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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

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

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

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

9.8 out of 10, Exceptional, (129)
"This is a very comfortable apartment with 2 bedrooms, a functional kitchen, lovely dining room, living room, and a nice small craft/puzzle room. We enjoyed having it as our home base during a visit to family in Lincoln Park. We will come back! "
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
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, (132)
"Great host, great location and great stay. Harry is a great host and was easy to work with on the stay. Thank you!"
Walk to Wrigley Field/Monthly Discounts Available
Beautiful apartment in peaceful Elk Grove
Lobby

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove
Wrigley/Southport Corridor Garden Oasis +parking!
Living area

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (71)
"Great property, perfect for two people. Easy walk to Wrigley. Stayed there on a couple cold winter days, and being a basement unit, the heater couldn’t keep up very well, so it was a little colder than ideal, but nothing a sweatshirt or extra blanket couldn’t fix. Would definitely go back!"
Wrigley/Southport Corridor Garden Oasis +parking!
Chic & Historic Apartment Steps from Mag Mile
Living area

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (31)
"Great amenities, great location, spacious and comfortable. Check in a few days prior was difficult as the owner/manager didn’t message me or email me back… I had to call VRBO to have them investigate. Once they were made aware, smooth sailing from then on. Also, they listed a jacuzzi on site which was an error,and that was disappointing as I planned on that. Overall, despite these two things, great place ti stay! "
Chic & Historic Apartment Steps from Mag Mile
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, (168)
"Hosts were responsive to our needs. Perfect location for our stay"
Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
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, (5)
"One of the most beautiful rentals I've stayed in. Also, when there was a hiccup in the booking process, the owner communicated directly with me right away, coming to a solution that made everyone happy. A very lovely experience all around. "
The price is AED 551
AED 1,207 total
includes taxes & fees
5 Feb - 6 Feb
2-bedroom apartment just 2 minutes drive to Wrigley Field
NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!
Living area

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!
Entire Below Level Studio w/ Private Sauna
Cozy living room equipped with games, Nintendo Wii, smart TV & fold down couch.

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (30)
"Great communication with the owners. Very clean and lovely stay in a quiet neighborhood. "
Entire Below Level Studio w/ Private Sauna
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Large sunny living room great for get togethers with friends and family.

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
Living area

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
5 Bedroom Wrigleyville experience right by stadium
Exterior detail

5 Bedroom Wrigleyville experience right by stadium

10.0 out of 10, Exceptional, (49)
"The property was spacious, clean and was in an excellent location for walking to restaurants and having food delivered and using ride share. Parking was very easy and the beds were all very comfortable. "
5 Bedroom Wrigleyville experience right by stadium
2 New Construction Suites Same Place

2 New Construction Suites Same Place

9.2 out of 10, Wonderful, (19)
"Great place to stay. Parking was great. Nice to have both places and the whole floor!"
2 New Construction Suites Same Place
The Holiday Lake House - 2br 2bth - 50 steps from the beach!
Terrace/patio

The Holiday Lake House - 2br 2bth - 50 steps from the beach!

10.0 out of 10, Exceptional, (39)
"This was a great place to celebrate the holidays. Kitchen was well stocked with cookware and utensils to make Christmas dinner and we had plenty of room to gather for game night. Beds were comfy and all amenities were in good condition. The apartment looks brand new! Loved the shampoo/conditioner/soap dispensers in the shower! Will definitely be back next Christmas. Thanks for the hospitality!"
The Holiday Lake House - 2br 2bth - 50 steps from the beach!
Cozy Apartment in Lincoln Park
Twin Daybed with Trundle

Cozy Apartment in Lincoln Park

Cozy Apartment in Lincoln Park
Chic, Cozy home, by Blue Line Train Stop + Free parking
Private kitchen

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

9.4 out of 10, Exceptional, (43)
"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!
Bedroom 1

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

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
Chic apartment in phenomenal Chicago with WiFi, AC
Interior

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
Downtown Chicago Studio in Prime Location
Main bed - fold down double bed with Eve mattress & luxury linen

Downtown Chicago Studio in Prime Location

9.6 out of 10, Exceptional, (9)
"This location can’t be beat. It’s one block away from the action and sits on a quiet little street filled with historic Chicago buildings. We had a piece of cake time entering the unit and it was very clean. You’re close to everything, Michigan ave, Gibson’s, Lou Malnati’s, and many more. You’re also close "
Downtown Chicago Studio in Prime Location
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, (287)
"Amazing stay ! Love this property every time I’m in Chicago. "
The price is AED 745
AED 956 total
includes taxes & fees
10 Feb - 11 Feb
Level Chicago – Old Town
Wrigleyville Suites
Terrace/patio

Wrigleyville Suites

2.0 star property
8.8 out of 10, Excellent, (3)
"All conditions (like the deposit) should be clear in the description. This is not a hotel or a hotel, it's a private place. All this should be clear at the moment of reservation. The property was good enough but the communication with the host was troublesome. And the price is not that low. I will look for a hotel next time. "
The price is AED 265
AED 494 total
includes taxes & fees
5 Feb - 6 Feb
Wrigleyville Suites
Stunning 3 BR in prime Chicago location
Living area

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (87)
"A clean, spacious, affordable option in a perfect location in Lincoln Park. Plan to return in the future."
Stunning 3 BR in prime Chicago location
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: Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood: Situated in Chicago, 18.6 mi/29.9 km from the heart of Highland Park. Includes free WiFi, private balconies, and separate dining areas. Wrigley/Southport Corridor Garden Oasis +parking!: Located 17.9 mi/28.9 km away in Chicago. Amenities include Smart TVs. Chic & Historic Apartment Steps from Mag Mile: It’s located in Chicago, 21.3 mi/34.2 km away. Bright Garden Studio: It’s located in Evanston, 11.7 mi/18.8 km from Highland Park. Includes private patios, fireplaces, and separate dining areas.
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.