440+ Windham Mountain Resort Holiday Rentals & Private Villas

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

Discover more than 440 holiday rentals in Windham Mountain Resort. Rent By Owner holiday homes has everything you need to find a place to stay near Windham Mountain Resort, NY.

Whether you are looking for luxury villas in Windham Mountain Resort, 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. 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 Windham Mountain Resort with a whole family or group, RBO holiday accommodations make your trip memorable. We have plenty of places to stay in Windham Mountain Resort for families, large parties, or private owner accommodations for long or short trips. Windham Mountain Resort Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Windham Mountain Resort with Rent By Owner. RBO makes it easy to compare and book holiday rentals today.

Show more
Show less

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 Rent By Owner 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 Rent By Owner. Consider these homes for your next holiday: