Highwood Vacation Rentals from ￥12,501: Search Short-Term Rentals

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

Sleeps 18 • 8BR • Game Room • Gym • Theater : This vacation home rental near Highwood offers a pool table, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 8 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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In two weeks

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Our top choices for Highwood vacation rentals

A modern kitchen with white cabinets, a microwave, and a stove. There is a yellow armchair with a white pillow next to a large gray and white flower painting on the wall.

1. Stunning & Stylish Downtown Studio - Highland Park

Highland Park

Tom B.

￥26,049 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with a bed, two pillows, a nightstand with a lamp, and two abstract paintings on the wall.

2. Chic Studio - In Downtown Highland Park, by Metra

Highland Park

Deborah

￥23,544 total

includes taxes & fees

Nov 3 - Nov 4

A room with a bed, a dining table with chairs, a potted plant, and a view of a cityscape through a window.

3. Chic Studio in Downtown Highland Park near Metra

Highland Park

Jason H.

￥24,379 total

includes taxes & fees

Nov 4 - Nov 5

A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

4. Master qtr close to nature & easy urban facilities

Riverwoods

Chris F.

￥31,243 total

includes taxes & fees

Nov 3 - Nov 4

A hotel room with a bed, two bedside lamps, a chair, a nightstand, a framed picture on the wall, and a window with a view.

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

Chicago

Anonymous traveler

￥11,360 total

includes taxes & fees

Nov 29 - Nov 30

6. 1 King Bed | Non-Smoking, Kitchen, Shower

Chicago

Anonymous traveler

￥11,360 total

includes taxes & fees

Nov 9 - Nov 10

A hotel lobby with a striped carpet, two leather armchairs, a small table with a lamp, and a large window.

7. 1 King Bed | Non-Smoking, Kitchen

Chicago

Anonymous traveler

￥12,090 total

includes taxes & fees

Nov 9 - Nov 10

A bedroom with a bed, a chair, a desk, a bathroom with a bathtub, and a shower.

8. King Bed Non-Smoking

Chicago

Anonymous traveler

￥12,501 total

includes taxes & fees

Nov 2 - Nov 3

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Top Highwood Hotel Reviews

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

10/10 Excellent

"Was a great experience, I will stay again"

Loews Chicago O'Hare Hotel

10/10 Excellent

"My boyfriend and I went to Chicago to celebrate my birthday and I loved that this hotel was near the airport and had a shuttle included. After being in the city, we decided to stay here one night before our flights so we could be well rested! Definitely worth staying here!! The bed is so soft and it feels amazing after a day of traveling!"

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8/10 Good

"They could not offer a shuttle service to the ORD airport for a 6 AM flight ( needed 4 am shuttle) Lack of this service takes out one of the main purposes of staying at a hotel near the airport, I still had to burn $50 for Uber for a 6 minute ride. Not sure if this is a standard across all hotels in that area, I will double check before I book again. However, their long term parking is still reasonably priced and I will be using it in future trips"

Find out more about Highwood

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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?

Sleeps 18 • 8BR • Game Room • Gym • Theater: This vacation home rental near Highwood offers a pool table, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 8 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.

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Check prices for these dates

Our top choices for Highwood vacation rentals

1. Stunning & Stylish Downtown Studio - Highland Park

2. Chic Studio - In Downtown Highland Park, by Metra

3. Chic Studio in Downtown Highland Park near Metra

4. Master qtr close to nature & easy urban facilities

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

6. 1 King Bed | Non-Smoking, Kitchen, Shower

7. 1 King Bed | Non-Smoking, Kitchen

8. King Bed Non-Smoking

9. 1 Queen Bed | Non-Smoking, Kitchen

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

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

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

13. Quaint Bungalow, near Great Lakes Naval Base

14. The Gem Museum Suites

15. Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard

16. 6 Kings Ping-Pong Gazebo!

17. 1-Bedroom Pad | Cozy + All-Set

18. Chic 1BR Apt -Arlington Heights

19. Skokie 1BR Stay Near Parks, Dining & Transit

20. Wonderful 3-bedroom apartment in West Village, Evanston

Find vacation rentals that suit your style

Top Highwood Hotel Reviews

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Loews Chicago O'Hare Hotel

Best Western At O'Hare

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Quality Inn O'Hare Airport

Comfort Suites Chicago O'Hare Airport

Marriott Chicago O'Hare

Find out more about Highwood

Frequently asked questions

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