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1 Aug - 3 Aug
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19 Sep - 21 Sep

Apartments in Highwood

Luxurious 3 Bedroom Apartment in Chicago
Microwave, oven, stovetop, dishwasher

Luxurious 3 Bedroom Apartment in Chicago

9.6 out of 10, Exceptional, (12)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago
Cozy studio in Andersonville Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (13)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is AED 367
AED 671 total
includes taxes & fees
13 Aug - 14 Aug
Cozy studio in Andersonville Chicago
Nice 1BR Spot, Unwind & Relax
1 bedroom, iron/ironing board, WiFi, bed sheets

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (2)
"Great area and accommodation was nice. Host was great at communicating with. Ravenswood is a great location with lots of restaurants and little shops."
The price is AED 323
AED 662 total
includes taxes & fees
30 Jul - 31 Jul
Nice 1BR Spot, Unwind & Relax
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Fridge, microwave, oven, stovetop

3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi

9.0 out of 10, Wonderful, (7)
"We stayed here for my son’s Navy boot camp graduation, and overall it was a great experience. The home was clean and had everything we needed. The area was okay and felt safe. Communication with the owner was smooth—she responded quickly and was very helpful. The location was super convenient, only about 10 minutes from the base. I would definitely recommend this place for anyone attending a graduation or visiting the area."
The price is AED 680
AED 1,330 total
includes taxes & fees
28 Jul - 29 Jul
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Terrace/patio

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

10.0 out of 10, Exceptional, (35)
"This was convenient and check-in process was easy. We would stay here again."
The price is AED 444
AED 1,129 total
includes taxes & fees
30 Jul - 31 Jul
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (31)
"Easy to find, slept like a baby. "
The price is AED 493
AED 1,192 total
includes taxes & fees
27 Jul - 28 Jul
2-bedroom apartment just 2 minutes drive to Wrigley Field
Spacious 3BR | 2BA Family-Friendly Home
Interior

Spacious 3BR | 2BA Family-Friendly Home

10.0 out of 10, Exceptional, (1)
"Good location! Brewery, coffee shop, sandwich shop and nice restaurants all within walking distance! Host was very responsive"
The price is AED 430
AED 769 total
includes taxes & fees
29 Jul - 30 Jul
Spacious 3BR | 2BA Family-Friendly Home
Relaxing Chicago Studio
Desk, iron/ironing board, WiFi, bed sheets

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (2)
"Everything was as described, clean and enjoyable, had everything you might need. Its not the biggest studio, but they did a good job with the space. Its great for the price. "
The price is AED 331
AED 694 total
includes taxes & fees
11 Aug - 12 Aug
Relaxing Chicago Studio
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Terrace/patio

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

8.6 out of 10, Excellent, (15)
"Loved the space, nice decor, clean. Perfect for 2 people."
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Beautiful apartment in peaceful Elk Grove
Lobby

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove
Central Haven Escape: Stylish 3BR With Free Parking
Smart TV

Central Haven Escape: Stylish 3BR With Free Parking

6.6 out of 10, (4)
"Very nice place and nice host "
Central Haven Escape: Stylish 3BR With Free Parking
Prime City Stay in a 1BR Apt
1 bedroom, iron/ironing board, travel crib, WiFi

Prime City Stay in a 1BR Apt

9.6 out of 10, Exceptional, (4)
"It was even better than we thought it would be!"
The price is AED 323
AED 670 total
includes taxes & fees
30 Jul - 31 Jul
Prime City Stay in a 1BR Apt
Roomy 3BR Apartment near Beach
Fridge, microwave, oven, stovetop

Roomy 3BR Apartment near Beach

8.0 out of 10, Very Good, (1)
"We stayed for 3 nights and it was pleasant. The place is clean and AC works great in all four rooms. The area was fine. We used a reserved parking spot nearby which was really important. Ask the management for the app."
The price is AED 345
AED 684 total
includes taxes & fees
29 Jul - 30 Jul
Roomy 3BR Apartment near Beach
Charming Wrigleyville Home Close to the Cubs!
Exterior detail

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (25)
"Great neighborhood. Free and easy parking. "
Charming Wrigleyville Home Close to the Cubs!
Serene 3-bedroom apartment in Chicago
Smart TV

Serene 3-bedroom apartment in Chicago

9.6 out of 10, Exceptional, (8)
Serene 3-bedroom apartment in Chicago
Cozy & Furnished 2BR Unit
Interior

Cozy & Furnished 2BR Unit

8.0 out of 10, Very Good, (1)
"This space was fine for our 2 night stay. The location is nice and the apartment was clean, but quite bare bones - the beds didn’t have top sheets, and the only coffee in the kitchen was the type intended for hotel coffee makers - so it worked well as a place to sleep after being out and about all day. But if you’re looking for a cozy place to settle for a while, this might not be it! "
The price is AED 338
AED 677 total
includes taxes & fees
5 Aug - 6 Aug
Cozy & Furnished 2BR Unit
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
Exterior

North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment

10.0 out of 10, Exceptional, (112)
"Really enjoyed our stay. Parking was easy and we could walk to restaurants. Felt very safe and the neighborhood was welcoming. Would stay again."
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
Well-Furnished 3-Bedroom Apt
3 bedrooms, iron/ironing board, travel crib, WiFi

Well-Furnished 3-Bedroom Apt

10.0 out of 10, Exceptional, (1)
"The property was lovely and it seemed newly renovated and was very spacious. It was minimally yet perfectly decorated and very welcoming when we walked in the door. The towels were folded in a nice little package on each bed and there were welcome waters which didn't go unnoticed. They had all the necessities we could ever need. The beds were cozy and clean. We greatly appreciated the donut shop next door! We found parking easily and not far from the building and it was very easy and...
The price is AED 345
AED 684 total
includes taxes & fees
27 Jul - 28 Jul
Well-Furnished 3-Bedroom Apt
A laid-back studio few minutes from Wrigley Field
Microwave, stovetop

A laid-back studio few minutes from Wrigley Field

9.2 out of 10, Wonderful, (19)
"This was a nice stay in a good neighborhood at an affordable price. I would stay here again!"
A laid-back studio few minutes from Wrigley Field
Luxury 5Bed 2Bath Apt w/Parking
Fridge, microwave, oven, stovetop

Luxury 5Bed 2Bath Apt w/Parking

8.6 out of 10, Excellent, (4)
"Stayed with family over long Memorial Day weekend. Owner had great communication. "
Luxury 5Bed 2Bath Apt w/Parking
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

SpringHill Suites Chicago O'Hare by Marriott

SpringHill Suites Chicago O'Hare by Marriott

10/10 Excellent
"Easy to find a shop and transport."
Nelho 2-night trip
Posted 13 hours ago
SpringHill Suites Chicago O'Hare by Marriott

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 5401 accommodation choices including 2708 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: Huge Projector and Designated Workspace - Near Wrigley!: Located in Chicago, 18.7 mi/30.1 km from the heart of Highwood. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Luxurious 3 Bedroom Apartment in Chicago: Located 17.1 mi/27.5 km away in Chicago. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. Cozy studio in Andersonville Chicago: Located in Chicago, 17.1 mi/27.5 km away. Includes free WiFi. Access to onsite laundry facilities is available on site. 3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi: It's located in Waukegan, 9.5 mi/15.2 km from Highwood. Includes free WiFi, private balconies, and separate dining areas.
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 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.