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Highwood 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 Highwood vacation rentals

Interior

1. 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

2. 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, iron/ironing board, WiFi (free), bed sheets

3. 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
Exterior detail

4. 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 297
SAR 633 total
includes taxes & fees
1 Sep - 2 Sep
Chic Studio in Downtown Highland Park near Metra
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
1 bedroom

8. 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
Exterior

9. Studio | Free Breakfast! Heated Indoor Pool

Studio | Free Breakfast! Heated Indoor Pool
Glenview
The price is SAR 499
SAR 642 total
includes taxes & fees
16 Aug - 17 Aug
Studio | Free Breakfast! Heated Indoor Pool
Outdoor dining

10. 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

11. 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
Exterior

12. 1 Bedroom | Free Breakfast Buffet, Indoor Pool

1 Bedroom | Free Breakfast Buffet, Indoor Pool
Glenview
The price is SAR 606
SAR 771 total
includes taxes & fees
3 Sep - 4 Sep
1 Bedroom | Free Breakfast Buffet, Indoor Pool
Exterior

13. 1 Bedroom | Free Breakfast, Indoor Pool Access

1 Bedroom | Free Breakfast, Indoor Pool Access
Half Day
The price is SAR 670
SAR 846 total
includes taxes & fees
16 Aug - 17 Aug
1 Bedroom | Free Breakfast, Indoor Pool Access
Breakfast, lunch and dinner served

14. 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

15. 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
Living area

16. 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

17. 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
Exterior detail

18. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
The price is SAR 447
SAR 526 total
includes taxes & fees
9 Aug - 10 Aug
King Bed Non-Smoking
Interior

19. 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 725
SAR 1,418 total
includes taxes & fees
1 Sep - 2 Sep
Cozy Home by O'Hare + EV Plug
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 Highwood 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 1 hour ago
Holiday Inn Chicago O'Hare – Rosemont by IHG

Frequently asked questions

Are there vacation rentals in Highwood?

Yes, there are vacation rentals where you'll be just 12.7 mi (20.4 km) from Six Flags Great America, offering you a more remote option to escape the hustle and bustle. Highwood is known for its shopping and restaurants.

What are some of the best vacation home rentals that Highwood has to offer?

Vintage Escape 1BR Two Blocks Away From Beach: This vacation home rental near Highwood is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and an electric kettle.

What can I see and do in Highwood?

While exploring the area, visit family-friendly sights like Six Flags Great America, or get outside and enjoy nature at Rosewood Beach. In the larger area, you’ll find Lake Forest College and Ravinia Pavilion.

What are vacation rentals like in Highwood?

Vacation rentals are private properties you can reserve for a short or long stay in Highwood. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.