1396+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in Shelter Island |
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  2. New York
  3. Shelter Island

Tree House Rentals in Shelter Island

About Shelter Island Treehouse Rentals

Explore more than 1396 treehouses in Shelter Island. From luxurious treetop retreats to cozy forest homes, cabins and off-grid properties, each offers premium amenities designed for families, groups, and adventurers. Enjoy exceptional comfort and a one-of-a-kind nature experience with these incredible accommodations. Perfect for tranquil escapes, adventurous retreats, or nature-inspired getaways, these treehouses provide style and comfort in Shelter Island.

Looking for last-minute deals or the best offers on treehouses, cozy forest homes, cabins and off-grid properties? Treehouse Rentals makes it easy to compare options in Shelter Island. Choose from spacious family-friendly stays, charming woodland escapes, or luxurious treetop getaways tailored for ultimate relaxation and adventure

Find spacious family-friendly accommodations, cozy forest homes, or luxurious treetop stays—all designed for maximum comfort and convenience during your visit.

On average, treehouses in Shelter Island offer approximately 1246.02 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning natural surroundings.

The average nightly rate for treehouses in Shelter Island typically ranges around US $1,201.

Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Shelter Island. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in nature with us.

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Top Treehouse Accommodation Types in Shelter Island

Type Count
Vacation Homes 1144
Cottages 75
Holiday Apartments 49
Villas 13

Use these Quick Filters to Find a Vacation Rental in Shelter Island

★ Pro Tip: Treehouse Rentals simplifies your search for the best treehouse accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore treehouses, cozy cabins, secluded forest homes and off-grid properties. Filter by availability, pricing, cancellation options, and amenities to discover the ideal treehouse getaway in Shelter Island.

Weather in Shelter Island, NY

View the weather forecast for Shelter Island before booking your Shelter Island Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Shelter Island, NY

Treehouse Rentals offers a diverse selection of the finest treehouses and nature-inspired retreats around the world. Shelter Island . Research things to do on your vacation before you visit Shelter Island.


Mashomack Preserve
Shelter Island Kayak
Wades Beach
Sylvester Manor
Havens House
Shelter Island Historical Society
Cooper's Beach
East Hampton Main Beach
Wolffer Estates Vineyard
Hammonasset Beach State Park
Meschutt Beach
Guild Hall
Ditch Plains Beach
Hither Hills State Park
Clinton Crossing Premium Outlets
The Hamptons Beaches
Orient Beach State Park
Bay Street Theatre
Indian Wells Beach
Ponquogue Beach

Other Places to Stay in Shelter Island, NY


Sylvester Manor 363 Properties
Shelter Island Kayak 305 Properties
Shelter Island Historical Society 222 Properties
Havens House 219 Properties
Menantic Creek 213 Properties
Shorewood 182 Properties
Wades Beach 178 Properties
Mashomack Preserve 174 Properties
Shelter Island Heights 36 Properties

Frequently Asked Questions About Shelter Island?

What are the top treehouse rentals in Shelter Island?

Looking for a place to stay in Shelter Island? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:

How many treehouses with private pools are available in Shelter Island?

Find exceptional treehouses with private pools near Shelter Island on Treehouse Rentals. Relax in serene treetop accommodations with exclusive pool access and picturesque nature views. Whether it's a spacious treehouse or a secluded forest retreat, these properties provide the ideal mix of luxury and adventure.

What are the top-rated treehouses in Shelter Island for family stays?

Searching for a family-friendly treehouse in Shelter Island? Discover these top-rated options, each loved by families and groups who have stayed in Shelter Island:

How many treehouses are available in Shelter Island?

Treehouse Rentals, as of 2025, features over 1396 unique treehouse, cabins and forest homes in Shelter Island. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2025, Treehouse Rentals has curated over 1396 stunning properties in Shelter Island, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2025, Treehouse Rentals provides access to over 1396 premier accommodations in Shelter Island. Find your ideal escape among the treetops today.

Nearby Neighborhood (5) 
Neighborhood Property Count
The Heights Vacation Rentals in Shelter Island, New York 419
Coecles Harbor Vacation Rentals in Shelter Island, New York 293
Menantic Creek Vacation Rentals in Shelter Island, New York 213
Montclair Colony Vacation Rentals in Shelter Island, New York 197
Shorewood Vacation Rentals in Shelter Island, New York 182

People Also Ask

There are 1396 Shelter Island, NY Vacation Rentals

Recently Booked Vacation Rentals in Shelter Island