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Apartments in Highwood

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (34)
"Great studio apartment. Needed just one night and worth the price. Would recommend."
The price is AED 294
AED 589 total
includes taxes & fees
2 Nov - 3 Nov
Cozy studio in Andersonville Chicago

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (16)
"Had a great stay. Great location. "
The price is AED 275
AED 635 total
includes taxes & fees
28 Oct - 29 Oct
Relaxing Chicago Studio

Uptown Studio Gem Sum

7.2 out of 10, Good, (5)
The price is AED 290
AED 651 total
includes taxes & fees
7 Oct - 8 Oct
Uptown Studio Gem Sum

Luxurious 3 Bedroom Apartment in Chicago

9.4 out of 10, Exceptional, (30)
"The place was nice, clean, and in a beautiful neighborhood. "
Luxurious 3 Bedroom Apartment in Chicago

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (43)
"Great place to stay when you’re in town for the Cubbies! "
The price is AED 526
AED 1,238 total
includes taxes & fees
15 Oct - 16 Oct
2-bedroom apartment just 2 minutes drive to Wrigley Field

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (16)
"This location was perfect for our nights in Chicago. We were within walking distance of great shopping and eating. "
The price is AED 268
AED 662 total
includes taxes & fees
5 Oct - 6 Oct
Nice 1BR Spot, Unwind & Relax

Sleeps 4 • Stylish Stay with Workspace

9.8 out of 10, Exceptional, (7)
The price is AED 490
AED 1,364 total
includes taxes & fees
10 Oct - 11 Oct
Sleeps 4 • Stylish Stay with Workspace

Tranquil Portage Park Stay

10.0 out of 10, Exceptional, (11)
"The space was very clean and spacious for me. Chicago was hot during my stay, but the rental was cool and comfortable. The hosts were very accommodating and responded quickly to message, though I wanted for nothing!I had no trouble getting in and out and I felt very secure in the space.Thank you so much! I would definitely stay again!"
Tranquil Portage Park Stay

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

10.0 out of 10, Exceptional, (44)
"Clean and quiet, perfect for nights to rest after exploring the city"
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove

Stylish and Roomy 2BR in Chicago

8.6 out of 10, Excellent, (7)
The price is AED 323
AED 800 total
includes taxes & fees
5 Oct - 6 Oct
Stylish and Roomy 2BR in Chicago

Sunny Studio in Heart of Ravenswood

9.0 out of 10, Wonderful, (4)
"Great neighborhood, easy check in/out. "
The price is AED 301
AED 664 total
includes taxes & fees
27 Oct - 28 Oct
Sunny Studio in Heart of Ravenswood

Relaxing in Ravenswood - This Neighborhood is Great for Any Group and Close to Everything! by AllSet Turnover

9.0 out of 10, Wonderful, (22)
"Nice Place ,.exactly as advertised "
Relaxing in Ravenswood - This Neighborhood is Great for Any Group and Close to Everything! by AllSet Turnover

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (36)
"Great stay"
Charming Wrigleyville Home Close to the Cubs!

A laid-back studio few minutes from Wrigley Field

9.2 out of 10, Wonderful, (25)
"This was a great stay, the apartment was perfectly sized with all the amenities we needed for our short trip. It was in a great neighborhood and very easy to get around. Would definitely stay again in the future!"
A laid-back studio few minutes from Wrigley Field

Elegant 2BR Apartment w/ In-Unit Laundry

9.4 out of 10, Exceptional, (3)
"The was a great place to stay! Would totally recommend and stay again!! "
The price is AED 323
AED 786 total
includes taxes & fees
15 Oct - 16 Oct
Elegant 2BR Apartment w/ In-Unit Laundry

Cozy & Furnished 2BR Unit

9.6 out of 10, Exceptional, (8)
The price is AED 323
AED 781 total
includes taxes & fees
28 Oct - 29 Oct
Cozy & Furnished 2BR Unit

Modern 2 King BR Apt, Relax in Style!!

9.6 out of 10, Exceptional, (44)
"The environment was comfortable and very clean. Great accommodations. Would stay again."
Modern 2 King BR Apt, Relax in Style!!

Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach

10.0 out of 10, Exceptional, (233)
"Had a hard time leaving this property to explore because it was so comfortable! "
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach

Deluxe 1BR Near Shops & Cafés

10.0 out of 10, Exceptional, (5)
The price is AED 305
AED 705 total
includes taxes & fees
28 Oct - 29 Oct
Deluxe 1BR Near Shops & Cafés
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

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 5350 accommodation choices including 2758 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: Relaxing Chicago Studio: Located in Chicago, 17.1 mi/27.5 km from the heart of Highwood. Includes separate dining areas and Smart TVs. Access to onsite laundry facilities is available on site. Nice 1BR Spot, Unwind & Relax: Located 17.9 mi/28.8 km away in Chicago. Luxurious 3 Bedroom Apartment in Chicago: Located in Chicago, 17.1 mi/27.5 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. Cozy studio in Andersonville Chicago: Located 17.1 mi/27.5 km away in Chicago. Amenities include free WiFi. Access to onsite laundry facilities is available on site. Uptown Studio Gem Sum: It's situated in Chicago, 18.9 mi/30.4 km from 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 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.