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Holiday Rentals in Highland Park

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Holiday Rentals in Highland Park

Our top choices for Highland Park holiday rentals

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (342)
"A lot of good food options walkable distance. "
Level Chicago – Old Town

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (83)
"Super nice hotel and staff "
The price is €199
includes taxes & fees
2 Sept - 3 Sept
The Gem Museum Suites

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (15)
"Excellent location and very clean! Would stay again!"
The price is €142
includes taxes & fees
24 Aug - 25 Aug
Wrigleyville Suites

Clean & Equipped 1BR Apt

8.4 out of 10, Very good, (14)
"Good experience. Would stay there again "
The price is €178
includes taxes & fees
1 Sept - 2 Sept
Clean & Equipped 1BR Apt

Charming 2BR in Vibrant Lakeview

8.8 out of 10, Excellent, (9)
The price is €199
includes taxes & fees
3 Sept - 4 Sept
Charming 2BR in Vibrant Lakeview

Cozy, Fully Set-Up 1BR Space

8.8 out of 10, Excellent, (15)
"Great place! 15 min walk to Wrigley "
The price is €178
includes taxes & fees
2 Sept - 3 Sept
Cozy, Fully Set-Up 1BR Space

Stylish 1BR in Lakeview Chicago

8.4 out of 10, Very good, (11)
"This is a great apartment. It was very clean, well equipped kitchen and comfortable bed. Close to restaurants, grocery store, Starbucks and Wrigley Field. We could not find any parking on the street where the apartment is. I do recommend that you get in touch with the property owners couple of days prior to your visit because there is a vetting process prior to getting the keys to the apartment. "
The price is €192
includes taxes & fees
2 Sept - 3 Sept
Stylish 1BR in Lakeview Chicago

Lakeview 2BR Apartment

9.2 out of 10, Wonderful, (12)
"Great experience overall. Check-in was easy and the unit was very well kept. Very happy that we were so close to so much public transportation. It is a little noisy for those who aren’t used to hearing the L train nearby. Parking is hard to find, but there is paid parking nearby and easy to access public transit. If you plan on parking your car for the full time you’re there."
The price is €197
includes taxes & fees
3 Sept - 4 Sept
Lakeview 2BR Apartment

Chic hotel with WiFi, fitness room, AC in lovely Schaumburg

2.0 out of 10, (1)
"No info was at the hotel for me. Ended up with no where to stay and no idea if I’m getting a refund. Good times horrible "
The price is €132
includes taxes & fees
22 Aug - 23 Aug
Chic hotel with WiFi, fitness room, AC in lovely Schaumburg

Amazing 3-bedroom house with WiFi and AC in awesome Chicago

Amazing 3-bedroom house with WiFi and AC in awesome Chicago

Homey 1BR Space Apartment

9.0 out of 10, Wonderful, (4)
"Great location. Very walkable to restaurants and bars. Awesome park nearby. Host was easy to communicate with. "
The price is €173
includes taxes & fees
2 Sept - 3 Sept
Homey 1BR Space Apartment

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

6.0 out of 10, (2)
"Great space for large groups. Park across the street is a great "feature"."
The price is €857
includes taxes & fees
3 Sept - 4 Sept
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

BOUTIQUE DESIGNER FLAT IN LINCOLN PARK

BOUTIQUE DESIGNER FLAT IN LINCOLN PARK

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (19)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is €152
includes taxes & fees
2 Sept - 3 Sept
Cozy studio in Andersonville Chicago

Huge Projector and Designated Workspace - Near Wrigley!

Huge Projector and Designated Workspace - Near Wrigley!

Luxurious 3 Bedroom Apartment in Chicago

9.0 out of 10, Wonderful, (18)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (13)
"Super clean. Cozy. SAFE. Short drive to nearly every big attraction! Host was very communicative and kind!!"
The price is €171
includes taxes & fees
2 Sept - 3 Sept
Nice 1BR Spot, Unwind & Relax

Sleek Style 3BR Haven - Free Parking

9.6 out of 10, Exceptional, (7)
The price is €236
includes taxes & fees
25 Aug - 26 Aug
Sleek Style 3BR Haven - Free Parking

Uptown Studio Gem Sum

8.8 out of 10, Excellent, (3)
"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. "
The price is €170
includes taxes & fees
1 Sept - 2 Sept
Uptown Studio Gem Sum

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

9.6 out of 10, Exceptional, (4)
"Home was cute and as advertised, outdoor area great for families to relax. Only recommendation to have some information at the home for guests in the event the alarm system is activated so it can be acknowledged quickly. "
North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar
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

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?

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar: This holiday home rental outside of Highland Park offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

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.