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Search Apartments in Highwood

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Compare 390 Apartments in Highwood with updated reviews, rates, and availability.

The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
10.0 out of 10, Exceptional, (86)
"Maia was the most attentive host I’ve ever had the pleasure of staying with, from a spotless property, to generous snacks, to excellent directions around the area. Stay here without concern, amazing location for access to all of Chicago. Super cool property, beautifully decorated, best stocked kitchen of any VRBO I’ve ever been at. Thanks Maia!"
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
1BR Getaway Apt Vintage Modern in Lincoln Square
8.4 out of 10, Very Good, (23)
"We have stayed at this property previously. The location is perfect for our family because of its location. Communication with the company was very good. The cold water in the tub wouldn’t shut off completely, the hair dryer needs to be replaced. It does not work with the cord pulled out. The kitchen fauset is loose and could use repair. If possible, a mirror in the bedroom would be nice since lighting in the bathroom is poor for putting on makeup. We would recommend the property because of its...
The price is AED 309
AED 639 total
includes taxes & fees
20 Jun - 21 Jun
1BR Getaway Apt Vintage Modern in Lincoln Square
Decorated 1BR Apt, Natural Light, Comfy King Beds
8.8 out of 10, Excellent, (6)
"Good location, good neighborhood, clean, and good communication. Would stay again"
The price is AED 309
AED 639 total
includes taxes & fees
18 Jun - 19 Jun
Decorated 1BR Apt, Natural Light, Comfy King Beds
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Beautiful apartment in peaceful Elk Grove
Beautiful apartment in peaceful Elk Grove
Luxe 2BR Apartment w/ In-Unit Laundry
10.0 out of 10, Exceptional, (14)
"Great location and wonderful property. Easily accessible, clean, and well appointed. Would definitely consider staying again."
The price is AED 639
AED 1,106 total
includes taxes & fees
14 Jul - 15 Jul
Luxe 2BR Apartment w/ In-Unit Laundry
Nice & Comfy Uptown Studio Apt near Shops & Dining
8.0 out of 10, Very Good, (7)
"Nice place"
The price is AED 344
AED 638 total
includes taxes & fees
16 Jul - 17 Jul
Nice & Comfy Uptown Studio Apt near Shops & Dining
Cozy studio for two in Chicago
8.0 out of 10, Very Good, (4)
"Great price, conveniently located. Studio garden apartment with full kitchen and bath with stand up shower. Smart TV, free internet and coin operated washer with free dryer. Also parking directly behind within view from the unit. Host was responsive. No disappointments or issues. Hope to stay there again."
Cozy studio for two in Chicago
Calm & Cozy 1BR Apartment in Lincoln Square
9.6 out of 10, Exceptional, (5)
"The property was perfect because of its proximity to our events and family. The instructions were very good and it was easy to enter the building."
The price is AED 309
AED 639 total
includes taxes & fees
19 Jun - 20 Jun
Calm & Cozy 1BR Apartment in Lincoln Square
Lovely 2BR Rogers Park Home with Equipped Kitchen
10.0 out of 10, Exceptional, (5)
"Very clean, lots of welcoming touches. We liked the neighborhood and it was perfect for our needs. We used the extremely close public transportation for all our tourism and there were food shops as well as small restaurants very nearby. The kitchen had everything we needed. There were plenty of supplies such as paper towels, dishwashing liquid, dishwasher tabs, etc. I really had the idea that someone was trying to anticipate our needs. We knew that noise from the El might be an issue for us, and...
The price is AED 397
AED 771 total
includes taxes & fees
17 Jul - 18 Jul
Lovely 2BR Rogers Park Home with Equipped Kitchen
Cozy 3 Bedroom Free Parking 5min to Metro
10.0 out of 10, Exceptional, (3)
"The house was perfect for our family of 7. Loved having a washer and dryer and the shower was awesome!!"
Cozy 3 Bedroom Free Parking 5min to Metro
Fresh & Homey 2BR Apartment near Dining
8.8 out of 10, Excellent, (6)
"Overall very comfortable place to stay. Close to the lake and nice restaurants. Pet friendly. Quiet neighborhood. Highly recommend!"
The price is AED 388
AED 759 total
includes taxes & fees
23 Jun - 24 Jun
Fresh & Homey 2BR Apartment near Dining
Elegant Modern Stylish Loft Mountain Vibe Montrose Beach WFH Gym Pet Friendly
9.4 out of 10, Exceptional, (3)
"The property is true to the description and in a safe/quiet area of town. Would recommend for any solo travelers or couples."
Elegant Modern Stylish Loft Mountain Vibe Montrose Beach WFH Gym Pet Friendly
Bright Garden Studio
9.2 out of 10, Wonderful, (5)
"I stayed for graduation weekend at Northwestern. Short Uber ride to university. Basement apartment was clean and well equipped. Craig was very responsive. Only caveat is that as this is basement apartment, expect to hear footsteps from the folks above."
Bright Garden Studio
The Lake House-2br/2bth - 50 steps from the beach!
10.0 out of 10, Exceptional, (20)
"Home is lovely and resides just north of the L-Red Line so it was really easy to pop into downtown Chicago without issue! We stayed here with our three kids and it was a beautiful, well maintained rental! Additionally, the owner was a gem and very communicative!"
The Lake House-2br/2bth - 50 steps from the beach!
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by RedAwning
8.4 out of 10, Very Good, (12)
"Simple. Clean. Could use a few more outlets. But just fine."
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by RedAwning
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
10.0 out of 10, Exceptional, (9)
"Comfortable and quiet. I will stay here next time I'm in town if it's available."
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
Modern|Aesthetic|2BR|Evanston|Next to Beach
9.6 out of 10, Exceptional, (10)
"We loved the apartment! It's fantastic! So comfortable and everything available! The whole place was great! We did enjoy our stay l! Very walkable and enjoyable area! The beach is really close! The host was responsive and good with communication! I absolutely recommend this place! "
The price is AED 551
AED 1,126 total
includes taxes & fees
30 Jun - 1 Jul
Modern|Aesthetic|2BR|Evanston|Next to Beach
Deluxe 1BR Apt steps away from Shops & Cafés
9.4 out of 10, Exceptional, (10)
"The place was everything we needed. The location is very convenient for walking to great restaurants. The apartment is lovely and feels new. We loved the character of the interiors brick wall. It is an older building so expect very creaky floors. Ashland is a busy street so expect city noise late at night and early in the morning."
Deluxe 1BR Apt steps away from Shops & Cafés
Relaxing in Ravenswood - This Neighborhood is Great for Any Group and Close to Everything! by RedAwning
9.2 out of 10, Wonderful, (11)
"Good residential location close to public transportation. Older basement apartment in quiet neighborhood. Clean with all of the amenities."
Relaxing in Ravenswood - This Neighborhood is Great for Any Group and Close to Everything! by RedAwning
Charming 2BR Apt in Lincoln Square Near Stores
8.8 out of 10, Excellent, (3)
"I would recommend this listing for short stays. Parking was a bit tricky."
The price is AED 331
AED 698 total
includes taxes & fees
26 Jun - 27 Jun
Charming 2BR Apt in Lincoln Square Near Stores
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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.

Other property types in Highwood

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.6 out of 10, Exceptional, (8)
"The proximity to Great Lakes Recruitment Center, Sarge’s Meet & Greet, restaurants, etc. is perfect. We were in town for our son’s boot camp graduation and knew we wanted more room to hang out than a typical hotel room would offer. It was great to be able to relax, watch movies, just hang out with our sailor for the precious two days we had. This place has location, location, location if you’re coming in for boot camp graduation."
The price is AED 533
AED 966 total
includes taxes & fees
23 Jun - 24 Jun
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.2 out of 10, Wonderful, (11)
"Thank you especially to the front desk clerk, he was very friendly and helpful. Place was clean and nice"
The price is AED 665
AED 856 total
includes taxes & fees
30 Jun - 1 Jul
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Great Amenities Onsite! Pool, Private Parking, Free Breakfast, Close to Legoland
8.0 out of 10, Very Good, (2)
"We enjoyed our stay with plenty of space for two couples. Separate bedrooms/baths were perfect. Furnature in the living room needs updating."
The price is AED 724
AED 931 total
includes taxes & fees
30 Jun - 1 Jul
Great Amenities Onsite! Pool, Private Parking, Free Breakfast, Close to Legoland
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.

Frequently asked questions

What's it like to stay at an apartment in Highwood?
There are plenty of places to stay with in the Chicago area, with 4932 accommodation choices including 2479 apartments. Visit some favorite places in the larger area like Naval Base Great Lakes and 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 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 Ravinia Park. In the larger area, you’ll find Naval Base Great Lakes and Lake Forest College.
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.

Recent reviews of Highwood hotels
Expedia verified reviews