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Highland Park Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

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 ￥15,424
￥30,113 total
includes taxes & fees
Jul 13 - Jul 14
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 ￥19,321
￥35,619 total
includes taxes & fees
Jul 13 - Jul 14
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 ￥15,262
￥29,253 total
includes taxes & fees
Jul 28 - Jul 29
Chic Studio - In Downtown Highland Park, by Metra
TV

4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (1 review)
"Great host any concerns that I had were addressed and handled!"
United States
Keana
The price is ￥18,996
￥93,615 total
includes taxes & fees
Jul 12 - Jul 13
4BR Retreat w/ Theater, Arcade, Gym and Firepit
Dining

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
10.0 out of 10, Exceptional, (2 reviews)
"My group and I traveled to town this weekend for a music festival and had the opportunity to stay at this place and had a great time. Communication with the host was very prompt when we had any questions which I appreciate a lot. Also, the place was clean and spacious for our group and easy to come in and out. Would recommend this place to others looking for a place to stay in town."
United States
Marcos B.
The price is ￥12,713
￥63,817 total
includes taxes & fees
Jul 16 - Jul 17
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
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 ￥21,919
￥55,922 total
includes taxes & fees
Aug 2 - Aug 3
Quaint Bungalow, near Great Lakes Naval Base
Smart TV, computer monitors

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 ￥12,421
￥71,306 total
includes taxes & fees
Jul 13 - Jul 14
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
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 ￥26,171
￥47,989 total
includes taxes & fees
Jul 13 - Jul 14
The Oak Park Loft
Fridge, microwave, oven, stovetop

Recharge in This Charming 1BR Apt

Recharge in This Charming 1BR Apt
Arlington Heights
9.0 out of 10, Wonderful, (2 reviews)
"Nice for the price. Excellent location."
United States
Al E.
The price is ￥14,450
￥41,446 total
includes taxes & fees
Jul 13 - Jul 14
Recharge in This Charming 1BR Apt
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 ￥21,594
￥45,597 total
includes taxes & fees
Jul 14 - Jul 15
Cute & Cozy, 1bd Condo Apartment/townhouse
Outdoor spa tub

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Barrington
9.8 out of 10, Exceptional, (13 reviews)
"Very nice little spot... Host was absolutely wonderful!!! Definitely stay here again!"
United States
Adam B.
The price is ￥18,278
￥30,970 total
includes taxes & fees
Jul 22 - Jul 23
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Fridge, microwave, oven, stovetop

Mins from O'Hare • Safe Location • Private Parking

Mins from O'Hare • Safe Location • Private Parking
O'Hare
The price is ￥11,252
￥47,882 total
includes taxes & fees
Jul 13 - Jul 14
Mins from O'Hare • Safe Location • Private Parking
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 ￥22,730
￥35,618 total
includes taxes & fees
Aug 4 - Aug 5
Little Fox Cottage - A Cozy Riverview Getaway
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, (84 reviews)
"Wonderful hosts…very kind and communicative. Awesome area… highly recommended!"
United States
Andrew C.
The price is ￥16,804
￥30,754 total
includes taxes & fees
Jul 27 - Jul 28
Cozy studio in Andersonville Chicago
Interior

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

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
9.8 out of 10, Exceptional, (20 reviews)
"Great host and had everything you would need."
United States
Mj2green J.
The price is ￥24,252
￥29,405 total
includes taxes & fees
Aug 11 - Aug 12
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
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)
"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 ￥19,873
￥45,432 total
includes taxes & fees
Aug 4 - Aug 5
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
Terrace/patio

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 ￥26,156
￥51,648 total
includes taxes & fees
Aug 4 - Aug 5
Sunny Work From Home Apt: Near Northwestern-Chicago-Beaches-Loyola
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, (85 reviews)
"nice little place! quiet area "
United States
Nayeli A.
The price is ￥18,850
￥35,464 total
includes taxes & fees
Jul 23 - Jul 24
Master qtr close to nature & easy urban facilities
Interior

Apartment Attached to a 1900 historic Farm house

Apartment Attached to a 1900 historic Farm house
Old Mill Creek
8.6 out of 10, Excellent, (19 reviews)
"The place is very cozy and inviting. There was a smell we thought might have been cat urine on a blanket. Otherwise I'd recommend it."
United States
Matt H.
The price is ￥20,457
￥37,451 total
includes taxes & fees
Jul 13 - Jul 14
Apartment Attached to a 1900 historic Farm house
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 ￥17,268
￥19,104 total
includes taxes & fees
Aug 10 - Aug 11
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
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
"The front desk team was fantastic."
Marc 1-night trip
Posted less than an hour ago
Holiday Inn Chicago O'Hare – Rosemont by IHG

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:

  • View our selection of featured holiday rentals in Highland Park
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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 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.