103+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in Middlebury |
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  3. New Haven
  4. Middlebury

Tree House Rentals in Middlebury

About Middlebury Treehouse Rentals

Explore more than 103 treehouses in Middlebury. 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 Middlebury.

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 Middlebury. 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 Middlebury offer approximately 583.9 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 Middlebury typically ranges around US $322.

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

Type Count
Vacation Homes 42
Holiday Apartments 40
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Middlebury

★ 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 Middlebury.

Weather in Middlebury, CT

View the weather forecast for Middlebury before booking your Middlebury 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 Middlebury, CT

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


Quassy Amusement Park
Middlebury Center Historic District
Lake Quassapaug
Yale University
Yale-New Haven Hospital
Toyota Presents Oakdale Theatre
Quinnipiac University
Shubert Theater
Palace Theatre
Lake Compounce
New Haven Green
University of New Haven
Choate Rosemary Hall
Warner Theater
CoCo Key Water Resort Hotel & Convention Center - Waterbury
New Haven City Hall
Southern Connecticut State University
Candlewood Lake
Elephant's Trunk Flea Market
Yale University Art Gallery

Other Places to Stay in Middlebury, CT


Middlebury Center Historic District 91 Properties
Lake Quassapaug 77 Properties
Quassy Amusement Park 67 Properties

Frequently Asked Questions About Middlebury?

What are the top treehouse rentals in Middlebury?

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

How many treehouses with private pools are available in Middlebury?

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

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

How many treehouses are available in Middlebury?

Treehouse Rentals, as of 2025, features over 103 unique treehouse, cabins and forest homes in Middlebury. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2025, Treehouse Rentals has curated over 103 stunning properties in Middlebury, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2025, Treehouse Rentals provides access to over 103 premier accommodations in Middlebury. Find your ideal escape among the treetops today.


People Also Ask

There are 103 Middlebury, CT Vacation Rentals

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