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Search Apartment Rentals in Highland Park

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Check prices for these dates

Next weekend
Apr 25 - Apr 27
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May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Highland Park Apartments

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
3 bedrooms, WiFi, bed sheets

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!

9.2 out of 10, Wonderful, (76)
"The home made our stay in Chicago very easy. There is a lot to do nearby and easy to walk everywhere. The place is very nice and amenable."
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Chic, Cozy home, by Blue Line Train Stop + Free parking
Interior

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.6 out of 10, Exceptional, (47)
"This property is very clean and very cozy. The location is great, except at night, I was able to hear the train and highway traffic. My husband wasn't bothered at all. We still liked it and suited our needs. The amenities were excellent. There's plenty of parking. "
Chic, Cozy home, by Blue Line Train Stop + Free parking
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, (10)
"What a cosy quaint place! Everyone was friendly. "
The price is CA $137
CA $357 total
includes taxes & fees
Apr 21 - Apr 22
2-bedroom apartment just 2 minutes drive to Wrigley Field
Charming Wrigleyville Home Close to the Cubs!
Interior

Charming Wrigleyville Home Close to the Cubs!

9.6 out of 10, Exceptional, (18)
"Hardest part of the experience was finding the front door. After that, we had a wonderful experience. The shower was awesome. "
Charming Wrigleyville Home Close to the Cubs!
Walk to Wrigley Field/Monthly Discounts Available
Fridge, microwave, oven, stovetop

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (137)
"we had a family stay for Opening Day at Wrigley. Super location for Wrigley . Great Host. very good communicator "
Walk to Wrigley Field/Monthly Discounts Available
Chic & Historic Apartment Steps from Mag Mile
Fridge, microwave, oven, stovetop

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (33)
"What an exceptional property! Perfect for a two-person getaway. It's right around the corner from shops and restaurants in the terrific Gold Coast neighborhood. Beautiful, modern decor with vintage building charm. It is very safe, quiet and comfortable - we got great sleep here. The host was communicative and everything was very easy. Definitely plan to come back to this gem!"
Chic & Historic Apartment Steps from Mag Mile
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Smart TV, DVD player, books, stereo

Stylish, Inviting 2-BR near Logan Square and Wrigley Field

10.0 out of 10, Exceptional, (47)
"Clean, safe, excellent "
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
Smart TV, fireplace, DVD player, books

The Logan Square Guest House - Classic Vintage Comfort With Free Parking!

10.0 out of 10, Exceptional, (25)
"Hosts are very responsive. Super easy checkout. The rental has lots of space, is comfortable and is very clean. This was our second time staying there and we hope it will be available the next time we come to visit that area of Chicago!"
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
Book Spring & Summer Trip, Safe & Serene, Beautiful Unit Chicago - SuperHost!
Terrace/patio

Book Spring & Summer Trip, Safe & Serene, Beautiful Unit Chicago - SuperHost!

9.8 out of 10, Exceptional, (18)
"Very clean, loved all the thoughtful extras!"
Book Spring & Summer Trip, Safe & Serene, Beautiful Unit Chicago - SuperHost!
Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover
Property grounds

Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover

8.8 out of 10, Excellent, (8)
"Property was great. "
Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover
Bright Garden Studio
1 bedroom, desk, iron/ironing board, travel crib

Bright Garden Studio

9.0 out of 10, Wonderful, (21)
"Great Location"
The price is CA $136
CA $359 total
includes taxes & fees
Apr 21 - Apr 22
Bright Garden Studio
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Pool

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

10.0 out of 10, Exceptional, (97)
"Just what we needed for our Beauty show convention in Rosemont. Great place, the host Jamie is awesome. "
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Dramatic, Spacious Wrigley Loft + Private Rooftop, Grill - Ranked GUEST FAVORITE
Smart TV, fireplace, DVD player, foosball

Dramatic, Spacious Wrigley Loft + Private Rooftop, Grill - Ranked GUEST FAVORITE

10.0 out of 10, Exceptional, (87)
"Property and location were great! Very responsive to questions and check in and out were easy."
Dramatic, Spacious Wrigley Loft + Private Rooftop, Grill - Ranked GUEST FAVORITE
Perfect 4 Bedroom/3 Bath in the HEART of Old Town
Fridge, microwave, oven, stovetop

Perfect 4 Bedroom/3 Bath in the HEART of Old Town

10.0 out of 10, Exceptional, (57)
"This was the second time we have stayed at this property. We like everything about it. Clean property, plenty of room, cool outlooks from the windows, all the amenities. And the neighborhood has plenty of restaurants, coffee shops, well located to other parts of town. And even a very convenient parking space. Highly recommend it. Lastly, the property manager is very responsive and friendly and helpful. "
Perfect 4 Bedroom/3 Bath in the HEART of Old Town
Duplex 3 Bed 2 Bath Apt Steps from Lincoln Square
Fridge, microwave, oven, stovetop

Duplex 3 Bed 2 Bath Apt Steps from Lincoln Square

3.0 star property
10.0 out of 10, Exceptional, (11)
"Our experience was awesome. Very comfortable for all of us. Really enjoyed the property and could walk around and find everything needed. Even walked to Wrigley. Great experience. Thank you for the opportunity. "
Duplex 3 Bed 2 Bath Apt Steps from Lincoln Square
Beautiful apartment in peaceful Elk Grove
Lobby

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
Beach

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

10.0 out of 10, Exceptional, (217)
"Our group consisted of two couples and this place was perfect for us. Very comfortable, kitchen is well equipped with everything you could need. "
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
Great Location-Beautiful Friendly Andersonville Neighborhood
Smart TV, books

Great Location-Beautiful Friendly Andersonville Neighborhood

10.0 out of 10, Exceptional, (179)
"Clean, quiet and comfortable! Close to Andersonville shops and restaurants. Great location in city! "
Great Location-Beautiful Friendly Andersonville Neighborhood
Vibrant 3BR Flamingo Paradise | Heart of Lakeview!
Fridge, microwave, oven, stovetop

Vibrant 3BR Flamingo Paradise | Heart of Lakeview!

Vibrant 3BR Flamingo Paradise | Heart of Lakeview!
Artistic Loft Rooftop Uptown Montrose Beach GymWFH
Terrace/patio

Artistic Loft Rooftop Uptown Montrose Beach GymWFH

10.0 out of 10, Exceptional, (23)
"This was convenient and check-in process was easy. We would stay here again."
The price is CA $89
CA $295 total
includes taxes & fees
Apr 23 - Apr 24
Artistic Loft Rooftop Uptown Montrose Beach GymWFH
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
Front of property - evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (303)
"Only thing was no communication on the pool location and the arcade games so I just didn't go and how to work the stove other that it was a beautiful experience. I think you should let people smoke on the balcony. I mean it is a expensive location and marijuana is legal a recreational use think about it. "
The price is CA $241
CA $314 total
includes taxes & fees
Apr 22 - Apr 23
Level Chicago – Old Town
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (3)
"Very good place at a very good price! Communication is the only need for improvement in my opinion. "
The price is CA $179
CA $280 total
includes taxes & fees
Apr 20 - Apr 21
Wrigleyville Suites
Bright Garden Studio
1 bedroom, desk, iron/ironing board, travel crib

Bright Garden Studio

9.0 out of 10, Wonderful, (21)
"Great Location"
The price is CA $136
CA $359 total
includes taxes & fees
Apr 21 - Apr 22
Bright Garden Studio
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?
Here are some of the favorite apartments in the area to choose from: 2-bedroom apartment just 2 minutes drive to Wrigley Field: Situated in Chicago, 16.9 mi/27.1 km from the heart of Highland Park. Includes free WiFi and Smart TVs. Bright Garden Studio: It’s situated in Evanston, 11.7 mi/18.8 km away. Includes private patios, fireplaces, and separate dining areas. Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!: 18 mi/29 km away in Chicago. Amenities include Smart TVs.
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 Six Flags Great America 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.