103+ Wellesley Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Wellesley

Discover more than 103 treehouse rentals in Wellesley, perfect for your holiday adventure. Treehouse offers treetop accommodations with everything you need for a relaxing escape near Wellesley, .

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

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Frequently Asked Questions About Wellesley Holiday Rentals

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

There are many holiday rentals available in Wellesley; however, here are a few of the most popular holiday homes listed in Wellesley 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 Wellesley to find one that works for you.
Yes, there are 103 self-catering family homes and holiday rentals in Wellesley.
There are more than 103 luxury holiday homes in or near Wellesley, according to 2025 data from Treehouse Rentals. Consider these homes for your next holiday:
Yes, there are 103 pet friendly rentals that are available in Wellesley.