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

Tree House Rentals in Cheshire

About Cheshire Treehouse Rentals

Explore more than 105 treehouses in Cheshire. 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 Cheshire.

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 Cheshire. 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 Cheshire offer approximately 609.42 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 Cheshire typically ranges around US $272.

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

Type Count
Vacation Homes 46
Holiday Apartments 45
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Cheshire

★ 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 Cheshire.

Weather in Cheshire, CT

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

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


Cheshire Golf Course
Quinnipiac Recreation Area
Cheshire Hollow Farm
Roaring Brook Park
Barker Museum
Drazen Orchards
Maplecroft Plaza Shopping Center
Bartlem Park
Yale University
XL Center
Yale-New Haven Hospital
Xfinity Theatre
University of Hartford
Toyota Presents Oakdale Theatre
Connecticut Convention Center
Quinnipiac University
Trinity College
Wesleyan University
Shubert Theater
Palace Theatre

Other Places to Stay in Cheshire, CT


Quinnipiac Recreation Area 143 Properties
Cheshire Golf Course 134 Properties
Barker Museum 114 Properties
Maplecroft Plaza Shopping Center 101 Properties
Cheshire Historic District 98 Properties
Drazen Orchards 93 Properties
Bartlem Park 90 Properties
Roaring Brook Park 90 Properties
Cheshire Hollow Farm 26 Properties

Frequently Asked Questions About Cheshire?

What are the top treehouse rentals in Cheshire?

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

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

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

How many treehouses are available in Cheshire?

Treehouse Rentals, as of 2025, features over 105 unique treehouse, cabins and forest homes in Cheshire. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2025, Treehouse Rentals has curated over 105 stunning properties in Cheshire, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2025, Treehouse Rentals provides access to over 105 premier accommodations in Cheshire. Find your ideal escape among the treetops today.

Nearby Neighborhood (1) 
Neighborhood Property Count
Milldale Vacation Rentals in New Haven, Connecticut 38

People Also Ask

There are 105 Cheshire, CT Vacation Rentals

Recently Booked Vacation Rentals in Cheshire