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Highland Park Holiday Rentals

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Check prices for these dates

Tonight
15 Jul - 16 Jul
Tomorrow
16 Jul - 17 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Holiday Rentals in Highland Park

Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits
Fridge, microwave, oven, stovetop

Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits

The price is HK$5,589
HK$9,625 total
includes taxes & fees
16 Jul - 17 Jul
Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (326)
"Hotel was nice"
The price is HK$3,515
HK$4,302 total
includes taxes & fees
30 Jul - 31 Jul
Level Chicago – Old Town
The Gem Museum Suites
Private kitchen

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (72)
"Good people great breakfast "
The price is HK$1,696
HK$1,942 total
includes taxes & fees
16 Jul - 17 Jul
The Gem Museum Suites
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.2 out of 10, Wonderful, (7)
"Absolutely loved staying here! Would 10/10 recommend this place!"
The price is HK$663
HK$1,171 total
includes taxes & fees
16 Jul - 17 Jul
Wrigleyville Suites
Clean & Equipped 1BR Apt
1 bedroom, iron/ironing board, WiFi, bed sheets

Clean & Equipped 1BR Apt

10.0 out of 10, Exceptional, (1)
"Was very clean and comfortable simply furnished but nice close to the things we were looking for. "
The price is HK$738
HK$1,462 total
includes taxes & fees
21 Jul - 22 Jul
Clean & Equipped 1BR Apt
Lakeview 2BR Apartment
Fridge, microwave, oven, stovetop

Lakeview 2BR Apartment

10.0 out of 10, Exceptional, (1)
"Great location, charming building. The photos in the listing are very accurate. Super close to the L and restaurants."
The price is HK$769
HK$1,655 total
includes taxes & fees
28 Jul - 29 Jul
Lakeview 2BR Apartment
Huge Projector and Designated Workspace - Near Wrigley!
2 bedrooms, desk, iron/ironing board, free WiFi

Huge Projector and Designated Workspace - Near Wrigley!

Huge Projector and Designated Workspace - Near Wrigley!
Cozy, Fully Set-Up 1BR Space
Fridge, microwave, oven, stovetop

Cozy, Fully Set-Up 1BR Space

10.0 out of 10, Exceptional, (2)
"Great communication, location, and would love to stay here again "
The price is HK$738
HK$1,471 total
includes taxes & fees
23 Jul - 24 Jul
Cozy, Fully Set-Up 1BR Space
Luxurious 3 Bedroom Apartment in Chicago
Microwave, oven, stovetop, dishwasher

Luxurious 3 Bedroom Apartment in Chicago

9.6 out of 10, Exceptional, (12)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago
Cozy studio in Andersonville Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (10)
"I thought I was in a $300 night hotel, private, and serene surrounding"
The price is HK$746
HK$1,386 total
includes taxes & fees
11 Aug - 12 Aug
Cozy studio in Andersonville Chicago
Charming 2BR in Vibrant Lakeview
Interior

Charming 2BR in Vibrant Lakeview

9.0 out of 10, Wonderful, (2)
"The host was very communicative, the location was in a safe clean neighborhood. Great location for exploring north Chicago. Home was super cute and clean, perfect for our mother/daughter trip. "
The price is HK$761
HK$1,604 total
includes taxes & fees
21 Jul - 22 Jul
Charming 2BR in Vibrant Lakeview
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Fridge, microwave, oven, stovetop

3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi

9.0 out of 10, Wonderful, (7)
The price is HK$1,452
HK$2,850 total
includes taxes & fees
16 Jul - 17 Jul
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
8 bedrooms, desk, iron/ironing board, travel cot

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

The price is HK$1,239
HK$7,102 total
includes taxes & fees
16 Jul - 17 Jul
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater
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
9.4 out of 10, Exceptional, (29)
"Easy to find, slept like a baby. "
The price is HK$1,053
HK$2,548 total
includes taxes & fees
24 Jul - 25 Jul
2-bedroom apartment just 2 minutes drive to Wrigley Field
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Bar (on property)

"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "

5.2 out of 10, (5)
"Room clean, fitness room awful!! Have to request house keeping but they do not change sheets. Bar and restaurant bare minimum. They have a nice bar next to hotel(Not the-one located in the hotel) Would not stay again!"
The price is HK$1,444
HK$1,625 total
includes taxes & fees
18 Jul - 19 Jul
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
Fridge, microwave, oven, stovetop

Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

8.8 out of 10, Excellent, (29)
"It was what I thought it would be "
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
4BR Retreat w/ Theater, Game Room & Backyard
Dining

4BR Retreat w/ Theater, Game Room & Backyard

10.0 out of 10, Exceptional, (2)
"Comfy beds and a great house for kids and adults."
The price is HK$1,094
HK$4,739 total
includes taxes & fees
22 Jul - 23 Jul
4BR Retreat w/ Theater, Game Room & Backyard
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Interior

Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC

Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Great 3 bedroom rental unit near Logan Square
Fridge, microwave, oven, stovetop

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (45)
"Safe neighborhood and super responsive host. I would definitely book again."
Great 3 bedroom rental unit near Logan Square
Lincoln Park Living - Suite 2!
Fridge, microwave, oven, stovetop

Lincoln Park Living - Suite 2!

9.2 out of 10, Wonderful, (34)
"Great space, good location. Very easy check out process."
Lincoln Park Living - Suite 2!
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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Frequently asked questions

Are there holiday rentals in Highland Park?

Yes, we give you a choice of holiday rentals where you'll be only 14.5 mi (23.4 km) from Six Flags Great America, offering you a more remote option to escape the hustle and bustle. The shops and live music are just a few reasons why travellers like Highland Park. Allow lots of time to check out the gardens and restaurants during your visit.

What are some of the best holiday rentals that Highland Park has to offer?

Lincoln Park Living - Suite 2!: This holiday home rental outside of Highland Park is located in the city centre, and offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Highland Park?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Highland Park stay.

What can I see and do in Highland Park?

Enjoy the outdoors at Lake Michigan and Chicago Botanic Garden, or simply take in cultural attractions like Ravinia Park and Ravinia Pavilion. Other popular places to visit in the area include Naval Base Great Lakes and Wrigley Field.

What are holiday rentals like in Highland Park?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland Park. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.