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Search Apartments in Highland Park

Compare 727 Apartments in Highland Park with updated reviews, rates, and availability.

Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Living area
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
9.6 out of 10, Exceptional, (11)
"Great location, cute place."
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
New Garden Studio near Wrigley/DePaul/Dwtn
New Garden Studio near Wrigley/DePaul/Dwtn
9.6 out of 10, Exceptional, (7)
"All good"
New Garden Studio near Wrigley/DePaul/Dwtn
Beautiful apartment in peaceful Elk Grove
Lobby
Beautiful apartment in peaceful Elk Grove
Beautiful apartment in peaceful Elk Grove
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
Private kitchen
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
10.0 out of 10, Exceptional, (163)
"The location is close to the bus, and then easy to the Metro. It was about a 40ish min travel to the Art Institute when we were there. Roscoe Village is picturesque. There is a Starbucks at the end of the street if you want your pumpkin spice latte, but they've also got plenty of local talent- the owner of Rudy's Bakery (try the butter cookies YUM!!)-was lovely. There were plenty of other places--we just didn't have time! We arrived on Halloween; the entire neighborhood came out on their front...
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
Chic & Historic Apartment Steps from Mag Mile
Living area
Chic & Historic Apartment Steps from Mag Mile
9.8 out of 10, Exceptional, (26)
"Very nice neighborhood, walking distance to Michigan Avenue, great food options, place has everything you need, I’ll stay there again, "
Chic & Historic Apartment Steps from Mag Mile
Beautiful Unit CHI in Prime River North - 3
Living Room / Dining Room with Fully stocked kitchen
Beautiful Unit CHI in Prime River North - 3
10.0 out of 10, Exceptional, (13)
"I had an amazing stay! The place was exactly as described—spotlessly clean, beautifully decorated, and super comfortable. The host was incredibly welcoming and provided excellent local recommendations. The location was perfect, with easy access to restaurants and attractions. I couldn’t have asked for a better experience. I’ll definitely be back!"
Beautiful Unit CHI in Prime River North - 3
Wrigley/Southport Corridor Garden Oasis +parking!
Living area
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (66)
"This little apartment is close to my cousin in Wrigleyville and a perfect location to get downtown and to see a Bears game (they are terrible right now). Entry instructions were easy and apartment was very clean."
Wrigley/Southport Corridor Garden Oasis +parking!
Chic, Cozy home, by Blue Line Train Stop + Free parking
Private kitchen
Chic, Cozy home, by Blue Line Train Stop + Free parking
9.6 out of 10, Exceptional, (35)
"Very nice apartment. Could use more pillows (or fluffier). Just as advertised. "
Chic, Cozy home, by Blue Line Train Stop + Free parking
Walk to Wrigley Field/Monthly Discounts Available
Panoramic view of Living room with 50 inch flatscreen TV!
Walk to Wrigley Field/Monthly Discounts Available
9.6 out of 10, Exceptional, (124)
"Location was perfect, mostly clean, just needed wash cloths, some papertowels & at least an extra roll of TP. Louder group up top but expected that being in an apartment. Overall we would stay again. "
Walk to Wrigley Field/Monthly Discounts Available
Oak Park Queen
Interior
Oak Park Queen
9.2 out of 10, Wonderful, (9)
"I was mostly confused about how to go about checking in so i had to call. We were told we would get an email soon telling us everything we needed to know which is fine, but we didnt know that till almost check in time. A minor inconvenience but not serious. Loved the area!"
The price is SAR 507
SAR 971 total
includes taxes & fees
25 Nov - 26 Nov
Oak Park Queen
Sunny Coach House in Historic Oak Park
Living area
Sunny Coach House in Historic Oak Park
9.8 out of 10, Exceptional, (47)
"Hosts were great place check on easy! Would stay again."
Sunny Coach House in Historic Oak Park
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by AllSet Turnover
Flooring,Chair,Furniture,Living Room,Room
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by AllSet Turnover
8.4 out of 10, Very Good, (17)
"Grandparents visiting the kids. Fabulous week. It was wonderful having such a comfortable place to stay. Although an older home , it was neat, clean and well supplied. It's upstairs so you need to be able to climb. "
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by AllSet Turnover
Experience the Best Sites in Chicago & Rest Easy at the End of the Day by AllSet Turnover
Plenty of room to relax in my top floor Wrigleyville apartment!
Experience the Best Sites in Chicago & Rest Easy at the End of the Day by AllSet Turnover
10.0 out of 10, Exceptional, (7)
"Great place. Clean, well stocked with coffee, tea, ample paper products (tp, tissues, paper towels). Also shower products. Quiet neighborhood and close to the places we wanted to be. Rooms were as described. "
Experience the Best Sites in Chicago & Rest Easy at the End of the Day by AllSet Turnover
Lovely 2 bedrooms apartment 10min from O'HARE CHICAGO
Lovely living room with sofa sleeper.
Lovely 2 bedrooms apartment 10min from O'HARE CHICAGO
8.4 out of 10, Very Good, (10)
"It was a good place to stay for fanexpo "
Lovely 2 bedrooms apartment 10min from O'HARE CHICAGO
Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area
Living area
Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area
9.4 out of 10, Exceptional, (3)
"This rough around the edges property was on par for a budget trip. The neighborhood has a lot of good restaurants within walking distance and it's a short walk to public transportation if you're looking to explore the city. The host was quick to reply to any and all questions/concerns. The only negative would be the living room had animal hair on the rug and couch which stirred up allergies. "
Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
Private kitchen
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
2.0 star property
7.4 out of 10, Good, (6)
"Affordable, easy to travel around, great communication, and lovely neighborhood. "
Chic 2-bedroom in center of Lincoln Park/Depaul/Wrigley + Parking
The Oak Park Loft
Room
The Oak Park Loft
2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a great time at Oak Park. The host was very accommodating,giving us good places to eat. The place was very clean. I'd would go there again."
The price is SAR 544
SAR 968 total
includes taxes & fees
16 Dec - 17 Dec
The Oak Park Loft
Beautiful Unit CHI in Prime River North - 2
Beautiful Unit CHI in Prime River North - 2
9.0 out of 10, Wonderful, (10)
"Had a great stay, Dan was very responsive. Would stay here again."
Beautiful Unit CHI in Prime River North - 2
Stay in “STYLE” Apartment, close to CHI downtown
Interior
Stay in “STYLE” Apartment, close to CHI downtown
9.8 out of 10, Exceptional, (69)
"Clean space. Neighborhood felt safe. Beds are super hard though so not ideal for everyone. Also the blinds in the bedrooms don’t block out light very well so be prepared to be up when the sun is up if you stay here"
Stay in “STYLE” Apartment, close to CHI downtown
Brownstone, 2 entire units Gold Coast
Living Room with pullout couch (denim colored couch)
Brownstone, 2 entire units Gold Coast
8.8 out of 10, Excellent, (6)
"Overall our experience was positive! The location can't be beat and was what made this such a great college friends reunion (we met almost 20 years ago!). We had 10 women and fit fairly well, though didn't attempt two on the top bunk because the mattress went higher than the railing and the ceiling fan was close. We had a hard time at the beginning getting the air conditioner going, but Dan helped us out and we got it figured out. The kitchens weren't as well-appointed as we expected, but I...
Brownstone, 2 entire units Gold Coast
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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Other property types in Highland Park

Level Chicago – Old Town
Outdoor pool
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (269)
"Beautiful place with amazing amenities. Perfect stay for adults or families alike! Highly recommend!"
The price is SAR 772
SAR 970 total
includes taxes & fees
24 Nov - 25 Nov
Level Chicago – Old Town
Walking distance to restaurants, shops and Lake Michigan,
Large kitchen with open floor plan, hardwood floor throughout.
Walking distance to restaurants, shops and Lake Michigan,
9.6 out of 10, Exceptional, (173)
"Good location clean"
Walking distance to restaurants, shops and Lake Michigan,
Wrigley/Southport Corridor Garden Oasis +parking!
Living area
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (66)
"This little apartment is close to my cousin in Wrigleyville and a perfect location to get downtown and to see a Bears game (they are terrible right now). Entry instructions were easy and apartment was very clean."
Wrigley/Southport Corridor Garden Oasis +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.

Frequently asked questions

What's it like to stay at an apartment in Highland Park?
You’ll find 6 apartments to choose from in Highland Park for your vacation. Why not visit the shops and take time to enjoy the gardens while you’re in this family-friendly area? Favorite sights to visit while in town include Lake Michigan.
Why should you consider an apartment over a traditional hotel room?
Offering a kitchen for convenient meals, an apartment is often more spacious 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 the top apartment for my stay in Highland Park?
Listed below are some of the more popular apartments in the area to choose from: Wrigley/Southport Corridor Garden Oasis +parking!: Located 17.9 mi/28.9 km away in Chicago. Amenities include Smart TVs. The Holiday Lake House - 2br 2bth - 50 steps from the beach!: It’s situated in Chicago, 14.2 mi/22.8 km away. Includes free WiFi, private patios, and jetted bathtubs. Stay in “STYLE” Apartment, close to CHI downtown: 20.5 mi/32.9 km away in Chicago. Amenities include Smart TVs. Chic & Historic Apartment Steps from Mag Mile: It’s situated in Chicago, 21.3 mi/34.2 km from Highland Park.
How many apartments should I expect to find in Highland Park?
Expedia has 6 apartments to book in Highland Park.
What can I expect from the weather when I travel to Highland Park?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Highland Park. 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 Highland Park is 47 inches.
What should I see in Highland Park?
Highland Park is known for its gardens and shops. Cultural attractions include Ravinia Park and Ravinia Pavilion, whereas Lake Michigan and Chicago Botanic Garden are a couple of picturesque spots to enjoy the outdoors. Naval Base Great Lakes and Wrigley Field are other popular places to visit in the area.
What's the best way to get to and around Highland Park?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Chicago, IL (PWK-Chicago Executive), which is located 6.8 mi (10.9 km) from the heart of the city. You can also search for flights into Chicago O’Hare Intl. Airport (ORD), which is 15.1 mi (24.3 km) away. If you’d like to explore more of the area, hop aboard a train from Highland Park Station, Highland Park Ravinia Station, or Highland Park Ravinia Park Station.