of town! "

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

Russell S.

$254 nightly

$274 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Cozy-3BR-Gem-In-North-Center.h116793218.Hotel-Information)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117130000/117124300/117124249/2dd26c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117130000/117124300/117124249/3e989e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117130000/117124300/117124249/6935f5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/118000000/117130000/117124300/117124249/c1b97a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunlit Studio with City Charm

[](https://www.expedia.com/Chicago-Hotels-Sunlit-Studio-With-City-Charm.h117124249.Hotel-Information)

Rogers Park

8.0/10

Very Good

(9 reviews)

"very nice room and clean. great one night stay!"

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

Christian B.

$149 nightly

$166 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Sunlit-Studio-With-City-Charm.h117124249.Hotel-Information)

![Smart TV, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/5a5bc081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/66b0c2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/16704f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108440000/108439800/108439787/0c278201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pine Beam Sloth Apartment next to Blue Line

[](https://www.expedia.com/Chicago-Hotels-Boho-1-Bedroom-Pine-Beam-Condo-Next-To-Blue-Line.h108439787.Hotel-Information)

Irving Park

10/10

Exceptional

(6 reviews)

"Beautifully decorated, spotless unit. Conveniently located."

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

Holly G.

$239 nightly

$245 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Boho-1-Bedroom-Pine-Beam-Condo-Next-To-Blue-Line.h108439787.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.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&regionId=8345&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)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_8345)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CONDO)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CABIN)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VILLA)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Highland+Park%2C+Illinois%2C+United+States+of+America&regionId=8345&latLong=42.18169%2C-87.800346&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=RESIDENCE)

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## Top Highland Park Hotel Reviews

![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg)

### Level Chicago – Old Town

10/10 Excellent

"Beautiful and clean, great staff everything was wonderful "

[](https://expedia.com/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.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

"Room was very clean. Front Desk staff was extremely helpful with my check in and check out."

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

![Country Inn & Suites by Radisson, Chicago O'Hare South, IL](https://images.trvl-media.com/lodging/1000000/980000/971900/971851/bab1db44_y.jpg)

### Country Inn & Suites by Radisson, Chicago O'Hare South, IL

10/10 Excellent

"great "

[](https://expedia.com/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h971851.Hotel-Information)

![The Chicago Hotel Collection Ambassador Gold Coast](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f0cafd98_y.jpg)

### The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Great location!"

[](https://expedia.com/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information)

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

### Viceroy Chicago

10/10 Excellent

"Very beautiful, clean hotel, and the staff was very respectful and nice"

[](https://expedia.com/Chicago-Hotels-Viceroy-Chicago.h18614145.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

"Friendly staff and the room was nice and clean. The rooms are nicer than would appear from the outside. "

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

![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg)

### Hilton Chicago O'Hare Airport

10/10 Excellent

"Long layover, great place to lay my head."

[](https://expedia.com/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information)

![Loews Chicago O'Hare Hotel](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/53df98b5_y.jpg)

### Loews Chicago O'Hare Hotel

10/10 Excellent

"Rooms always clean, staff is always nice and helpful. "

[](https://expedia.com/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information)

![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

"The room was very clean and spotless "

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

## Find out more about Highland Park

**Everything you need to know about Highland Park vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland Park vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Highland Park vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Highland Park. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Highland Park in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Highland Park rentals**

At Expedia, we put the best Highland Park vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Highland Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland Park vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

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

## Frequently asked questions

### Are there vacation rentals in Highland Park?

### What's the top vacation rental that Highland Park has to offer?

### How many vacation rentals are there in Highland Park?

### What can I see and do in Highland Park?

### What are vacation rentals like in Highland Park?

### Expedia's Latest Trends

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- [Hotels in Oak Brook](https://expedia.com/Oak-Brook-Hotels.d9218.Travel-Guide-Hotels)
- [Hotels in Glenview](https://expedia.com/Glenview-Hotels.d8006.Travel-Guide-Hotels)
- [Hotels in Oak Lawn](https://expedia.com/Oak-Lawn-Hotels.d9227.Travel-Guide-Hotels)
- [Hotels in Evanston](https://expedia.com/Evanston-Hotels.d8049.Travel-Guide-Hotels)
- [Hotels in Naperville](https://expedia.com/Naperville-Hotels.d9009.Travel-Guide-Hotels)
- [Hotels in Wheaton](https://expedia.com/Wheaton-Hotels.d7599.Travel-Guide-Hotels)
- [Hotels in Bolingbrook](https://expedia.com/Bolingbrook-Hotels.d55064.Travel-Guide-Hotels)
- [Hotels in Elmhurst](https://expedia.com/Elmhurst-Hotels.d7836.Travel-Guide-Hotels)
- [Hotels in Orland Park](https://expedia.com/Orland-Park-Hotels.d9270.Travel-Guide-Hotels)
- [Hotels in Oak Park](https://expedia.com/Oak-Park-Hotels.d9228.Travel-Guide-Hotels)

Cars

- [Car rentals in Naperville](https://expedia.com/Car-Rentals-In-Naperville.d9009.Car-Rental-Guide)
- [Car rentals in Des Plaines](https://expedia.com/Car-Rentals-In-Des-Plaines.d7863.Car-Rental-Guide)
- [Car rentals in Schaumburg](https://expedia.com/Car-Rentals-In-Schaumburg.d8107.Car-Rental-Guide)
- [Car rentals in Bolingbrook](https://expedia.com/Car-Rentals-In-Bolingbrook.d55064.Car-Rental-Guide)
- [Car rentals in Orland Park](https://expedia.com/Car-Rentals-In-Orland-Park.d9270.Car-Rental-Guide)

Activities

- [Things to do in Schaumburg](https://expedia.com/Things-To-Do-In-Schaumburg.d8107.Travel-Guide-Activities)

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