82+ Treehouses, Forest Homes, Cabin Rentals, and Private Nature Retreats in Chester Gap |
  1. USA
  2. Virginia
  3. Winchester
  4. Chester Gap

Tree House Rentals in Chester Gap

About Chester Gap Treehouse Rentals

Explore more than 82 treehouses in Chester Gap. 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 Chester Gap.

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 Chester Gap. 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 Chester Gap offer approximately 954.28 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 Chester Gap typically ranges around US $313.

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

Type Count
Vacation Homes 32
Holiday Apartments 23
Cottages 3
Villas 1

Use these Quick Filters to Find a Vacation Rental in Chester Gap

★ 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 Chester Gap.

Weather in Chester Gap, VA

View the weather forecast for Chester Gap before booking your Chester Gap 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 Chester Gap, VA

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


Chester Gap Cellars
Front Royal Entrance SheNonedoah National Park
Little Washington Winery
Skyline Caverns
Dinosaur Land
Thorton Gap Entrance SheNonedoah
Yogi Bear's Jellystone Park
Cobbler Mountain Cellars
SheNonedoah River State Park
Barrel Oak Winery
Linden Vineyards
Delaplane Cellars
Wilson's Wild Animal Park
Virginia Wine Country Tours
Naked Mountain Winery & Vineyards
Blue Ridge Arts Council and Gallery
Bing Crosby Stadium
Watermelon Park Campground
Mary's Rock Summit Trailhead
Philip Carter Winery

Other Places to Stay in Chester Gap, VA


Chester Gap Cellars 79 Properties

Frequently Asked Questions About Chester Gap?

What are the top treehouse rentals in Chester Gap?

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

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

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

How many treehouses are available in Chester Gap?

Treehouse Rentals, as of 2025, features over 82 unique treehouse, cabins and forest homes in Chester Gap. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.

By 2025, Treehouse Rentals has curated over 82 stunning properties in Chester Gap, sourced from trusted platforms. Plan your nature-inspired getaway now.

For 2025, Treehouse Rentals provides access to over 82 premier accommodations in Chester Gap. Find your ideal escape among the treetops today.


People Also Ask

There are 82 Chester Gap, VA Vacation Rentals

Recently Booked Vacation Rentals in Chester Gap