Photo by Tara Jabbari

Highwood Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Highwood

Fascinating 1BR Apartment in Skokie
Private kitchen
Fascinating 1BR Apartment in Skokie
2.0 star property
Fascinating 1BR Apartment in Skokie
Don't see what you're looking for?
See all available properties in Highwood
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.

Other types of properties in Highwood you may be interested in

Marriott Chicago O'Hare
Indoor pool, outdoor pool
Marriott Chicago O'Hare
3.5 star property
8.2 out of 10, Very Good, 1,002 reviews
"Rooms were small and we had an issue with the deadbolt to start off. They fixed it quickly. But pull was run down and an probably use a update"
The price is NT$5,143
per night
Jul 3 - Jul 4
Marriott Chicago O'Hare
Loews Chicago O'Hare Hotel
Reception hall
Loews Chicago O'Hare Hotel
4.5 star property
9.4 out of 10, Exceptional, 1,594 reviews
"Shuttle bus to airport is very convenient "
The price is NT$6,113
per night
Jun 30 - Jul 1
Loews Chicago O'Hare Hotel
Holiday Inn Chicago North-Evanston, an IHG Hotel
Pool
Holiday Inn Chicago North-Evanston, an IHG Hotel
3.0 star property
8.0 out of 10, Very Good, 1,015 reviews
"Excellent choice for a stay in Evanston, with easy access to the CTA trains and plenty of dining options nearby. Staff was also super helpful. "
The price is NT$4,127
per night
Jul 1 - Jul 2
Holiday Inn Chicago North-Evanston, an IHG Hotel
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.

Search for holiday rentals in Highwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Highwood using one of the methods below:

  • View our selection of featured holiday rentals in Highwood
  • Use the map to find apartments and other holiday homes in the Highwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Highwood while they last

Look no further and take a look at our great range of rental properties in Highwood!

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 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 Ravinia Park. In the larger area, you’ll find Naval Base Great Lakes and Lake Forest College.

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.

Recent reviews of Highwood properties
Expedia verified reviews

Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

5/5 Excellent
"We did not get new towels or our room serviced during our stay. "
A verified traveler stayed at Hyatt Place Chicago/O'Hare Airport
Posted 1 day ago
Hyatt Place Chicago/O'Hare Airport