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205+ Highland Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Highland

Discover more than 205 StayAndPlay accommodations in Highland, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Highland, ON.

Whether you're seeking upscale golf-front resorts, private luxury villas, spacious vacation homes, or family-friendly golf retreats, we can help you find the ideal stay. Our rentals feature top-tier amenities such as private pools, fully equipped kitchens, outdoor patios, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

Planning a group golf trip to Highland? StayAndPlay guarantees a unique and unforgettable experience with plenty of options for families, large groups, or private rentals for long or short stays. Explore our Highland pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Highland with StayAndPlay.

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Frequently Asked Questions About Highland Holiday Rentals

There are a lot of options in Highland. If you plan on staying in the Highland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Highland:

There are many holiday rentals available in Highland; however, here are a few of the most popular holiday homes listed in Highland on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Highland to find one that works for you.
Yes, there are 205 self-catering family homes and holiday rentals in Highland.
There are more than 205 luxury holiday homes in or near Highland, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 205 pet friendly rentals that are available in Highland.