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Search Apartment Rentals in Highland Park

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Check prices for these dates

Next weekend
Mar 21 - Mar 23
In two weeks
Mar 28 - Mar 30
In one month
Apr 11 - Apr 13
In two months
May 9 - May 11

Browse Select Highland Park Apartments

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

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

9.2 out of 10, Wonderful, (73)
"Loved this location near Wrigley Stadium. "
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!
Chic, Cozy home, by Blue Line Train Stop + Free parking
Interior

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

9.4 out of 10, Exceptional, (44)
"Just as described and fit our needs perfectly. Super clean"
Chic, Cozy home, by Blue Line Train Stop + Free parking
Charming Wrigleyville Home Close to the Cubs!
Interior

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (16)
"Really nice location and a good place to stay. There's not a full kitchen but there is a kitchenette. We were out and about most of the time so that was no problem for us. Great neighborhood. "
Charming Wrigleyville Home Close to the Cubs!
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
Beach

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

9.8 out of 10, Exceptional, (132)
"Couldn’t have asked for a better experience. I was looking for a place to stay while visiting my daughter who lives in the dorms at DePaul, after figuring out there really aren’t hotels close by. The space was clean, well maintained and nicely updated, check in was seamless and communication was great, plenty of space for my daughter and I to hang out and enjoy some carryout together. The location was ideal, a few minutes to walk to multiple coffee options, 15 minutes to my daughters dorm so we...
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
Chic & Historic Apartment Steps from Mag Mile
Fridge, microwave, oven, stovetop

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (32)
"I didn’t realize when I booked this unit that I would have to carry my luggage up two flight of stairs. Unit is spacious, bathroom is a little tight the only issue I experienced was NOISE, first two nights it was the heater (I think) the last night I could hear foot steps from above and on the early morning of Monday it sounded like construction. Location is great if you want to be steps from high end shopping and restaurants. "
Chic & Historic Apartment Steps from Mag Mile
One half block from Lincoln Park and the zoo
Exterior detail

One half block from Lincoln Park and the zoo

9.8 out of 10, Exceptional, (106)
"Clean and a perfect location for you in Chicago! Book it. This is my second time and everything was perfect."
One half block from Lincoln Park and the zoo
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, (44)
"Loved the art, books, games, comfy mattresses, clean linens… this place has it all!"
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Experience Chicago in Hip Logan Square
Exterior

Experience Chicago in Hip Logan Square

9.2 out of 10, Wonderful, (5)
"Very clean townhome with all the necessary amenities. Owner was quickly responsive to all communications. Relatively quiet neighborhood. Next door neighbor had a Halloween party on a Sunday night that lasted until 3am. Wasn’t horribly loud but could hear enough noise that I needed to use my noise canceling headphones to sleep. The other nights were very quiet and peaceful. Would stay there again in the future. "
Experience Chicago in Hip Logan Square
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
9.8 out of 10, Exceptional, (6)
"My wife and I were attending a show and stayed for a night. It's fairly close to the Aragon Ballroom and has lots of dining options nearby. The host was attentive and easy to reach. He even shoveled the snow at 11pm; as it had snowed during the show and when it was over several inches had fallen. Well done sir, cleanest walk in the neighborhood.Everything in the apartment was clean and comfortable."
The price is CA $142
CA $380 total
includes taxes & fees
Mar 11 - Mar 12
2-bedroom apartment just 2 minutes drive to Wrigley Field
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, (93)
"Great place for me to stay for work travel! Bed is cozy and Jamie does a fantastic job making guests feel welcome and comfortable. Location was super cute as well. I would definitely stay here again. "
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
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, (214)
"Beautiful property.. very responsive host .. above and beyond what we expected.. and Peefect location for us .. near our daughter’s new Roger’s park apartment !! Highly recommen "
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
Entire Below Level Studio w/ Private Sauna
Property grounds

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (34)
"A good small apartment in a great area of town. Would have loved to have the heater thermostat control downstairs, to control the temperature as we came int the apartment. As it turns out, the weekend we stayed was frigid cold and we needed the apartment to be warmer throughout. Everything else was perfect."
Entire Below Level Studio w/ Private Sauna
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, (55)
"Quiet, fun place to stay. The apartment was clean, and exactly what we were looking for. Didn't see a single neighbor during our stay. There are a lot of stairs, just in case you overpack and have a gigantic suitcase. The beds were comfortable. One of the queen bedrooms does not have exterior windows, there's a window above the door, but that just made it the quietest room in the place. Very cute, we'll be back!"
Perfect 4 Bedroom/3 Bath in the HEART of Old Town
Beautiful apartment in peaceful Elk Grove
Lobby

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove
Oak Park Queen
Exterior

Oak Park Queen

9.4 out of 10, Exceptional, (12)
"Wonderful place. Stayed four nights and went in and out to visit family in Oak Park and nearby neighborhoods. Everything you will need when looking for a place to stay. Clean, roomy, comfy and had everything we needed!Consider staying here!"
The price is CA $194
CA $369 total
includes taxes & fees
Mar 11 - Mar 12
Oak Park Queen
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Fridge, microwave, oven, stovetop

Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

10.0 out of 10, Exceptional, (104)
"It was exactly as expected. Clean and easy check in and check out well supplied!"
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Walk to Wrigley Field/Monthly Discounts Available
Fridge, microwave, oven, stovetop

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (133)
"We’ll make this our home away from home whenever we get back to Wrigleyville. Enjoyed a family/friends reunion for a week. Great location and great host. The roomy flat has everything one needs to be comfortable. We enjoyed great food from Wrigleyville Dogs (next door) including delicious Greek gyro sandwiches and also made home cooked meals in a fully equipped kitchen. Awesome experience - highly recommend."
Walk to Wrigley Field/Monthly Discounts Available
3 BR / 2 BTH unit steps to the beach and close to Loyola
Terrace/patio

3 BR / 2 BTH unit steps to the beach and close to Loyola

10.0 out of 10, Exceptional, (26)
"We were visiting our kids who go to college in the area. It was such a great location and place to meet up. The garage was a nice plus - we just parked for the weekend and rode the el to get around. The apartment is well appointed and cozy."
3 BR / 2 BTH unit steps to the beach and close to Loyola
Cozy Apartment in Lincoln Park
Interior

Cozy Apartment in Lincoln Park

Cozy Apartment in Lincoln Park
2 Bed Apt in Heart of Logan !
Fridge, microwave, oven, stovetop

2 Bed Apt in Heart of Logan !

10.0 out of 10, Exceptional, (1)
"Very clean. Great location. Well stocked. I also really appreciated there were not 10 pages of check out instructions. 2 blocks to Starbucks. 2 blocks to the CTA. 1 block to a small grocery store/deli. Great diner 2 blocks away. It is above a popular neighborhood bar. Friday night was fairly loud, Saturday was not bad, Sunday was quiet. Overall great experience and would stay again if visit friends in this area of town. "
2 Bed Apt in Heart of Logan !
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, (290)
"Amazing stay ! Love this property every time I’m in Chicago. "
The price is CA $233
CA $306 total
includes taxes & fees
Mar 13 - Mar 14
Level Chicago – Old Town
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
10.0 out of 10, Exceptional, (2)
The price is CA $111
CA $202 total
includes taxes & fees
Mar 11 - Mar 12
Wrigleyville Suites
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!
3 bedrooms, WiFi, bed sheets

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

9.2 out of 10, Wonderful, (73)
"Loved this location near Wrigley Stadium. "
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-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?
Below are some of the top apartments in the area to choose from: Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!: Situated in Chicago, 18 mi/29 km from the heart of Highland Park. Includes Smart TVs. Experience Chicago in Hip Logan Square: Located 18.8 mi/30.3 km away in Chicago. Chic, Cozy home, by Blue Line Train Stop + Free parking: It’s situated in Chicago, 16 mi/25.7 km away. Includes free WiFi, private balconies, and Smart TVs. Charming Wrigleyville Home Close to the Cubs!: 17.4 mi/27.9 km away in Chicago. Amenities include Smart TVs. Oak Park Queen: Located in Oak Park, 20.6 mi/33.1 km from Highland Park. Includes free WiFi and Smart TVs. Access to a hot tub is available on site.
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.