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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Highwood apartments

A living room with a sectional sofa, a patterned armchair, a coffee table, and a lamp.

1. The Rooftop - Haven!

The Rooftop - Haven!
Waukegan
The price is CA $151
CA $372 total
includes taxes & fees
Sep 7 - Sep 8
The Rooftop - Haven!
A modern living room with a flat-screen TV, a coffee table, a blue armchair, and a gray sofa.

2. The Beach Park Retreat

The Beach Park Retreat
Beach Park
The price is CA $151
CA $354 total
includes taxes & fees
Sep 8 - Sep 9
The Beach Park Retreat
A modern living room with a grey sofa, a blue armchair, and a dining area with a table and chairs.

3. Greenwood Loft & Rooftop

Greenwood Loft & Rooftop
Waukegan
The price is CA $137
CA $340 total
includes taxes & fees
Sep 13 - Sep 14
Greenwood Loft & Rooftop
A hotel room with a bed, two pillows, a nightstand with a lamp, and two abstract paintings on the wall.

4. Chic Studio - In Downtown Highland Park, by Metra

Chic Studio - In Downtown Highland Park, by Metra
Highland Park
8.4 out of 10, Very good, (16 reviews)
"I enjoyed my stay at this property. It is in a great location, very unique and super clean! The host is really kind and helpful. "
United States
Deborah
The price is CA $117
CA $234 total
includes taxes & fees
Sep 27 - Sep 28
Chic Studio - In Downtown Highland Park, by Metra
A modern kitchen with white cabinets, a microwave, and a stove. There is a yellow armchair with a white pillow next to a large gray and white flower painting on the wall.

5. Stunning & Stylish Downtown Studio - Highland Park

Stunning & Stylish Downtown Studio - Highland Park
Highland Park
8.4 out of 10, Very good, (7 reviews)
"Great location, quiet area, easy walking into town for breakfast etc"
United States
Tom B.
The price is CA $124
CA $256 total
includes taxes & fees
Sep 27 - Sep 28
Stunning & Stylish Downtown Studio - Highland Park
A green door with a window above it, a sign reading "716 - 720 Central Ave," and the number "716" on the wall.

6. Chic Studio in Downtown Highland Park near Metra

Chic Studio in Downtown Highland Park near Metra
Highland Park
7.4 out of 10, Good, (6 reviews)
"Nice and cozy! Easy access to the surrounding area."
United States
Jason H.
The price is CA $96
CA $219 total
includes taxes & fees
Sep 13 - Sep 14
Chic Studio in Downtown Highland Park near Metra
A hotel room with a bed, two bedside lamps, a chair, a nightstand, a framed picture on the wall, and a window with a view.

7. Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen

Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Chicago
9.6 out of 10, Exceptional, (17 reviews)
"Great place to stay"
United States
Anonymous traveller
The price is CA $127
CA $140 total
includes taxes & fees
Sep 30 - Oct 1
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen

8. Studio | Free Breakfast! Heated Indoor Pool

Studio | Free Breakfast! Heated Indoor Pool
Glenview
The price is CA $193
CA $247 total
includes taxes & fees
Sep 7 - Sep 8
Studio | Free Breakfast! Heated Indoor Pool
A building with a stone facade and a large window displaying the text 'LAUNDRY MAT'.

9. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, Exceptional, (288 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveller
The price is CA $114
CA $136 total
includes taxes & fees
Sep 6 - Sep 7
King Bed Non-Smoking
A hotel room with two beds, a framed picture on the wall, and a nightstand with a lamp.

10. Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills

Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills
Chicago
9.2 out of 10, Wonderful, (22 reviews)
"Good place to stay,,"
United States
Anonymous traveller
The price is CA $141
CA $156 total
includes taxes & fees
Sep 30 - Oct 1
Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills
An outdoor patio with brick flooring, a grill, and a table with chairs.

11. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Chicago
10.0 out of 10, Exceptional, (14 reviews)
"Everything nice neat and clean"
United States
Anonymous traveller
The price is CA $135
CA $149 total
includes taxes & fees
Sep 30 - Oct 1
1 King Bed | Non-Smoking, Kitchen
A hotel room with a bed, two bedside lamps, a chair, a nightstand, a framed picture on the wall, and a window with a view.

12. Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen

Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen
Chicago
10.0 out of 10, Exceptional, (15 reviews)
"Big room with a kitchen,"
United States
Anonymous traveller
The price is CA $127
CA $140 total
includes taxes & fees
Sep 30 - Oct 1
Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen
A hotel room with a bed, two bedside lamps, a chair, a nightstand, a framed picture on the wall, and a window with a view.

13. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Chicago
9.0 out of 10, Wonderful, (16 reviews)
"Room was okay, Very basic,"
United States
Anonymous traveller
The price is CA $133
CA $147 total
includes taxes & fees
Sep 30 - Oct 1
1 King Bed | Non-Smoking, Kitchen, Shower
A patio area with outdoor seating and solar-powered lights.

14. Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
South Evanston
10.0 out of 10, Exceptional, (57 reviews)
"Great apt, excellent host"
United States
Colleen B.
The price is CA $156
CA $368 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
A modern kitchen with white cabinets, a large island, a microwave, and a dining area with a chair and table.

15. Recharge in This Charming 1BR Apt

Recharge in This Charming 1BR Apt
Arlington Heights
8.0 out of 10, Very good, (3 reviews)
"Nice for the price. Excellent location."
United States
Al E.
The price is CA $160
CA $400 total
includes taxes & fees
Sep 10 - Sep 11
Recharge in This Charming 1BR Apt
A modern kitchen with white cabinetry, a central island, and a microwave above the stove.

16. Luxury King Bed • Remodeled Safe Chicago Condo

Luxury King Bed • Remodeled Safe Chicago Condo
O'Hare
10.0 out of 10, Exceptional, (1 review)
"great place and location!"
United States
Lauren
The price is CA $76
CA $476 total
includes taxes & fees
Sep 3 - Sep 4
Luxury King Bed • Remodeled Safe Chicago Condo
A compact kitchen with a microwave, stove, and oven.

17. Mins from O'Hare • Safe Location • Private Parking

Mins from O'Hare • Safe Location • Private Parking
O'Hare
8.0 out of 10, Very good, (2 reviews)
"I had no issues at all, they were in constant contact if i needed anything. The area was really nice and relaxing. Everything was 10 minutes or less drive. Truly a primed rental, would definitely go back"
United States
Daniel H.
The price is CA $98
CA $412 total
includes taxes & fees
Sep 8 - Sep 9
Mins from O'Hare • Safe Location • Private Parking
An outdoor patio area with a wooden fence, outdoor seating with chairs and a table, and multiple ground lamps.

18. Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola

Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
South Evanston
10.0 out of 10, Exceptional, (9 reviews)
"It was a great experience! Very nice and clean place. Advertised exactly as seen. Parking was very easy and the location was great. Overall, would definitely stay again!"
United States
Sophia P.
The price is CA $176
CA $396 total
includes taxes & fees
Sep 22 - Sep 23
Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

19. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
9.8 out of 10, Exceptional, (38 reviews)
"This is by far the best experience I’ve had with Abnbs! The place was as advertised, the host was very friendly, prompt and accommodating. "
United States
Brian W.
The price is CA $254
CA $508 total
includes taxes & fees
Sep 3 - Sep 4
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
A modern living room with a sectional sofa, a coffee table, and a flat-screen TV mounted on the wall.

20. The Velvet Manor | 2BR Boutique Stay

The Velvet Manor | 2BR Boutique Stay
2.0 star property
Uptown
The price is CA $180
CA $672 total
includes taxes & fees
Sep 7 - Sep 8
The Velvet Manor | 2BR Boutique Stay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highwood Hotel Reviews

Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

10/10 Excellent
"The room was a little dated and needing minor repairs. It was spacious and the beds were comfortable. Very surprised on how quiet the room was being next to the highway and the amount of planes flying over. Great location to the airport and Allstate arena (practically share a parking lot). Pool was nice and kids had it to themselves. Plenty of food choices nearby and easy shipt and uber eats delivery. I would stay again if I had another early flight out."
Carrie 1-night trip
Posted 1 hour ago
Hyatt Place Chicago/O'Hare Airport

Find out more about Highwood

Highwood Apartments information

Number of reviews
488
Accommodation
327 Apartments
Lowest Price
CA $136
Highest Price
CA $508

Frequently asked questions

What's it like to stay at an apartment in Highwood?
You can search through 8 apartments in Highwood for your trip. Make time to visit the region's favorite places like Six Flags Great America.
How do you know if an apartment is a good option for your stay?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home.
What's a favorite apartment I should consider for a stay in Highwood?
Listed below are some of the top apartments in the area: Cozy studio in Andersonville Chicago: Located 17.1 mi/27.5 km away in Chicago. Free WiFi and separate dining areas are included. Access to onsite laundry facilities is available on site. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley: Located in Chicago, 18.7 mi/30.2 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Chic, Cozy home, by Blue Line Train Stop + Free parking: Located 17.8 mi/28.7 km away in Chicago. Free WiFi, private balconies, and Smart TVs are included. Access to onsite laundry facilities is available on site. Charming Wrigleyville Home Close to the Cubs!: Located in Chicago, 19.2 mi/31 km from Highwood. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site.
How many apartments are there in Highwood?
Expedia has 8 apartments to book in Highwood.
What will the weather be like when I travel to Highwood?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Highwood. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Highwood is 47 inches.
What are the must-see places to visit in Highwood?
While exploring the area, visit family-friendly sights like Six Flags Great America, or get outside and enjoy nature at Chicago Botanic Garden. In the larger area, you'll find Lake Forest College and Ravinia Pavilion.
What's the best way to get to and around Highwood?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Chicago, IL (PWK-Chicago Executive), which is located 7.6 mi (12.3 km) away from the heart of the city. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 16.6 mi (26.6 km) away. To venture out into the surrounding area, ride one of the trains from Highwood Station or Highland Park Fort Sheridan Station.

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