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Highland Park Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Highland Park vacation rentals

1 bedroom, iron/ironing board, WiFi (free), bed sheets

1. 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 SAR 334
SAR 653 total
includes taxes & fees
23 Aug - 24 Aug
Chic Studio - In Downtown Highland Park, by Metra
Interior

2. 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 SAR 334
SAR 693 total
includes taxes & fees
23 Aug - 24 Aug
Stunning & Stylish Downtown Studio - Highland Park
Exterior detail

3. Chic Studio in Downtown Highland Park near Metra

Chic Studio in Downtown Highland Park near Metra
Highland Park
6.8 out of 10, (5 reviews)
"Nice and cozy! Easy access to the surrounding area."
United States
Jason H.
The price is SAR 278
SAR 613 total
includes taxes & fees
2 Sep - 3 Sep
Chic Studio in Downtown Highland Park near Metra
Exterior detail

4. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (86 reviews)
"A 5 star property. "
United States
James A.
The price is SAR 436
SAR 820 total
includes taxes & fees
9 Aug - 10 Aug
Master qtr close to nature & easy urban facilities
1 bedroom

5. 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 SAR 396
SAR 438 total
includes taxes & fees
1 Sep - 2 Sep
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Exterior

6. Cozy Studio w/ Breakfast | Business Center & Pool

Cozy Studio w/ Breakfast | Business Center & Pool
Glenview
The price is SAR 564
SAR 724 total
includes taxes & fees
16 Aug - 17 Aug
Cozy Studio w/ Breakfast | Business Center & Pool
1 bedroom

7. Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen

Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen
Chicago
10.0 out of 10, Exceptional, (15 reviews)
"Big room with a kitchen,"
United States
Anonymous traveler
The price is SAR 396
SAR 438 total
includes taxes & fees
1 Sep - 2 Sep
Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen
Outdoor dining

8. 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 SAR 422
SAR 467 total
includes taxes & fees
1 Sep - 2 Sep
1 King Bed | Non-Smoking, Kitchen
1 bedroom

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

Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills
Chicago
9.6 out of 10, Exceptional, (20 reviews)
"Good place to stay,,"
United States
Anonymous traveler
The price is SAR 441
SAR 488 total
includes taxes & fees
1 Sep - 2 Sep
Spacious 2 Queen Beds,Nsmk|Kitchen|Studio 6 Vernon Hills
1 bedroom

10. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Chicago
9.6 out of 10, Exceptional, (15 reviews)
"Room was okay, Very basic,"
United States
Anonymous traveler
The price is SAR 422
SAR 467 total
includes taxes & fees
1 Sep - 2 Sep
1 King Bed | Non-Smoking, Kitchen, Shower
Breakfast, lunch and dinner served

11. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (190 reviews)
"Absolutely amazing property."
United States
Nuriye
The price is SAR 554
SAR 635 total
includes taxes & fees
20 Aug - 21 Aug
The Gem Museum Suites
Terrace/patio

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

Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
South Evanston
10.0 out of 10, Exceptional, (55 reviews)
"This place worked out great for my son who was doing a clinical at Northwestern. He loved the place and how close it was to everything. Great stay! Would definitely recommend and would stay again! "
United States
Heidi S.
The price is SAR 477
SAR 1,054 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
Exterior detail

13. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (72 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
Quaint Bungalow, near Great Lakes Naval Base
Living area

14. 6 Kings Ping-Pong Gazebo!

6 Kings Ping-Pong Gazebo!
Northbrook
9.0 out of 10, Wonderful, (7 reviews)
"Hosts were great. Very accommodating to our needs and quick to respond. I will stay again!"
United States
Cj Y.
The price is SAR 1,167
SAR 2,498 total
includes taxes & fees
12 Aug - 13 Aug
6 Kings Ping-Pong Gazebo!
Terrace/patio

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

Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
South Evanston
10.0 out of 10, Exceptional, (9 reviews)
"It was a great experience! Very nice and clean place. Advertised exactly as seen. Parking was very easy and the location was great. Overall, would definitely stay again!"
United States
Sophia P.
The price is SAR 422
SAR 988 total
includes taxes & fees
31 Aug - 1 Sep
Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
1 bedroom, iron/ironing board, WiFi (free), bed sheets

16. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (89 reviews)
"It was small and cozy and perfect for a weekend trip in Chicago"
United States
Lilly L.
The price is SAR 304
SAR 607 total
includes taxes & fees
2 Sep - 3 Sep
Cozy studio in Andersonville Chicago
Iron/ironing board, travel crib, WiFi (free), bed sheets

17. Studio Near Wrigley • Sleeps 4 • Games + Fireplace

Studio Near Wrigley • Sleeps 4 • Games + Fireplace
Irving Park
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable bed, plenty of amenities. Steps and entry were a little awkward. Street parking only unless you paid extra for their garage which was a very tight fit for my sedan. Note older building so could hear neighbors but it wasn’t intrusive. Also note 3.6 miles to Wrigley was a 25 minute drive. Overall great place and would stay again."
United States
Meagan C.
The price is SAR 214
SAR 1,048 total
includes taxes & fees
31 Aug - 1 Sep
Studio Near Wrigley • Sleeps 4 • Games + Fireplace
Interior

18. Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.6 out of 10, Exceptional, (18 reviews)
"Beautiful, unique, and clean place to stay. Comfortable beds, quiet, and plenty of space. Great place to stay."
United States
Richie S.
The price is SAR 627
SAR 1,310 total
includes taxes & fees
20 Aug - 21 Aug
Cozy Home by O'Hare + EV Plug
Interior

19. 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, (38 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 SAR 691
SAR 1,386 total
includes taxes & fees
11 Aug - 12 Aug
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Smart TV, computer monitors

20. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (2 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
The price is SAR 313
SAR 1,670 total
includes taxes & fees
12 Aug - 13 Aug
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
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

10/10 Excellent
"Very friendly and great location"
Derick 2-night trip
Posted 2 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 Six Flags Great America and Wrigley Field.

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.