1. USA
  2. Massachusetts
  3. Boston
  4. Weston
  5. Holiday Homes

38+ Weston Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Weston

Discover more than 38 treehouse rentals in Weston, perfect for your holiday adventure. Treehouse offers treetop accommodations with everything you need for a relaxing escape near Weston, MA.

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 Weston? 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 Weston pet-friendly treehouse rentals and easily book your dream treehouse vacation rental in Weston with TreeHouse.

Show more
Show less

Frequently Asked Questions About Weston Holiday Rentals

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

There are many holiday rentals available in Weston; however, here are a few of the most popular holiday homes listed in Weston 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 Weston to find one that works for you.
Yes, there are 38 self-catering family homes and holiday rentals in Weston.
There are more than 38 luxury holiday homes in or near Weston, according to 2025 data from Treehouse Rentals. Consider these homes for your next holiday:
Yes, there are 38 pet friendly rentals that are available in Weston.