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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Highland Park holiday rentals

Full-sized fridge, microwave, oven, stovetop

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (436 reviews)
"Clean, nice amenities and great staff."
United States
Sydnee
Level Chicago – Old Town
Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms

Apartment in Oak Park

The Oak Park Loft
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is Rp2.125.031
Rp4.305.894 total
includes taxes & fees
4 Mar - 5 Mar
The Oak Park Loft
Living area

Aparthotel in Lakeview

Wrigleyville Suites
2.0 star property
9.2 out of 10, Wonderful, (29 reviews)
"Nice place "
United States
Barry
The price is Rp1.594.026
Rp1.871.228 total
includes taxes & fees
4 Mar - 5 Mar
Wrigleyville Suites
Breakfast, lunch, dinner served; Greek cuisine

Aparthotel in Downtown Evanston

The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (105 reviews)
"This is a fantastic hotel with super friendly staff"
United States
German
The price is Rp3.066.602
Rp3.510.646 total
includes taxes & fees
8 Mar - 9 Mar
The Gem Museum Suites
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Lounge

Apartment in Oak Park

Historic Oak Park Home
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is Rp2.558.032
Rp4.801.645 total
includes taxes & fees
4 Mar - 5 Mar
Historic Oak Park Home
Interior

Aparthotel in West Town

River West, Third Floor Chicago by 747 Lofts
2.0 star property
9.0 out of 10, Wonderful, (17 reviews)
"Loved the space and location "
United States
Caroline
The price is Rp1.525.938
Rp4.089.896 total
includes taxes & fees
6 Mar - 7 Mar
River West, Third Floor Chicago by 747 Lofts
Apartment, Private Bathroom | Lounge

Apartment in Oak Park

At Home in Oak Park
3.5 star property
9.4 out of 10, Exceptional, (9 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is Rp2.459.523
Rp4.688.798 total
includes taxes & fees
4 Mar - 5 Mar
At Home in Oak Park
Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Exterior

Apartment in Oak Park

Historic Oak Park Residence
2.0 star property
9.6 out of 10, Exceptional, (12 reviews)
"Absolutely awesome "
United States
Erik
The price is Rp2.810.546
Rp5.090.594 total
includes taxes & fees
4 Mar - 5 Mar
Historic Oak Park Residence
Studio | Living area

Aparthotel in West Town

River West, Second Floor Chicago by 747 Lofts
2.0 star property
9.6 out of 10, Exceptional, (4 reviews)
"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."
United States
Anonymous traveller
The price is Rp1.291.414
Rp5.954.328 total
includes taxes & fees
8 Mar - 9 Mar
River West, Second Floor Chicago by 747 Lofts
Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Aparthotel in West Town

Chicago Third Floor Studio by 747 Lofts
2.0 star property
9.8 out of 10, Exceptional, (7 reviews)
"Clean, easy to check in, all the household items you’d expect"
United States
Jason
The price is Rp1.225.115
Rp5.822.025 total
includes taxes & fees
16 Mar - 17 Mar
Chicago Third Floor Studio by 747 Lofts
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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Top Highland Park Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"I stayed in room 1401 the billing is really clean. Staff is really nice eating dinner. Here is so delicious. Breakfast is so delicious. Staff is really nice. I definitely recommend the public to come and stay here for a weekend or visit downtown Chicago tours attractions. It’s really good here really good Hotel definitely recommend everyone to come here to stay. It’s really clean. Steph is really nice. Have you drink here with your friends and family? Definitely recommend to stay here 10 out of 10. ;) "
Jesus 1-night trip
Posted 5 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Highland Park

Search for holiday rentals in Highland Park on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Highland Park using one of the methods below:

  • View our selection of featured holiday rentals in Highland Park
  • Use the map to find apartments and other holiday homes in the Highland Park neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Highland Park while they last

Look no further and take a look at our great range of rental properties in Highland Park!

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.

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.