Photo by Tara Jabbari

Apartments in Highwood for Rent

Compare 336 Apartments in Highwood with updated reviews, rates, and availability.

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 $106
$209 total
includes taxes & fees
Jun 11 - Jun 12
Lovely 2BR Rogers Park Home with Equipped Kitchen
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 $90
$180 total
includes taxes & fees
Jun 11 - Jun 12
Decorated 1BR Apt, Natural Light, Comfy King Beds
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.
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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."
The price is $100
$227 total
includes taxes & fees
Jun 19 - Jun 20
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
Beautiful apartment in peaceful Elk Grove
Beautiful apartment in peaceful Elk Grove
Elegant Modern Stylish Loft Mountain Vibe Montrose Beach WFH Gym Pet Friendly
10.0 out of 10, Exceptional, (2)
"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
9.0 out of 10, Wonderful, (4)
"I'm a seminary student, and I came into town for an intensive class. So, I was really only in the space in the evenings, but it was comfy. The location is amazing!!! The studio apartment was decently clean. The projector is VERY cool. There were a few details I could not find instructions for, like where to take the garbage out when I was on my way out. But I left a message for the owner and they were good about it. I would stay again. Recommend."
Bright Garden Studio
Epic Lake Views Await You - You Will WANT to Wake up Early for the Sunrise by RedAwning
8.6 out of 10, Excellent, (15)
"Place was clean and beds were great. Very nice kitchen and being in the water is neat. The location is perfect for someone who doesn’t care if it’s off the beaten path a little. Parking is tough after 8pm. That would be my only complaint."
Epic Lake Views Await You - You Will WANT to Wake up Early for the Sunrise by RedAwning
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 $218
$351 total
includes taxes & fees
Jul 1 - Jul 2
Luxe 2BR Apartment w/ In-Unit Laundry
Cozy studio for two in Chicago
8.8 out of 10, Excellent, (3)
"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
Chicago Family Apartment - Kids & Pets Welcome!
9.8 out of 10, Exceptional, (37)
"The house was adorable and clean with extra outdoor space. Ver conveniently situated. Pet and children friendly. We all love it."
Chicago Family Apartment - Kids & Pets Welcome!
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 $90
$181 total
includes taxes & fees
Jun 9 - Jun 10
1BR Getaway Apt Vintage Modern in Lincoln Square
Duplex Retreat near Loyola Park - 2BR/1.5BA Haven
10.0 out of 10, Exceptional, (2)
"The apartment is darling and well appointed. There's tons of sunlight and the house is comfortable. Public transportation (specifically the L) is a 12 minute walk, and it's a fun, adventurous excursion for shopping or restaurants. The apartment is definitely on a noisy corner. We live in NYC and are accustomed to exterior traffic sounds so it didn't bother us much, but suburban, light sleepers should be prepared."
Duplex Retreat near Loyola Park - 2BR/1.5BA Haven
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
Beaming & Roomy 2BR Apartment near Shops
8.8 out of 10, Excellent, (3)
"The place was nice overall nice ! Very nice neighborhood , the only thing that was wrong was the hot water pressure, also we felt like we couldn’t enjoy our stay because they would message us about the noise from the tv and us talking so we spent most of our time outside the place . But it is a very nice place to stay ! I would stay again if needed the host was very nice ."
The price is $104
$208 total
includes taxes & fees
Jun 26 - Jun 27
Beaming & Roomy 2BR Apartment near Shops
Lovely 2 bedrooms apartment 10min from O'HARE CHICAGO
8.4 out of 10, Very Good, (5)
"We love it very comfortable nice and clean quiet neighborhood beautiful park nearby a house highly recommended for the family or friends group would love it. Thank you for the owner keeping clean and pretty comfortable to have laundry in the house!"
Lovely 2 bedrooms apartment 10min from O'HARE CHICAGO
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."
The price is $90
$180 total
includes taxes & fees
Jun 11 - Jun 12
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, (10)
"Great easy access location close to friends and lots of activities in N Central Chicago. Plenty of room for all three kids, would definitely book again!"
Relaxing in Ravenswood - This Neighborhood is Great for Any Group and Close to Everything! by RedAwning
Wrigley Stylish 2-Level Designer Flat
Wrigley Stylish 2-Level Designer Flat
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!
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See all available properties in Highwood
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 $145
$263 total
includes taxes & fees
Jun 16 - Jun 17
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, (9)
"Great location with two master suites with king beds. Breakfast buffet was good. Next time I will request first floor as there is no elevator."
The price is $179
$227 total
includes taxes & fees
Jun 17 - Jun 18
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Roxan Corner
9.0 out of 10, Wonderful, (18)
"This duplex was perfect for my three sons and myself. We stayed five days to attend one of my son’s Navy Graduation! House was very clean and modern. Had everything we needed, was a nice neighborhood, quiet neighbors? Close to everywhere we needed to go. Only suggestion would be to have the owners secure the rugs, they are very slippery. "
Roxan Corner
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.

Highwood Apartments information

Number of reviews
267
Accommodation
336 Apartments
Lowest Price
$90
Highest Price
$218

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 4967 accommodation choices including 2491 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's a favorite apartment I should consider for a stay in Highwood?
Below are some of the more popular apartments in the area: Bright Garden Studio: Located in Evanston, 13.6 mi/21.8 km from the heart of Highwood. Includes fireplaces, separate dining areas, and Smart TVs. Access to a spa tub is available on site. Roscoe Village Inn | Guesthouse | Walk to Chicago’s Wrigley Field: Located 19.3 mi/31.1 km away in Chicago. PET FRIENDLY! Unique Converted Storefront Stay - Great Neighborhood! by RedAwning: 19.4 mi/31.2 km away in Chicago. The Lake House-2br/2bth - 50 steps from the beach!: It’s located in Chicago, 16 mi/25.8 km from Highwood. Includes free WiFi, jetted bathtubs, and Smart TVs.
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.

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