Vacation Rentals Near Old Rag Mountain

Hayfields and woods rolling toward the Blue Ridge near Old Rag Mountain

Three homes near the Old Rag trailhead

 

Two restored farmhouses a fifteen-minute walk from the Old Rag trailhead, and a 32-acre estate facing the mountain, in Sperryville and Etlan, Virginia

3 properties  

4 Bedrooms • 3 Baths • Sleeps 5-10
Allows pets Internet Wood Stove River Mountain Hot Tub
Make yourself at home in this thoughtfully restored farmhouse at the base of Old Rag Mountain in Shenandoah National Park. Walk to iconic hikes, relax in the hot tub, cook comfortably in a well-stocked kitchen, and enjoy porches, pasture views, and open space. Dog-friendly, family-friendly, and designed to feel like a place you truly settle into. For larger gatherings, a sister home is located right next door.

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6 Bedrooms • 7 Baths (6 full, 1 half) • Sleeps 18
Allows pets Internet Mountain Forest Hot Tub
Turn up the drive at Old Rag Overlook and mountains rise on every side, Old Rag chief among them, over 32 acres of hayfields and woods. Two renovated homes sleep 18 with mountain views from every room. Gather around one long table, soak in the hot tub facing the peaks, and shoot pool in the smokehouse game room before a fire under dark skies. Under a 15-minute drive to the Old Rag trailhead. From the hosts of Old Rag Trailside and Foothills: 4.96 stars across 220+ reviews.

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4 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 5-10
Allows pets Internet Wood Stove River Mountain Forest Hot Tub
A beautifully renovated farmhouse just steps from the Old Rag trailhead. Thoughtfully prepared so it’s easy to cook, relax, and spend time together — with space to spread out, mountain views, and a hot tub to unwind after a day outdoors. If you’re traveling with more people, we also have another home right next door.

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From Old Rag Trailside and Old Rag Foothills you can walk to the Old Rag trailhead in about fifteen minutes — no car, and no hunting for a parking space. Old Rag Overlook is about fifteen minutes away by road, looking straight at the mountain across its own thirty-two acres. All three sit on the eastern edge of Shenandoah National Park, in Sperryville and Etlan, Virginia. Each one has a private hot tub, a fire pit and a kitchen stocked for real cooking, and each one is pet friendly, with up to three dogs welcome. Trailside and Foothills each have a wood-burning stove; at Overlook the game room fills the converted smokehouse, and the fire pit outside is the place for a fire.

Old Rag Trailside and Old Rag Foothills are restored farmhouses next door to one another, sleeping ten apiece; book both and you have room for twenty. Old Rag Overlook is a secluded 32-acre estate with six bedrooms, a game room and the widest views of the three — mountains on every side and Old Rag straight ahead — sleeping eighteen. Washington DC is an hour and forty minutes away, Charlottesville about an hour.