124+ Winston Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Winston

Discover more than 124 treehouse rentals in Winston, perfect for your holiday adventure. Treehouse offers treetop accommodations with everything you need for a relaxing escape near Winston, .

Whether you're seeking luxury multi-level treehouses, rustic forest cabins, cozy off-grid retreats, or family-friendly treehouse lodgings, we can help you find the ideal place. Our rentals feature top-notch amenities such as private decks, fully equipped kitchens, fire pits, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

Planning a group getaway to Winston? TreeHouse guarantees a unique and unforgettable experience with plenty of options for families, large groups, or private rentals for long or short stays. Explore our Winston pet-friendly treehouse rentals and easily book your dream treehouse vacation rental in Winston with TreeHouse.

Show more
Show less

Frequently Asked Questions About Winston Holiday Rentals

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

There are many holiday rentals available in Winston; however, here are a few of the most popular holiday homes listed in Winston on our website:
At Treehouse Rentals most of our places to stay are perfect for families. Check out the complete list of holiday homes in Winston to find one that works for you.
Yes, there are 124 self-catering family homes and holiday rentals in Winston.
There are more than 124 luxury holiday homes in or near Winston, according to 2025 data from Treehouse Rentals. Consider these homes for your next holiday:
Yes, there are 124 pet friendly rentals that are available in Winston.