227+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in Southold |
  1. USA
  2. New York
  3. Southold

Tree House Rentals in Southold

About Southold Treehouse Rentals

Explore more than 227 treehouses in Southold. 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 Southold.

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 Southold. 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 Southold offer approximately 1084.17 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 Southold typically ranges around US $693.

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

Show more
Show less

Top Treehouse Accommodation Types in Southold

Type Count
Vacation Homes 187
Cottages 20
Holiday Apartments 5

Use these Quick Filters to Find a Vacation Rental in Southold

★ 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 Southold.

Weather in Southold, NY

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

December - February
High 42°F       Low 22°F
March - May
High 65°F       Low 23°F
June - August
High 79°F       Low 58°F
September - November
High 75°F       Low 32°F

Top Attractions Around Southold, NY

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


Sparkling Pointe
The Old Field Vineyards
Mattebella Vineyards
Horton Point Park
Sannino's Bella Vita Vineyard
Croteaux Vineyards
Osprey's Dominion
Horton Lane Beach
Cooper's Beach
Splish Splash Water Park
Essex Steam Train
East Hampton Main Beach
Wolffer Estates Vineyard
Hammonasset Beach State Park
Tanger Outlet Center
Meschutt Beach
Guild Hall
Essex Library
Hither Hills State Park
Clinton Crossing Premium Outlets

Other Places to Stay in Southold, NY


The Old Field Vineyards 375 Properties
Croteaux Vineyards 296 Properties
Mattebella Vineyards 295 Properties
Osprey's Dominion 291 Properties
Sannino's Bella Vita Vineyard 279 Properties
Sparkling Pointe 260 Properties
Horton Lane Beach 202 Properties
Horton Point Park 183 Properties

Frequently Asked Questions About Southold?

What are the top treehouse rentals in Southold?

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

How many treehouses with private pools are available in Southold?

Find exceptional treehouses with private pools near Southold 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 Southold for family stays?

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

How many treehouses are available in Southold?

Treehouse Rentals, as of 2025, features over 227 unique treehouse, cabins and forest homes in Southold. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2025, Treehouse Rentals has curated over 227 stunning properties in Southold, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2025, Treehouse Rentals provides access to over 227 premier accommodations in Southold. Find your ideal escape among the treetops today.


People Also Ask

There are 227 Southold, NY Vacation Rentals

Recently Booked Vacation Rentals in Southold