🏠 11 best short term rental opportunities | January 4, 2024

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This super cozy turnkey existing Airbnb has exceptional reviews and income, is $400k and is featured in the Pro version of this newsletter.

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Since 1815, The Crimson Cottage has remained a testament to historic preservation, with the original details and character well upheld and lovingly restored. Nestled on a country road just outside Hudson, this charming home captivates with an allure reminiscent of a Nancy Meyers film set. Encircled by a sweeping wrap-around porch and adorned with wide floorboards faux-painted by renowned local artist Frank Faulkner, this enchanting upstate gem stands apart from the rest. Freshly painted and filled with natural light, this home showcases original detailing in its antique central staircase, expansive 19th-century windows, convenient pocket doors, and custom built-ins. Featuring two well-maintained and functional wood-burning fireplaces, this is the perfect spot to curl up during the winter months. Upstairs, the spacious primary suite includes a walk-in closet and a versatile dressing room/office. Downstairs, a sizable room offers flexibility as a guest bedroom, den or office, adapting to your needs. The unfinished basement, with a quarter bathroom, presents an opportunity to add additional living space as well. While preserving its historic charm, the house has been fully updated with a metal roof, thoughtful landscaping, up-to-date mechanicals, and forced heating and air cooling. The open floor plan, ideal for entertaining, features eight original French doors that seamlessly connect the interior to the exterior porch, slate patio, lawn, and gardens. Set on almost an acre with the subtle sound of the Claverack Creek in the background, the well maintained grounds flourish in the warmer months showcasing exquisitely manicured vegetable, herb, and perennial gardens. Beyond the property itself, you are walking distance to Empire State Trail, which has walking and biking paths peppered with historical pacards narrating the heritage of the region. With endless upstate options, explore the fields at the nearby Greenport Conservation, visit the local farmer's markets, or shop and dine to your heart's content on Warren Street in Hudson. Being just two hours outside of New York City, the property is currently operating as an Airbnb with no rental restrictions and is available fully furnished upon request. Whether you choose to make it your full time residence, a weekend country escape, or continue it as a vacation rental property, The Crimson Cottage is an upstate opportunity not to miss.

  • $625,000

  • 2 Bedrooms, 2 Bathrooms

  • Average Daily Rate: $403

  • Expected occupancy rate: 65%

  • Monthly expected income: $7,968

  • Monthly expected expenses: $5,866

  • Monthly expected cash flow: $2,102

  • Expected cash on cash return: 14.9%

Welcome to your mountain sanctuary! This beautiful log home, nestled on 2 acres & backing US Forest Service land, invites you to experience over 10,000 acres of untamed beauty as your backyard playground.Step inside this 5-bedroom, 3.5-bath retreat & be embraced by the warmth of log details. The main level captivates w/ breathtaking views through picturesque windows, while the living room boasts a stone-to-ceiling wood-burning fireplace, creating the perfect ambiance for cozy evenings.The spacious kitchen, adorned w/ ample cabinet space, is a chef's dream. The convenience of the primary bedroom, laundry room, & a half bath on the main floor ensures a seamless living experience. The upper level has four generously sized bedrooms  along w/ a full bath.The lower level is a haven for entertainment, boasting another full bath, abundant space, & a home theater w/ seven reclining seatsideal for creating unforgettable movie nights. With its history as a fractional share, the home offers 10 locker storage spaces downstairs as well that could possibly be converted to more bedrooms.

  • $999,000

  • 5 Bedrooms, 4 Bathrooms

  • Average Daily Rate: $561

  • Expected occupancy rate: 55%

  • Monthly expected income: $9,385

  • Monthly expected expenses: $7,244

  • Monthly expected cash flow: $2,141

  • Expected cash on cash return: 9.8%

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