Classic farmhouse charm, modern updates, and an established short-term rental opportunity in the heart of the Shenandoah Valley! Located in the Town of Shenandoah, this beautifully updated 3-bedroom, 2-bath home is currently operated as a successful vacation rental and offers an appealing opportunity for an investor, second-home buyer, or full-time resident. The inviting interior blends farmhouse character with thoughtful improvements, including a fully renovated kitchen with quartz/stone countertops, updated appliances, recessed lighting, a spacious laundry room, and an updated main-level bath with walk-in shower. The primary bedroom features an en-suite bath with a classic clawfoot tub. Outside, enjoy the covered front porch complete with porch swings, expansive rear deck, spacious yard, and hot tub-a guest favorite and the perfect place to unwind after exploring the Valley. The home is conveniently located near the Shenandoah River and within easy driving distance of Shenandoah National Park, Massanutten Resort, Luray Caverns, hiking, fishing, kayaking, and many of the area's most popular attractions. Currently configured to accommodate up to 8 guests, the property has an established rental history and an existing STR presence with numerous guest reviews. Whether you are searching for a primary residence, Shenandoah Valley getaway, or an investment property with an established STR history, 101 Second Street offers a rare opportunity to enjoy it from day one. Do not miss your chance!