89+ Gate Helmsley Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Gate Helmsley

Discover more than 89 holiday rentals in Gate Helmsley. PickleTrip™ holiday homes has everything you need to find a place to stay near Gate Helmsley, .

Whether you are looking for luxury villas in Gate Helmsley, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Gate Helmsley with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Gate Helmsley for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Gate Helmsley with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Gate Helmsley Holiday Rentals

There are a lot of options in Gate Helmsley. If you plan on staying in the Gate Helmsley 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 Gate Helmsley:

There are many holiday rentals available in Gate Helmsley; however, here are a few of the most popular holiday homes listed in Gate Helmsley on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Gate Helmsley to find one that works for you.
Yes, there are 89 self-catering family homes and holiday rentals in Gate Helmsley.
There are more than 89 luxury holiday homes in or near Gate Helmsley, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 89 pet friendly rentals that are available in Gate Helmsley.