66+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in Ossining |
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Tree House Rentals in Ossining

About Ossining Treehouse Rentals

Explore more than 66 treehouses in Ossining. 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 Ossining.

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 Ossining. 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 Ossining offer approximately 1054.92 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 Ossining typically ranges around US $608.

Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Ossining. 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 Ossining

Type Count
Vacation Homes 37
Holiday Apartments 13
Cottages 6
Villas 1

Use these Quick Filters to Find a Vacation Rental in Ossining

★ 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 Ossining.

Weather in Ossining, NY

View the weather forecast for Ossining before booking your Ossining 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 Ossining, NY

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


Sing Sing Correctional Facility
Thomas J. Watson Research Center
Sing Sing Prison Museum
Teatown Lake Reservation
Hudson Hills Golf Course
Ossining Historical Society
Nelson Park
Louis Engel Waterfront Park
Merchants Square
Pleasant Square
Snowden Avenue Park
Depot Square
Kitchawan Preserve
Woodbury Common Premium Outlets
Bear Mountain State Park
United States Military Academy
Capitol Theatre
Campgaw Mountain Ski Area
Empire City Casino
Palisades Center

Other Places to Stay in Ossining, NY


Nelson Park 94 Properties
Sing Sing Correctional Facility 91 Properties
Louis Engel Waterfront Park 88 Properties
Depot Square 85 Properties
Pleasant Square 77 Properties
Sing Sing Prison Museum 77 Properties
Snowden Avenue Park 77 Properties
Merchants Square 76 Properties
Ossining Historical Society 56 Properties
Maryknoll 51 Properties
Hudson Hills Golf Course 47 Properties
Crotonville 41 Properties

Frequently Asked Questions About Ossining?

What are the top treehouse rentals in Ossining?

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

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

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

How many treehouses are available in Ossining?

Treehouse Rentals, as of 2025, features over 66 unique treehouse, cabins and forest homes in Ossining. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2025, Treehouse Rentals has curated over 66 stunning properties in Ossining, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2025, Treehouse Rentals provides access to over 66 premier accommodations in Ossining. Find your ideal escape among the treetops today.


People Also Ask

There are 66 Ossining, NY Vacation Rentals

Recently Booked Vacation Rentals in Ossining