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Compare 731 Apartments in Highland Park with updated reviews, rates, and availability.

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (68)
"convienent location "
Wrigley/Southport Corridor Garden Oasis +parking!

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (131)
"Great location and room to spread out while in the city. Minimalist furnishings but everything you need. High end TV and awesome reclining couch. The highlight of the stay though was the responsiveness of the owner, both to help with parking and then later to fully replace the toilet that developed a leak. Super speedy repairs on a late night Saturday night that was also a post holiday weekend. A!!"
Walk to Wrigley Field/Monthly Discounts Available

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

9.8 out of 10, Exceptional, (127)
"The home is lovely and clean. Plenty of towels and supplies. And the neighborhood is ideal. We'll be back!"
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

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, (167)
"Fantastic location and an outstanding host! I had an amazing stay. The space was ideal for my needs, offering a comfortable and convenient setting to assist my daughter with her wedding preparations. It had everything I was looking for—well-equipped with great amenities and in a prime location. The property was spotless, peaceful, and provided everything needed for a smooth and enjoyable experience. Easy street parking was always available! I highly recommend this place to anyone looking for a...
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (30)
"We very much enjoyed our stay at this property! We were visiting Chicago for a fun weekend trip to celebrate our anniversary. The location was on a quiet street but within close walking distance to plenty of restaurants and shopping. The apartment was clean and very quiet in a beautiful, historic building. We highly recommend Tempo Cafe for breakfast. On our last morning in town, we actually saw Larry David, Jeff Garlin and Susie Essman at brunch there! "
Chic & Historic Apartment Steps from Mag Mile

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (29)
"A very nice and conveniently located property. Used the blue line Damen and western stations to get around the city. Sauna was a huge plus after hockey game at Wrigley field. "
Entire Below Level Studio w/ Private Sauna

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

10.0 out of 10, Exceptional, (102)
"Stayed with my husband and our two preteens. I grew up in Oak Park and chose this based off of location and it was perfect. Walkable neighborhood, close to the El and downtown Oak Park. The house was clean and comfortable, on top of having the quintessential Oak Park / Chicago vibe Communication was easy so was check in and out. I would choose to stay here again for sure!"
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

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

10.0 out of 10, Exceptional, (40)
"Great location. Very easy access "
Stylish, Inviting 2-BR near Logan Square and Wrigley Field

Beautiful Unit CHI in Prime River North - 3

9.8 out of 10, Exceptional, (18)
"Great loft in good location!"
Beautiful Unit CHI in Prime River North - 3

NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!

10.0 out of 10, Exceptional, (1)
"First of all, the pictures does not do this place justice. It was so bright and sunny and well decorated. It was WELL stocked with anything you could think of. And our hostess was the mostess. Thank you again Tori for everything. I just loved the place! Easy parking as well, that's always a plus in my book!"
NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!

Chic apartment in phenomenal Chicago with WiFi, AC

8.8 out of 10, Excellent, (6)
"I was really impressed with the decor and layout. The TV wasn’t working but other than that the experience was great"
Chic apartment in phenomenal Chicago with WiFi, AC

The Wrigleyville Garden- 200 Steps to Wrigley - Super Clean!

9.8 out of 10, Exceptional, (58)
"Perfect location for our Wrigley event! Very clean and comfortable and would stay here again!!"
The Wrigleyville Garden- 200 Steps to Wrigley - Super Clean!

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (14)
"This place was perfect for us, and right where we needed it to be. "
Charming Wrigleyville Home Close to the Cubs!

Downtown Chicago Studio in Prime Location

9.6 out of 10, Exceptional, (9)
"I had a wonderful day at the studio apartment nice and clean with a fantastic location."
Downtown Chicago Studio in Prime Location

Cozy Nest in Chicago's Vibrant Lincoln Square

10.0 out of 10, Exceptional, (55)
"We returned to our old neighborhood of Lincoln Square after 15 years for the Frozen Confines hockey games at Wrigley. This home was a perfect base for all our activities! We were cozy and had fun playing foosball, air hockey and board games at the large dining room table! Almir was very responsive and directions were clear and accurate! Highly recommend!"
Cozy Nest in Chicago's Vibrant Lincoln Square

5 Bedroom Wrigleyville experience right by stadium

10.0 out of 10, Exceptional, (48)
"Very pleased with our visit. Great location, spacious, clean, attractive accommodations."
5 Bedroom Wrigleyville experience right by stadium

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

10.0 out of 10, Exceptional, (22)
"Me and my daughter felt more than accepted and had a great time while moving her to college. Thank you for giving us a sense of home while away. "
The price is SAR 319
SAR 783 total
includes taxes & fees
3 Feb - 4 Feb
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

Large 3 bdrm / dining in the heart of Logan Square mins to DOWNTOWN

9.8 out of 10, Exceptional, (13)
"In Logan Square with easy street parking, nice sense of neighborhood, felt very safe, pretty quiet, very walkable area. The spacious 3 bedroom walk up was perfect for a girls weekend with friends. Beds were super comfortable. Host was very responsive. "
Large 3 bdrm / dining in the heart of Logan Square mins to DOWNTOWN

1 Garage Spot Included - Near "L" Train - Highly Rated - North Center

10.0 out of 10, Exceptional, (11)
"Tara’s apartment is beautiful!! Exactly as shown in listing! Tara was very responsive and gave great directions! Check in and out we’re very easy. Would definitely stay there again!!"
1 Garage Spot Included - Near "L" Train - Highly Rated - North Center
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, (282)
"Besides hallways being loud and like frat house from 1 to 3am , the police showing up it was very great"
The price is SAR 624
SAR 816 total
includes taxes & fees
19 Jan - 20 Jan
Level Chicago – Old Town

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (174)
"We were very pleased with the property. Stayed there over the Thanksgiving holiday & weekend while visiting my older daughter. Nice neighborhood & easy location to get to other parts of the city. Everything was as depicted in the description and communication with management was excellent. Would stay here again."
Walking distance to restaurants, shops and Lake Michigan,

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (68)
"convienent location "
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? Visit top places in the surrounding region such as Naval Base Great Lakes and Wrigley Field.
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: Wrigley/Southport Corridor Garden Oasis +parking!: Situated in Chicago, 17.9 mi/28.9 km from the heart of Highland Park. Includes Smart TVs. Roscoe Village Inn | Guesthouse | Walk to Chicago’s Wrigley Field: It’s located in Chicago, 17.4 mi/28.1 km away. Stay in “STYLE” Apartment, close to CHI downtown: 20.5 mi/32.9 km away in Chicago. Amenities include Smart TVs. The Holiday Lake House - 2br 2bth - 50 steps from the beach!: It’s located in Chicago, 14.2 mi/22.8 km from Highland Park. Includes free WiFi, private patios, and jetted bathtubs.
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 Chicago Botanic Garden and Lake Michigan 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.