44+ Pleasant Valley Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Pleasant Valley

Discover more than 44 treehouse rentals in Pleasant Valley, perfect for your holiday adventure. Treehouse offers treetop accommodations with everything you need for a relaxing escape near Pleasant Valley, CT.

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

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Frequently Asked Questions About Pleasant Valley Holiday Rentals

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

There are many holiday rentals available in Pleasant Valley; however, here are a few of the most popular holiday homes listed in Pleasant Valley 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 Pleasant Valley to find one that works for you.
Yes, there are 44 self-catering family homes and holiday rentals in Pleasant Valley.
There are more than 44 luxury holiday homes in or near Pleasant Valley, according to 2025 data from Treehouse Rentals. Consider these homes for your next holiday:
Yes, there are 44 pet friendly rentals that are available in Pleasant Valley.