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Highland Park Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Highland Park vacation rentals

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 AED 382
AED 720 total
includes taxes & fees
2 Jul - 3 Jul
Chic Studio in Downtown Highland Park near Metra
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 AED 437
AED 810 total
includes taxes & fees
9 Jul - 10 Jul
Stunning & Stylish Downtown Studio - Highland Park
1 bedroom, iron/ironing board, free WiFi, bed sheets

Chic Studio - In Downtown Highland Park, by Metra

Chic Studio - In Downtown Highland Park, by Metra
Highland Park
8.4 out of 10, Very Good, (16 reviews)
"I enjoyed my stay at this property. It is in a great location, very unique and super clean! The host is really kind and helpful. "
United States
Deborah
The price is AED 364
AED 677 total
includes taxes & fees
21 Jul - 22 Jul
Chic Studio - In Downtown Highland Park, by Metra
Exterior detail

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (72 reviews)
"We had a great stay! The area was peaceful and felt safe. "
United States
Yoselin V.
The price is AED 496
AED 1,296 total
includes taxes & fees
5 Jul - 6 Jul
Quaint Bungalow, near Great Lakes Naval Base
Breakfast, lunch and dinner served

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (149 reviews)
"Perfect place to stay!"
United States
Anton
The price is AED 765
AED 876 total
includes taxes & fees
7 Jul - 8 Jul
The Gem Museum Suites
Outdoor dining

1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Chicago
10.0 out of 10, Exceptional, (14 reviews)
"Everything nice neat and clean"
United States
Anonymous traveler
The price is AED 449
AED 497 total
includes taxes & fees
2 Jul - 3 Jul
1 King Bed | Non-Smoking, Kitchen
Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (6 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is AED 592
AED 1,086 total
includes taxes & fees
5 Jul - 6 Jul
The Oak Park Loft
Exterior

Game room+ New Bath! Near Chicago and O’Hare +Fenced yard

Game room+ New Bath! Near Chicago and O’Hare +Fenced yard
Schaumburg
9.6 out of 10, Exceptional, (35 reviews)
"Host was amazing, house was clean and easy to access! "
United States
Central A.
The price is AED 890
AED 1,794 total
includes taxes & fees
6 Jul - 7 Jul
Game room+ New Bath! Near Chicago and O’Hare +Fenced yard
Property grounds

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

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
North Center
9.6 out of 10, Exceptional, (84 reviews)
"Great location for a short trip "
United States
Eric W.
The price is AED 526
AED 1,256 total
includes taxes & fees
7 Jul - 8 Jul
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
TV

2BR w/ Workspace - Coffee Bar - Near Transit

2BR w/ Workspace - Coffee Bar - Near Transit
Belmont Cragin
The price is AED 345
AED 1,510 total
includes taxes & fees
8 Jul - 9 Jul
2BR w/ Workspace - Coffee Bar - Near Transit
1 bedroom

Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen

Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Chicago
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay"
United States
Anonymous traveler
The price is AED 423
AED 468 total
includes taxes & fees
2 Jul - 3 Jul
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
1 bedroom

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Chicago
10.0 out of 10, Exceptional, (14 reviews)
"Room was okay, Very basic,"
United States
Anonymous traveler
The price is AED 441
AED 488 total
includes taxes & fees
5 Jul - 6 Jul
1 King Bed | Non-Smoking, Kitchen, Shower
1 bedroom

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

Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills
Chicago
10.0 out of 10, Exceptional, (18 reviews)
"Good place to stay,,"
United States
Anonymous traveler
The price is AED 460
AED 509 total
includes taxes & fees
1 Aug - 2 Aug
Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills
Exterior detail

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (84 reviews)
"nice little place! quiet area "
United States
Nayeli A.
The price is AED 413
AED 773 total
includes taxes & fees
6 Jul - 7 Jul
Master qtr close to nature & easy urban facilities
Smart TV, fireplace

This 2 bedroom 2 bathroom elegantly furnished home is ready for all your needs. Featuring a primary bedroom suite, TV room, dining room, and additional sitting areas.

This 2 bedroom 2 bathroom elegantly furnished home is ready for all your needs. Featuring a primary bedroom suite, TV room, dining room, and additional sitting areas.
Rogers Park
10.0 out of 10, Exceptional, (14 reviews)
"Great location, quiet, lovely apartment "
United States
Tera F.
The price is AED 1,065
AED 2,730 total
includes taxes & fees
2 Jul - 3 Jul
This 2 bedroom 2 bathroom elegantly furnished home is ready for all your needs. Featuring a primary bedroom suite, TV room, dining room, and additional sitting areas.
Interior

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
9.8 out of 10, Exceptional, (37 reviews)
"This is by far the best experience I’ve had with Abnbs! The place was as advertised, the host was very friendly, prompt and accommodating. "
United States
Brian W.
The price is AED 613
AED 1,268 total
includes taxes & fees
2 Jul - 3 Jul
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Outdoor dining

Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (18 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is AED 760
AED 1,109 total
includes taxes & fees
13 Jul - 14 Jul
Little Fox Cottage - A Cozy Riverview Getaway
Terrace/patio

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

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
South Evanston
10.0 out of 10, Exceptional, (50 reviews)
"The place was awesome - very clean !! Great location !! "
United States
John R.
The price is AED 413
AED 925 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
Smart TV

Cute & Cozy, 1bd Condo Apartment/townhouse

Cute & Cozy, 1bd Condo Apartment/townhouse
Zion
10.0 out of 10, Exceptional, (3 reviews)
"Great stay was clean and in a great location overall was a good experience!"
United States
Tristan P.
The price is AED 489
AED 1,024 total
includes taxes & fees
7 Jul - 8 Jul
Cute & Cozy, 1bd Condo Apartment/townhouse
Fridge, microwave, oven, stovetop

Cozy apartment with AC and WiFi in awesome Chicago

Cozy apartment with AC and WiFi in awesome Chicago
Rogers Park
7.6 out of 10, Good, (12 reviews)
"Cozy, private, clean. A quick walk to the train and busses. Would stay again."
United States
John D.
The price is AED 459
AED 1,255 total
includes taxes & fees
2 Jul - 3 Jul
Cozy apartment with AC and WiFi in awesome Chicago
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

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

8/10 Good
"👍"
stephen 1-night trip
Posted 3 hours ago
Holiday Inn Chicago O'Hare – Rosemont by IHG

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?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental near Highland Park is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease 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.