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Apartments in Highland Park

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Featured Apartments in Highland Park

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
9.6 out of 10, Exceptional, (7)
"All good"
New Garden Studio near Wrigley/DePaul/Dwtn
Beautiful apartment in peaceful Elk Grove
Beautiful apartment in peaceful Elk Grove
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
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
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!
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
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
9.6 out of 10, Exceptional, (124)
"All good."
Walk to Wrigley Field/Monthly Discounts Available
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 NZ$440
includes taxes & fees
25 Nov - 26 Nov
Oak Park Queen
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
8.4 out of 10, Very good, (17)
"Very comfortable and clean. Floors were squeaky of an old house and furniture was cheap but I would stay there again. Back yard was unusable to guests and quite trashy but landlady (who lived downstairs) was pleasant. Nice neighborhood and we felt safe for our 4 night stay. "
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
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
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
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
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
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 NZ$438
includes taxes & fees
16 Dec - 17 Dec
The Oak Park Loft
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
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
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
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 NZ$379
includes taxes & fees
25 Nov - 26 Nov
Level Chicago – Old Town
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!
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

What's it like to stay at an apartment in Highland Park?
You can search through 6 apartments in Highland Park for your stay. Why not visit the shops and take time to enjoy the gardens while you’re in this family-friendly area? Favourite places to explore include Lake Michigan.
Why would you choose apartments instead of traditional hotels?
Offering a kitchen for convenient meals, an apartment is usually more spacious than a traditional hotel room. Apartments are a good option for solo travellers who want to stay in at night and plan out their next day, and also for families wanting the conveniences of home.
What's a favourite apartment for a stay in Highland Park?
Below are some of the more popular apartments in the area: Wrigley/Southport Corridor Garden Oasis +parking!: Located 17.9 mi/28.9 km away in Chicago . Amenities include a Smart TV . 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, a patio and in-room jetted baths . Stay in “STYLE” Apartment, close to CHI downtown: 20.5 mi/32.9 km away in Chicago . Amenities include a Smart TV . Chic & Historic Apartment Steps from Mag Mile: It’s situated in Chicago , 21.3 mi/34.2 km from Highland Park.
How many apartments are there in Highland Park?
Expedia has 6 apartments to book in Highland Park.
What can I expect from the weather in 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 temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Highland Park is 1183 mm.
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 you save you a headache when you get to your destination. Fly into Chicago, IL (PWK-Chicago Executive), which is located 6.8 mi (10.9 km) from the city centre. You can also search for flights into Chicago O’Hare International Airport (ORD), which is 15.1 mi (24.3 km) away. If you want to travel outside the area, take a train from Highland Park Station, Highland Park Ravinia Station or Highland Park Ravinia Park Station.