Highland Park Vacation Rentals from ￥30,382: Search Short-Term Rentals

Q: What's the top vacation rental that Highland Park has to offer?

ENVITAE Hotel, 4BR Luxury Modern Apartments : This vacation home rental near Highland Park is located in the city center and offers a barbecue grill, 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 you can cook with friends or family.

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Our top choices for Highland Park vacation rentals

Chic Studio in Downtown Highland Park near Metra

Highland Park

Jason H.

￥27,860 total

includes taxes & fees

Jun 28 - Jun 29

Stunning & Stylish Downtown Studio - Highland Park

Highland Park

Tom B.

￥39,752 total

includes taxes & fees

Jul 7 - Jul 8

Desk, iron/ironing board, travel crib, WiFi

Chic Studio in the Heart of the Gold Coast

Downtown Chicago

Dulce

￥41,998 total

includes taxes & fees

Jun 14 - Jun 15

Bright Garden Studio

South Evanston

Drew H.

￥41,916 total

includes taxes & fees

Jun 10 - Jun 11

Chicago-Themed 1BR in a Central Spot near Downtown

Downtown Chicago

Melissa M.

￥37,729 total

includes taxes & fees

Jun 8 - Jun 9

Cozy studio in Andersonville Chicago

Edgewater

Cedes W.

￥32,140 total

includes taxes & fees

Jul 5 - Jul 6

1BR Well-Equipped Apartment

Lakeview

Tom M.

￥31,324 total

includes taxes & fees

Jun 9 - Jun 10

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

South Evanston

John R.

￥40,358 total

includes taxes & fees

Jun 10 - Jun 11

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Top Highland Park Hotel Reviews

Hyatt Regency O'Hare Chicago

10/10 Excellent

"N/A"

Sheraton Suites Chicago O'Hare

10/10 Excellent

"Giant suite room with separate pull out couch which was ideal after a full day internationally traveling with my wife and small child. Nice amenities and very close to the airport. Would stay here again no question. Parking rates are hefty. In my case I used SpotHero elsewhere for a much better nightly rate."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Great stay! I wasn’t sure what to expect since I didn’t know much about the hotel beforehand, but I was pleasantly surprised. The staff was friendly and welcoming, especially the team at the bar, who provided excellent service throughout our stay. The rooms were spacious and comfortable, with plenty of room to relax. The hotel has a lot of character, and you can tell it’s a historic building, which adds to its charm. At the same time, the décor is tasteful and well maintained. The surrounding area is very walkable, making it easy to explore nearby attractions, restaurants, and shops. Overall, it was a wonderful experience, and I would definitely stay here again."

Super 8 by Wyndham Chicago O'Hare Airport

2/10 Terrible

"The staff are helpful and friendly. But the rooms are a dump… the carpets are so dirty our socks turned black. The sheets are threadbare, dirty, with holes. The bathroom was filthy. Towels were old. The room smelled bad. Do not stay here… should be condemned. For what I paid for the room, it was money wasted (2/3 more than it should have been)."

Eaglewood Resort and Spa

6/10 Okay

"The hotel is beautiful. The staff seems like they are being forced to work there and hate their jobs. Also, the coffee maker in our room was broken. When we asked for a replacement, we were told there is nothing they could do. We could tell by the empty lot that the hotel wasn’t sold out. Why not take one from an empty room? I used to work for a hotel that really cared about the guests. No wonder this hotel is empty. We will not be staying again nor will we recommend this place."

Find out more about Highland Park

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Frequently asked questions

Are there vacation rentals in Highland Park?

Yes, there are vacation rentals where you'll be only 14.5 mi (23.4 km) from Six Flags Great America, offering you a more secluded option if you want a quieter place to stay. The shops and live music are just a few reasons why travelers like Highland Park. Allow lots of time to check out the gardens and restaurants during your visit.

What's the top vacation rental that Highland Park has to offer?

ENVITAE Hotel, 4BR Luxury Modern Apartments: This vacation home rental near Highland Park is located in the city center and offers a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals are there in Highland Park?

With 4 Expedia vacation rentals, you're sure 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 Six Flags Great America.

What are vacation rentals like in Highland Park?

Vacation rentals are privately owned properties you can stay in for several days or more in Highland Park. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Highland Park vacation rentals

Chic Studio in Downtown Highland Park near Metra

Stunning & Stylish Downtown Studio - Highland Park

Chic Studio in the Heart of the Gold Coast

Bright Garden Studio

Chicago-Themed 1BR in a Central Spot near Downtown

Cozy studio in Andersonville Chicago

1BR Well-Equipped Apartment

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola

Level Chicago – Old Town

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

Premium Urban 4BR - Perfect Mix of Comfort & Location

Spacious 4BR Central Apartment w/ Skyline Views

Cozy 1BR in Walkable Area

Vibrant 1BR Apartment

Sunlit Studio with City Charm

Quaint Bungalow, near Great Lakes Naval Base

Trendy & Comfy Studio Unit

Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills

ENVITAE Hotel, 4BR Luxury Modern Apartments

Find vacation rentals that suit your style

Top Highland Park Hotel Reviews

Hyatt Regency O'Hare Chicago

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

Sheraton Suites Chicago O'Hare

The Chicago Hotel Collection Ambassador Gold Coast

Super 8 by Wyndham Chicago O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

Eaglewood Resort and Spa

Hilton Chicago O'Hare Airport

Embassy Suites by Hilton Chicago O'Hare Rosemont

Find out more about Highland Park

Frequently asked questions

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