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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Apartments in Highwood

Fridge, microwave, oven, stovetop
Special Skevanston Space 2mi to Northwestern University & beach

Apartment in Evanston

9.0 out of 10, Wonderful, (21)
"Me, my friends, and girlfriend all stayed here together for the weekend. We attended collect-a-con over in Rosemont and then also did a little day trip to downtown Chicago for mine and my friends birthday! It was really nice staying here, super cozy and cute. Very nice neighborhood and neighbors were friendly :)"
United States
Triston W.
The price is AED 290
AED 802 total
includes taxes & fees
1 Dec - 2 Dec
Special Skevanston Space 2mi to Northwestern University & beach
Terrace/patio
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Apartment in Uptown

10.0 out of 10, Exceptional, (48)
"Clean and quiet, perfect for nights to rest after exploring the city"
United States
Joe T.
The price is AED 176
AED 796 total
includes taxes & fees
24 Nov - 25 Nov
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Children's area
Cozy Clean Chicago Apartment Free Street Parking Near Downtown Washer & Dryer

Apartment in West Ridge

10.0 out of 10, Exceptional, (4)
"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "
United States
Deb B.
The price is AED 390
AED 1,066 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Clean Chicago Apartment Free Street Parking Near Downtown Washer & Dryer
Interior
Montrose Studio:Your Uptown Base

Apartment in Uptown

9.8 out of 10, Exceptional, (7)
"The property was exactly as pictured. The area was safe, had restaurants and coffee shops within a short walk. "
United States
Jamie
The price is AED 220
AED 569 total
includes taxes & fees
1 Dec - 2 Dec
Montrose Studio:Your Uptown Base
Exterior
Cozy apartment with AC and WiFi in awesome Chicago

Apartment in Rogers Park

9.0 out of 10, Wonderful, (6)
"clean and comfortable "
United States
Joseph S.
The price is AED 331
AED 1,088 total
includes taxes & fees
5 Dec - 6 Dec
Cozy apartment with AC and WiFi in awesome Chicago
Terrace/patio
Elegant Style Loft Montrose|13 mins DT|4 mins Lake

Apartment in Uptown

8.0 out of 10, Very Good, (7)
"Beautiful apartment in a wonderful building. There were great restaurants and AC was great on a very hot weekend."
United States
Michelle F.
Elegant Style Loft Montrose|13 mins DT|4 mins Lake
Fridge, oven, stovetop, coffee/tea maker
2BR Cozy & Functional Unit

Apartment in Belmont Cragin

10.0 out of 10, Exceptional, (1)
"The host was available and helpful at check-in. The 2 bedroom apartment was clean and well stocked. We felt safe and at home. We slept well. We did not notice any street noise at night. We had more than we epected and everything we needed.It might be helpful to color code the keys with nail polish or something. The three locks to get into the unit felt like a struggle because we needed a quick turn around time between events. Otherwise, it was a great stay!!"
United States
Laura V.
The price is AED 228
AED 674 total
includes taxes & fees
30 Nov - 1 Dec
2BR Cozy & Functional Unit
2 bedrooms, WiFi, bed sheets
Chic & Fully Furnished 2BR Apt!

Apartment in Avondale

10.0 out of 10, Exceptional, (2)
"Our stay was great! The apartment is very clean and comfortable. Nicely furnished. On a residential street in a lovely neighborhood. Wifi and A/C units worked well (we were there in August). We found street parking pretty easily. And Kristine was a really responsive host. Would absolutely stay again!"
United States
Stephanie D.
The price is AED 228
AED 674 total
includes taxes & fees
30 Nov - 1 Dec
Chic & Fully Furnished 2BR Apt!
Fridge, microwave, oven, stovetop
1BR Homey Apt in Irving Park

Apartment in Irving Park

10.0 out of 10, Exceptional, (2)
"It was wonderful and wil stay agian"
United States
Crystal P.
The price is AED 228
AED 615 total
includes taxes & fees
23 Nov - 24 Nov
1BR Homey Apt in Irving Park
2 bedrooms, iron/ironing board, WiFi, bed sheets
2BR Getaway - Comfy & Ready

Apartment in Rogers Park

9.6 out of 10, Exceptional, (7)
"Great location "
United States
Bernard M.
The price is AED 220
AED 666 total
includes taxes & fees
8 Dec - 9 Dec
2BR Getaway - Comfy & Ready
Fridge, microwave, oven, stovetop
Sleek and cozy 1BR Apartment

Apartment in North Evanston

10.0 out of 10, Exceptional, (1)
"It was a great day. "
United States
Ann W.
The price is AED 202
AED 572 total
includes taxes & fees
2 Dec - 3 Dec
Sleek and cozy 1BR Apartment
Fridge, microwave, oven, stovetop
Spacious 2BR Close to it All - Chic Apt in Skokie

Apartment in Skokie

Spacious 2BR Close to it All - Chic Apt in Skokie
Fridge, microwave, oven, stovetop
Spacious 2BR Near Dining & Shops

Apartment in Rogers Park

8.0 out of 10, Very Good, (6)
"Loved this sweet space tucked into a special neighborhood in the city. Space was clean & comfortable, wonderful shower & a nice respite from city life. "
United States
Ever
The price is AED 331
AED 813 total
includes taxes & fees
23 Dec - 24 Dec
Spacious 2BR Near Dining & Shops
2 bedrooms, iron/ironing board, travel crib, WiFi
Chic 2BR Haven Near Irving Park

Apartment in Irving Park

9.8 out of 10, Exceptional, (6)
"Beautiful place. The host was awesome with communication and recommendations. Will definitely stay again when we come to the city"
United States
Katie L.
The price is AED 342
AED 830 total
includes taxes & fees
22 Dec - 23 Dec
Chic 2BR Haven Near Irving Park
Fridge, microwave, oven, stovetop
Trendy & Comfy Studio Unit

Apartment in Portage Park

9.6 out of 10, Exceptional, (4)
"Older property. Landlord special in the bathroom. Definitely needs better window coverings. Otherwise, comfortable, safe, and clean. "
United States
Courtney V.
The price is AED 220
AED 569 total
includes taxes & fees
3 Dec - 4 Dec
Trendy & Comfy Studio Unit
TV, offices
Cozy 3BR Gem in North Center

Apartment in North Center

9.4 out of 10, Exceptional, (8)
"Great place to stay and host communicated quickly when needed. Will stay again on next trip to Chicago!"
United States
Alicia
The price is AED 217
AED 725 total
includes taxes & fees
30 Nov - 1 Dec
Cozy 3BR Gem in North Center
Fridge, oven, stovetop, coffee/tea maker
Perfectly Located 1-Bedroom Unit

Apartment in South Evanston

10.0 out of 10, Exceptional, (1)
"The apartment was very clean and the bed was super comfortable. We slept great. We didn’t spend much time at the apartment but for our trip it was exactly what we needed. "
United States
V S.
The price is AED 202
AED 572 total
includes taxes & fees
30 Nov - 1 Dec
Perfectly Located 1-Bedroom Unit
1 bedroom, iron/ironing board, travel crib, bed sheets
1BR Pad with Homey Feel

Apartment in Ravenswood

10.0 out of 10, Exceptional, (2)
"Clean quiet apartment just a block away from the train! Very convenient and there's a Starbucks right down the street."
United States
Kevin D.
The price is AED 202
AED 584 total
includes taxes & fees
30 Nov - 1 Dec
1BR Pad with Homey Feel
1 bedroom, iron/ironing board, free WiFi, bed sheets
Cozy studio in Andersonville Chicago

Apartment in Edgewater

9.4 out of 10, Exceptional, (47)
"Great studio apartment. Needed just one night and worth the price. Would recommend."
United States
Sahm
The price is AED 239
AED 521 total
includes taxes & fees
8 Dec - 9 Dec
Cozy studio in Andersonville Chicago
2 bedrooms, WiFi, bed sheets
Stylish and Roomy 2BR in Chicago

Apartment in Edgewater

9.0 out of 10, Wonderful, (9)
"Beautiful apartment with everything I needed, right in the middle of Andersonville. Super cute and fun neighborhood. Great stay!"
United States
Allegra W.
The price is AED 213
AED 657 total
includes taxes & fees
10 Dec - 11 Dec
Stylish and Roomy 2BR in Chicago
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

Four Points by Sheraton Chicago O'Hare Airport

Four Points by Sheraton Chicago O'Hare Airport

10/10 Excellent
"Staff was very friendly, shuttles to and from airport were great & easy check-in, Along with park n fly - safe!"
Deanna 1-night trip
Posted 1 day ago
Four Points by Sheraton Chicago O'Hare Airport

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 5533 accommodation choices including 2919 apartments. While in the region, visit favorite sights like Naval Base Great Lakes.
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: Cozy studio in Andersonville Chicago: Located in Chicago, 17.1 mi/27.5 km from the heart of Highwood. Includes free WiFi. Access to onsite laundry facilities is available on site. Relaxing Chicago Studio: Located 17.1 mi/27.5 km away in Chicago. Separate dining areas and Smart TVs are included. Access to onsite laundry facilities is available on site. 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. Nice 1BR Spot, Unwind & Relax: 17.9 mi/28.8 km away in Chicago. 1BR Apartment in Chicago: 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 Northbrook Sports Complex, 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.