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Holiday rentals in Chester Gap

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Top-rated holiday rentals in Chester Gap

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Holiday home in Linden
Hottub+Pet friendly+Mtn view+Skyline Dr+Wineries
Cozy mountain cabin with a hot tub, fire pit, and picnic/grilling area that you can enjoy as you gaze out at the mountains or stars! Something you don’t find every day. Sip your morning coffee on the deck, play one of the many board games, read a book from our library, play a retro arcade game, or just enjoy nature. The cabin is close to a lot of wineries, hikes (Appalachian Trailhead is just a few minutes away), Skyline Drive, Front Royal downtown, Caverns, and many more attractions.
Superhost
Chalet in Front Royal
Bear Mountain Lodge
Bear Mountain Lodge is in the Shenandoah mountains, less than 10 minutes to the Skyline Drive - Front Royal entrance. Enjoy hiking trails, the Shenandoah River, wineries, and all of what Front Royal has to offer. Secluded property offers privacy and peace and quiet. Wifi, Cable TV, toilet paper, paper towels, shower towels, pillows, and sheets are provided. Hot Tub! Both Kuerig and drip coffee machines available. Everyday kitchen essentials included.
Individual Host
Superhost
Home in Front Royal
Idle Hour at Chester Gap
Whole house in the foothills of the Shenandoah Mountains and the heart of Virginia wine country. The house is adjacent to Chester Gap Cellars, which offers weekend wine tastings, tours, hiking trails, and spectacular views. Access to the Appalachian Trail is nearby along with Shenandoah National Park, Skyline Drive, and the Shenandoah River. House features expansive back deck, outdoor dining, and private hot tub.
Individual Host

Other great holiday rentals in Chester Gap

Superhost
Flat in Bentonville
Full Circle Farm Shenandoah Valley No Cleaning Fee
Individual Host
Superhost
Cabin in Front Royal
Modern River Cabin! Hot Tub*Privacy*Romance*Fun!
Individual Host
Superhost
Cabin in Front Royal
Cozy Shenandoah Cabin in Front Royal, VA!
Individual Host
Superhost
Cottage in Bentonville
The Cottage
Individual Host
Superhost
Cabin in Linden
Cabin Retreat w/ Hottub Near Wineries
Individual Host
Superhost
Cabin in Rileyville
Clouds Cabin
Individual Host
Superhost
Cabin in Strasburg
Cedar River Retreat~ River Access~Hot Tub~King Bed
Individual Host
Superhost
Home in Front Royal
SUNSET/RIVER VIEWS, Secluded mountain chalet with hot tub, newly decorated, king beds, 3 fireplaces, 20 mins to parks, canoeing, Skyline Drive, wineries, breweries and more!!
Individual Host
Superhost
Cabin in Front Royal
♛Royal A-Frame♛HOT TUB★PetsOK★WoodStove★FASTwifi
Professional Host
Superhost
Cottage in Front Royal
Vineyard /pond cottage in front royal VA
Individual Host
Superhost
Cabin in Linden
Beau Ridge Cabin.
Professional Host
Superhost
Cabin in Luray
Riverfront cabin with new hot tub
Individual Host

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