22 Holly Hills Drive, Woodstock
MLS® # 20250066
Welcome to a beautifully renovated historic Carriage House, tucked away on a private road just off Woodstock's iconic Tinker Street. This tranquil retreat offers the best of both worlds—unparalleled privacy while being just steps from vibrant restaurants, cafes, shops, and live music venues. The Bearsville Center is nearby, and the property backs onto the serene Comeau Park, offering family-friendly hiking trails, swimming holes, and scenic spots. No car is needed to enjoy the town, and for those traveling from New York City, the Trailways bus from Port Authority drops you right at the Woodstock town stop.
This meticulously restored three-bedroom Carriage House blends historic charm with modern luxury, offering the perfect getaway for up to six guests. The open floor plan invites the outdoors in with expansive windows and cathedral, beamed ceilings throughout.
The main bedroom occupies the entire top floor, featuring a king bed with an organic Avocado mattress and a private bath with a jacuzzi tub. The two additional bedrooms, located on the main floor, share a spa-like bathroom with a walk-in shower. One guest bedroom has a full-size Avocado bed, and the other is furnished with twin beds that can be joined to form a king if needed.
The open living area is bright and airy, with a seamless flow into the dining room and chef's kitchen, which includes state-of-the-art Miele appliances, such as a steam oven and built-in coffee maker. There is also a vegetable garden for guest use. For quiet moments, the seasonal screened porch with a daybed offers the perfect spot to relax with a book.
Outside, the beautifully landscaped garden surrounds the property, and a saltwater pool awaits for warm summer days. There is also a stream that runs behind the house, a fire pit in the yard for evening gatherings, a hammock for lazy afternoons, and a fireplace by the pool for added comfort on cooler nights. The garden is fully fenced, making it safe for pets. Additional amenities include gas BBQ, luxury linens and organic bath products, an in-home laundry, and an organic baby mattress available upon request.
For year long rentals, the rate is 9,000 per month. For summer rentals from May 1 to August 30, the rate is 15,000 per month. Maximum occupancy is six people, and pets are welcomed with an additional security deposit. Tenants are responsible for electric, propane, internet, and trash removal, and are required to have a professional cleaner come twice per month. Snow removal and private road maintenance are covered by the landlord. Renters insurance is required for stays longer than one month.
This luxurious Carriage House offers the ultimate Woodstock experience—privacy, modern comforts, and the lively village right at your doorstep. Don't miss this extraordinary rental opportunity!
3 Seasons Room, Beamed Ceilings, Breakfast Bar, Cathedral Ceiling(s), High Ceilings, High Speed Internet, Kitchen Island, Open Floorplan, Primary Downstairs
Washer/Dryer, Range Hood, Oven, Gas Range, Dishwasher, Built-In Refrigerator
Fire Pit, Gas, Wood Burning, Other
Barbecue, Fire Pit, Garden, Private Yard
Back Yard, Garden, Landscaped, Near Public Transit, Wooded, See Remarks
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