1. Jamaica
  2. Middlesex County
  3. Holiday Homes

4306+ Middlesex County Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Middlesex County

Discover more than 4306 StayAndPlay accommodations in Middlesex County, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Middlesex County, .

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

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Frequently Asked Questions About Middlesex County Holiday Rentals

There are a lot of options in Middlesex County. If you plan on staying in the Middlesex County 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 Middlesex County:

There are many holiday rentals available in Middlesex County; however, here are a few of the most popular holiday homes listed in Middlesex County on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Middlesex County to find one that works for you.
Yes, there are 4306 self-catering family homes and holiday rentals in Middlesex County.
There are more than 4306 luxury holiday homes in or near Middlesex County, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 4306 pet friendly rentals that are available in Middlesex County.