440+ Windham Mountain Resort Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Windham Mountain Resort

Discover more than 440 StayAndPlay accommodations in Windham Mountain Resort, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Windham Mountain Resort, NY.

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 Windham Mountain Resort? 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 Windham Mountain Resort pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Windham Mountain Resort with StayAndPlay.

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Frequently Asked Questions About Windham Mountain Resort Holiday Rentals

There are a lot of options in Windham Mountain Resort. If you plan on staying in the Windham Mountain Resort 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 Windham Mountain Resort:

There are many holiday rentals available in Windham Mountain Resort; however, here are a few of the most popular holiday homes listed in Windham Mountain Resort on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Windham Mountain Resort to find one that works for you.
Yes, there are 440 self-catering family homes and holiday rentals in Windham Mountain Resort.
There are more than 440 luxury holiday homes in or near Windham Mountain Resort, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 440 pet friendly rentals that are available in Windham Mountain Resort.