101+ Private Villas and Holiday Rentals in Highwood |
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Highwood Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Highwood

Discover more than 101 vacation rentals available in Highwood. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Highwood.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Highwood, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Highwood. On average, places to stay near Highwood offer 603.36 ft², with nightly prices averaging CA $465.

With Casai, finding and comparing holiday rentals in Highwood is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Highwood

Type Count
Vacation Homes 35
Holiday Apartments 17
Cottages 3
Villas 3

Use these Quick Filters to Find a Holiday Rental in Highwood

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Highwood.

Weather in Highwood, IL

View the weather forecast for Highwood before booking your Highwood Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Highwood, IL

Casai offers a large selection of top attractions around Highwood . Research things to do on your vacation before you visit Highwood.


Naval Base Great Lakes
Six Flags Great America
Northwestern University
Allstate Arena
Loyola University Chicago
Schaumburg Convention Center
Rosemont Theatre
Woodfield Mall
Donald E. Stephens Convention Center
Gurnee Mills
Rivers Casino
Aragon Ballroom
Legoland Discovery Center
Riviera Theatre
Schaumburg Medieval Times
Illinois Beach State Park
Fashion Outlets of Chicago
Genesee Theater
Baha'i House of Worship
Parkway Bank Park Entertainment District

Frequently Asked Questions About Highwood?

What are the top holiday rentals in Highwood?

With numerous options available in Highwood, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Highwood:

How many holiday rentals have private pools in Highwood?

Discover a selection of holiday rentals with private pools near Highwood with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Highwood are best for families?

If you're searching for a family-friendly holiday home in Highwood, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Highwood:

How many Casai.ca holiday rentals are available in Highwood?

As of 2025, Casai boasts over 101 properties listed in the Highwood area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Highwood.


People Also Ask

There are 101 Highwood, IL Holiday Rentals

Recently Booked Holiday Rentals in Highwood