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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Apartments in Highwood

Relaxing Chicago Studio
Desk, iron/ironing board, WiFi, bed sheets

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (9)
"Had a great stay. Great location. "
The price is SAR 319
SAR 694 total
includes taxes & fees
30 Sep - 1 Oct
Relaxing Chicago Studio
Nice 1BR Spot, Unwind & Relax
TV

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (15)
"Super clean. Cozy. SAFE. Short drive to nearly every big attraction! Host was very communicative and kind!!"
The price is SAR 319
SAR 729 total
includes taxes & fees
30 Sep - 1 Oct
Nice 1BR Spot, Unwind & Relax
Uptown Studio Gem Sum
TV

Uptown Studio Gem Sum

7.0 out of 10, Good, (4)
"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "
The price is SAR 296
SAR 665 total
includes taxes & fees
1 Oct - 2 Oct
Uptown Studio Gem Sum
Homey 1BR Space Apartment
1 bedroom, iron/ironing board, WiFi, bed sheets

Homey 1BR Space Apartment

9.2 out of 10, Wonderful, (5)
"This was a wonderful base for the days I spent exploring Chicago. The apartment is clean and comfy and it is located right on the 'L' Brown line in a charming and vibrant neighborhood. I could zip to anywhere in the city I wanted on the L and felt very relaxed coming "home" each night."
The price is SAR 311
SAR 720 total
includes taxes & fees
1 Oct - 2 Oct
Homey 1BR Space Apartment
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, (24)
"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 SAR 244
SAR 533 total
includes taxes & fees
3 Sep - 4 Sep
Cozy studio in Andersonville Chicago
Central Haven Escape: Stylish 3BR With Free Parking
Smart TV

Central Haven Escape: Stylish 3BR With Free Parking

6.8 out of 10, (6)
"The overall experience was surprisingly great. We were a little worried after reading some bad reviews because of the house smelling like smoke. It didn’t. In fact, it smelled super clean and fresh. It is a cute little, older, clean 3 bedroom apartment above a building in a downtown neighborhood. So cute!"
Central Haven Escape: Stylish 3BR With Free Parking
Luxurious 3 Bedroom Apartment in Chicago
Microwave, oven, stovetop, dishwasher

Luxurious 3 Bedroom Apartment in Chicago

9.2 out of 10, Wonderful, (23)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago
Cozy & Furnished 2BR Unit
Interior

Cozy & Furnished 2BR Unit

9.8 out of 10, Exceptional, (7)
The price is SAR 330
SAR 817 total
includes taxes & fees
3 Sep - 4 Sep
Cozy & Furnished 2BR Unit
Prime City Stay in a 1BR Apt
1 bedroom, iron/ironing board, travel crib, WiFi

Prime City Stay in a 1BR Apt

9.2 out of 10, Wonderful, (9)
The price is SAR 293
SAR 698 total
includes taxes & fees
1 Oct - 2 Oct
Prime City Stay in a 1BR Apt
Chic apartment with fitness room and AC in beautiful Chicago
Exterior

Chic apartment with fitness room and AC in beautiful Chicago

7.0 out of 10, Good, (2)
"This was a nice apartment and stay forThe price. Close to train station. However would be nice to add a microwave. I had to reach out by calling the host after no response about check in information on VRBO app. Received the check in information very late the night prior to my stay. Was charged 50 for early check in but when we arrived they were stillCleaning and we had to wait about 15-20minutes outside. Overall with all the inconveniences. It ended up being good stay for the price. "
The price is SAR 375
SAR 1,148 total
includes taxes & fees
14 Sep - 15 Sep
Chic apartment with fitness room and AC in beautiful Chicago
Spacious 3BR | 2BA Family-Friendly Home
Fridge, microwave, oven, stovetop

Spacious 3BR | 2BA Family-Friendly Home

10.0 out of 10, Exceptional, (5)
The price is SAR 330
SAR 855 total
includes taxes & fees
1 Sep - 2 Sep
Spacious 3BR | 2BA Family-Friendly Home
Montrose Studio:Your Uptown Base
Interior

Montrose Studio:Your Uptown Base

9.4 out of 10, Exceptional, (3)
"Nice little studio! Clean and easy to access. "
The price is SAR 296
SAR 665 total
includes taxes & fees
1 Oct - 2 Oct
Montrose Studio:Your Uptown Base
Beautiful apartment in peaceful Elk Grove
Lobby

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove
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, (39)
"Great place to stay when you’re in town for the Cubbies! "
The price is SAR 503
SAR 1,241 total
includes taxes & fees
2 Sep - 3 Sep
2-bedroom apartment just 2 minutes drive to Wrigley Field
Sunlit Studio with City Charm
Fridge, oven, stovetop, dishwasher

Sunlit Studio with City Charm

4.0 out of 10, (1)
"Positives: Location is convenient, right next to the red line for easy access to cta. Cooling unit in the apartment kept us comfortable in the hot Chicago nights.Negatives: Hosts have guests rely on a shared key to the exterior door to access the building. We were locked out, unable to get inside on more than one occasion when the key was not returned by others. I recommend that the hosts spend a little extra money and provide an extra copy of the building key alongside the room key to prevent...
The price is SAR 308
SAR 678 total
includes taxes & fees
1 Oct - 2 Oct
Sunlit Studio with City Charm
Roomy 3BR Apartment near Beach
Fridge, microwave, oven, stovetop

Roomy 3BR Apartment near Beach

7.6 out of 10, Good, (4)
"Clean and comfy beds. "
The price is SAR 334
SAR 859 total
includes taxes & fees
1 Oct - 2 Oct
Roomy 3BR Apartment near Beach
Elegant 2BR Apartment w/ In-Unit Laundry
Fridge, microwave, oven, stovetop

Elegant 2BR Apartment w/ In-Unit Laundry

10.0 out of 10, Exceptional, (2)
"Super clean. Easy check in. Great location and space. "
The price is SAR 330
SAR 798 total
includes taxes & fees
1 Oct - 2 Oct
Elegant 2BR Apartment w/ In-Unit Laundry
Relaxing in Ravenswood - This Neighborhood is Great for Any Group and Close to Everything! by AllSet Turnover
Fridge, microwave, oven, dishwasher

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

9.2 out of 10, Wonderful, (21)
"Nice Place ,.exactly as advertised "
Relaxing in Ravenswood - This Neighborhood is Great for Any Group and Close to Everything! by AllSet Turnover
Huge Projector and Designated Workspace - Near Wrigley!
2 bedrooms, desk, iron/ironing board, free WiFi

Huge Projector and Designated Workspace - Near Wrigley!

10.0 out of 10, Exceptional, (1)
"Nice and clean, location is perfect. Easy street parking and walkable to public transportation. Check in was easy. "
The price is SAR 220
SAR 1,059 total
includes taxes & fees
1 Sep - 2 Sep
Huge Projector and Designated Workspace - Near Wrigley!
Charming Wrigleyville Home Close to the Cubs!
Exterior detail

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (34)
"Great stay"
Charming Wrigleyville Home Close to the Cubs!
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 5532 accommodation choices including 2829 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. Prime City Stay in a 1BR Apt: It's located in Chicago, 17.7 mi/28.4 km away. Uptown Studio Gem Sum: 18.9 mi/30.4 km away in Chicago. Homey 1BR Space Apartment: It's situated in Chicago, 17.9 mi/28.8 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.