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Highwood Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Highwood vacation rentals

Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher
The Gem Museum Suites

Aparthotel in Downtown Evanston

The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (98)
"Great stay. The studio is small but has everything necessary."
United States
Julia
The price is ₩268,388
₩307,258 total
includes taxes & fees
Dec 24 - Dec 25
The Gem Museum Suites
House (2 Bedrooms) | Interior
Pet-friendly Abode, 2 Mi to Dtwn Evanston!

Cottage in South Evanston

Pet-friendly Abode, 2 Mi to Dtwn Evanston!
3.0 star property
Pet-friendly Abode, 2 Mi to Dtwn Evanston!
House, 4 Bedrooms | Living area | Smart TV, streaming services
Spacious Retreat Near Convention Centers 4 Bedroom Home by RedAwning

Vacation Home in Des Plaines

Spacious Retreat Near Convention Centers 4 Bedroom Home by RedAwning
3.5 star property
10.0 out of 10, Exceptional, (1)
"Everything was great!! "
United States
Geovana
Spacious Retreat Near Convention Centers 4 Bedroom Home by RedAwning
Classic Apartment, 1 Queen Bed | Private kitchen | Fridge, microwave, oven, stovetop
Sleek and Cozy 1BR Apartment - Hartrey G

Apartment in North Evanston

Sleek and Cozy 1BR Apartment - Hartrey G
3.5 star property
Sleek and Cozy 1BR Apartment - Hartrey G
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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Breakfast was amazing, air conditioning was perfect, the room was so clean and perfect!"
Blessing 2-night trip
Posted 2 days ago
Hyatt Regency O'Hare Chicago

Find out more about Highwood

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

  • View our selection of featured Vacation rentals in Highwood
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  • Enter your travel dates to view the best deals on Vacation 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 close to the most popular local attractions in Highwood, or you can choose a more secluded option if you'd like a relaxing place to stay. 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 Northbrook Sports Complex, or get outside and enjoy nature at Chicago Botanic Garden. 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.