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486+ Side Harbor Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Side Harbor

Discover more than 486 StayAndPlay accommodations in Side Harbor, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Side Harbor, .

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 Side Harbor? 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 Side Harbor pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Side Harbor with StayAndPlay.

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Frequently Asked Questions About Side Harbor Holiday Rentals

There are a lot of options in Side Harbor. If you plan on staying in the Side Harbor 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 Side Harbor:

There are many holiday rentals available in Side Harbor; however, here are a few of the most popular holiday homes listed in Side Harbor on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Side Harbor to find one that works for you.
Yes, there are 486 self-catering family homes and holiday rentals in Side Harbor.
There are more than 486 luxury holiday homes in or near Side Harbor, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 486 pet friendly rentals that are available in Side Harbor.