Highland Park Holiday Rentals

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Highland Park holiday rentals

Interior

Stunning & Stylish Downtown Studio - Highland Park

Stunning & Stylish Downtown Studio - Highland Park
Highland Park
8.4 out of 10, Very good, (7 reviews)
"Great location, quiet area, easy walking into town for breakfast etc"
United States
Tom B.
The price is HK$815
HK$1,586 total
includes taxes & fees
17 May - 18 May
Stunning & Stylish Downtown Studio - Highland Park
Exterior detail

Chic Studio in Downtown Highland Park near Metra

Chic Studio in Downtown Highland Park near Metra
Highland Park
8.0 out of 10, Very good, (4 reviews)
"Nice and cozy! Easy access to the surrounding area."
United States
Jason H.
The price is HK$658
HK$1,362 total
includes taxes & fees
3 May - 4 May
Chic Studio in Downtown Highland Park near Metra
Iron/ironing board, travel cot, WiFi, bed sheets

Sunlit Studio with City Charm

Sunlit Studio with City Charm
Rogers Park
8.0 out of 10, Very good, (10 reviews)
"Host was extremely welcoming and accommodating. They went out of their way to assure me that they were but a call away if there was anything we needed."
United States
Renee W.
The price is HK$533
HK$1,288 total
includes taxes & fees
28 Apr - 29 Apr
Sunlit Studio with City Charm
TV

Nice 1BR Spot, Unwind & Relax

Nice 1BR Spot, Unwind & Relax
Lincoln Square
9.8 out of 10, Exceptional, (35 reviews)
"Only needed some serving and cooking spoons, spatulas, etc., but as I was in a cooking class and not doing much cooking in the apartment it wasn't an issue. Lovely little spot, convenient, very comfortable and the host was available for any questions all hours of the day. Great stay. "
United States
Jan
The price is HK$690
HK$1,550 total
includes taxes & fees
28 Apr - 29 Apr
Nice 1BR Spot, Unwind & Relax
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (72 reviews)
"Great stay i loved it"
United States
Cedes W.
The price is HK$599
HK$1,223 total
includes taxes & fees
11 May - 12 May
Cozy studio in Andersonville Chicago
Iron/ironing board, WiFi

Uptown Studio Gem Sum

Uptown Studio Gem Sum
Uptown
7.4 out of 10, Good, (6 reviews)
"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "
United States
Leah W.
The price is HK$682
HK$1,462 total
includes taxes & fees
28 Apr - 29 Apr
Uptown Studio Gem Sum
Full-sized fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (468 reviews)
"Very clean and nice place"
United States
Hector
The price is HK$1,644
HK$2,123 total
includes taxes & fees
28 Apr - 29 Apr
Level Chicago – Old Town
TV, offices

1BR Apartment with a Warm & Welcoming Feel

1BR Apartment with a Warm & Welcoming Feel
Irving Park
9.0 out of 10, Wonderful, (4 reviews)
"It was wonderful and wil stay agian"
United States
Crystal P.
The price is HK$776
HK$1,670 total
includes taxes & fees
11 May - 12 May
1BR Apartment with a Warm & Welcoming Feel
Terrace/patio

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (52 reviews)
"A nice, quiet building very close to the family we were visiting. The common spaces were clean, and the hosts were warm and communicative. I would definitely stay here again."
United States
Melissa K.
The price is HK$621
HK$2,171 total
includes taxes & fees
28 Apr - 29 Apr
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Iron/ironing board, travel cot, WiFi, bed sheets

Trendy & Comfy Studio Unit

Trendy & Comfy Studio Unit
Portage Park
9.2 out of 10, Wonderful, (7 reviews)
"It was really a great place. Bb oo"
United States
Kate S.
The price is HK$690
HK$1,471 total
includes taxes & fees
20 May - 21 May
Trendy & Comfy Studio Unit
1 bedroom, iron/ironing board, travel cot, WiFi

Charming Sunlit 1BR Apartment

Charming Sunlit 1BR Apartment
Irving Park
9.0 out of 10, Wonderful, (14 reviews)
"Host was very attentive and answered all of our questions. It was very cozy and exactly as pictured."
United States
Brandon M.
The price is HK$737
HK$1,614 total
includes taxes & fees
11 May - 12 May
Charming Sunlit 1BR Apartment
Interior

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
Premium Urban 4BR - Perfect Mix of Comfort & Location
Desk, iron/ironing board, travel cot, WiFi

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is HK$901
HK$1,758 total
includes taxes & fees
10 May - 11 May
Chic Studio in the Heart of the Gold Coast
TV, offices

Peaceful 1BR Escape in Evanston

Peaceful 1BR Escape in Evanston
South Evanston
8.6 out of 10, Excellent, (7 reviews)
"Nice apartment in Evanston, perfect for my 2 night stay."
United States
Paul W.
The price is HK$658
HK$1,504 total
includes taxes & fees
28 Apr - 29 Apr
Peaceful 1BR Escape in Evanston
Interior

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (12 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is HK$744
HK$964 total
includes taxes & fees
28 Apr - 29 Apr
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Iron/ironing board, travel cot, WiFi, bed sheets

Sunny Studio in Heart of Ravenswood

Sunny Studio in Heart of Ravenswood
Uptown
9.6 out of 10, Exceptional, (7 reviews)
"Great neighborhood, easy check in/out. "
United States
Leah B.
The price is HK$658
HK$1,435 total
includes taxes & fees
28 Apr - 29 Apr
Sunny Studio in Heart of Ravenswood
Breakfast, lunch, dinner served; Greek cuisine

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (114 reviews)
"Great well taken care of boutique hotel. Loved the decoration and the quiet area of Evanston. Breakfast was great and a sit down service that was much appreciated."
United States
Michael
The price is HK$1,020
HK$1,168 total
includes taxes & fees
20 May - 21 May
The Gem Museum Suites
TV, offices

Homey 1BR Space Apartment

Homey 1BR Space Apartment
Lincoln Square
9.4 out of 10, Exceptional, (18 reviews)
"Love the location right in Lincoln Square. "
United States
Ticia B.
The price is HK$666
HK$1,522 total
includes taxes & fees
28 Apr - 29 Apr
Homey 1BR Space Apartment
TV, offices

Great Layout – Spacious 2BR Apt

Great Layout – Spacious 2BR Apt
Rogers Park
9.0 out of 10, Wonderful, (10 reviews)
"Clean, comfortable, and would definitely stay again!"
United States
KM W.
The price is HK$776
HK$1,768 total
includes taxes & fees
28 Apr - 29 Apr
Great Layout – Spacious 2BR Apt
Interior

Clean & Equipped 1BR Apt

Clean & Equipped 1BR Apt
Lakeview
9.2 out of 10, Wonderful, (65 reviews)
"Second time staying here and both times perfect for what we needed"
United States
Bernard S.
The price is HK$603
HK$1,449 total
includes taxes & fees
28 Apr - 29 Apr
Clean & Equipped 1BR Apt
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

Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

4/10 Poor
"Service was phenomenal, but hotel is dated, and smelled of dope and/or cigarettes everywhere. Sad…"
Steve 1-night trip
Posted 2 hours ago
Comfort Suites Chicago O'Hare Airport

Find out more about Highland Park

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

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  • 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.

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

ENVITAE Hotel, 4BR Luxury Modern Apartments: This holiday home rental outside of Highland Park is located in the city centre, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Highland Park?

With 5 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.