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146+ Shelter Island Holiday Rentals & Private Villas
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Find Family-Friendly Holiday Rentals in or near Shelter Island
Discover more than 146 treehouse rentals in Shelter Island, perfect for your holiday adventure. Treehouse offers treetop accommodations with everything you need for a relaxing escape near Shelter Island, NY.
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 Shelter Island? 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 Shelter Island pet-friendly treehouse rentals and easily book your dream treehouse vacation rental in Shelter Island with TreeHouse.
Frequently Asked Questions About Shelter Island Holiday Rentals
There are a lot of options in Shelter Island. If you plan on staying in the Shelter Island 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 Shelter Island:
- Peaceful and Private Shelter Island Getaway
- Work and Play Special! Extended Stay Discount
- Farmhouse Nestled by Meadow, Pool, Near Beaches and Centrally Located!
- Private oasis with new baths and heated Gunite pool near Wades Beach
- Tranquility Base; Architect-Renovated, Modern Ranch With Heated Pool
- Waterfront House With Dock And Private Beach
- Lovely home by the sea with dock and heated Gunite pool!
- Shelter Island Sun Filled Modern Waterfront Home with Dock
- Contemporary Home with heated pool and waterviews on Shelter Island
- Bright, open waterfront house with gorgeous sunsets and private beach
