393+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in Winchester |
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  3. Winchester

Tree House Rentals in Winchester

About Winchester Treehouse Rentals

Explore more than 393 treehouses in Winchester. 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 Winchester.

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 Winchester. 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 Winchester offer approximately 1044.8 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 Winchester typically ranges around US $338.

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

Type Count
Vacation Homes 154
Holiday Apartments 60
Cottages 17
Villas 10

Use these Quick Filters to Find a Vacation Rental in Winchester

★ 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 Winchester.

Weather in Winchester, VA

View the weather forecast for Winchester before booking your Winchester 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 Winchester, VA

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


SheNonedoah University
Front Royal Entrance SheNonedoah National Park
Winchester Medical Center
Bluemont Vineyard
Skyline Caverns
Dinosaur Land
Apple Blossom Mall
Mt Hebron Cemetery
Jim Barnett Park
SheNonedoah Valley Discovery Museum
Wilson's Wild Animal Park
Patsy Cline Historic House
Twin Oaks Tavern Winery
Blue Ridge Arts Council and Gallery
Bing Crosby Stadium
Watermelon Park Campground
Winchester Little Theater
Holy Cross Abbey
Mackintosh Fruit Farm
Hupp's Hill Civil War Park

Other Places to Stay in Winchester, VA


Warren County 159 Properties
Frederick County 158 Properties
Front Royal 146 Properties
Happy Creek 139 Properties
Old Town Winchester 124 Properties
Strasburg 62 Properties
Clarke County 60 Properties
Paris 59 Properties
Berryville 37 Properties
Bluemont 34 Properties
Russell 27 Properties
Stephens City 25 Properties

Frequently Asked Questions About Winchester?

What are the top treehouse rentals in Winchester?

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

How many treehouses with private pools are available in Winchester?

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

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

How many treehouses are available in Winchester?

Treehouse Rentals, as of 2025, features over 393 unique treehouse, cabins and forest homes in Winchester. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2025, Treehouse Rentals has curated over 393 stunning properties in Winchester, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2025, Treehouse Rentals provides access to over 393 premier accommodations in Winchester. Find your ideal escape among the treetops today.


People Also Ask

There are 393 Winchester, VA Vacation Rentals

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