Woodstock Barn Artist’s Retreat in Bearsville

The Woodstock Barn is a beautifully restored 1889 gem featured in Vogue and “Woodstock Handmade Houses”—located just 8 minutes from the heart of Woodstock. The property embraces the home’s original 1800’s character with upgraded, eclectic design touches and amenities including a fully-fenced in-ground pool, 12-foot movie screen projector, original wood burning stove and outdoor pizza oven. The space What You’ll Love: ⎯▹ Backyard: Fenced in Pool, Fire Pit, Pizza Oven, Grill, Seasonal Outdoor Shower ⎯▹ Kid-Friendly: Fenced in Pool, Crib ⎯▹ Kitchen: Cooking Essentials, Dining Table for 12, Wet Bar ⎯▹ Cozy Spaces: Open Concept Living Space, Wood Stove ⎯▹ Media: Fast Wifi, 12’ Projector, Apple TV, Surround Sound Location Highlights: » Catskill Hiking Trails — Minutes Away » Woodstock Downtown — 8 min drive (current road closure changes to 15 min drive) » Ashokan Reservoir — 10 min drive » Whitecliff Vineyard & Winery — 50 min drive ➤ R&R Local Tips: Once booked, you’ll receive our curated guide featuring favorite local eateries, hikes, and hidden gems. Woodstock Barn Overview: ⎯▹ Bedroom 1: King Bed (main level) ⎯▹ Bedroom 2: King Bed (main level) ⎯▹ Loft 1 (Above Living Room): Full Bed with Privacy Curtain ⎯▹ Loft 2 (Above Kitchen): Queen Bed (No Privacy Curtain) ⎯▹ Bathroom 1: Full Bath with Clawfoot Tub + Shower ⎯▹ Bathroom 2: Full Bath with Tub + Shower ⎯▹ Bath Products Provided: Shampoo, Conditioner, Body Wash, Hand Soap, Lotion, Makeup Towels, Hand Towels FAQs ➤Is the pool heated? The pool is open from May-October (exact dates are weather dependent) and is NOT heated. The pool gets direct sunlight and is a refreshing experience during summer months. Pool towels are provided. ➤Are firewood and kitchen essentials provided? Yes! Firewood for the fire pit, and all kitchen & bath products are supplied for your convenience. ➤Is the property air-conditioned? No AC, but the historic barn stays naturally cool even on the hottest days. ♥ Meet Your Host We are Root & Ramble — more than just managers, we’re placemakers cultivating experiences and places where groups can feel at home, unwind, and make memories. The Root & Ramble Team will be here for you not only throughout your stay, but throughout your planning process. We’re here to help, so please do not hesitate to ask! We’re honored to share this place with you and grateful to the homeowners for trusting in us. We cannot wait to welcome you to Woodstock Barn. Your Hosts, Root & Ramble Management Guest access Guests will have exclusive access to the entire Woodstock Barn, including the two private bedrooms, two expansive lofted sleeping quarters, chef's kitchen, and living areas. Enjoy the outdoor amenities, such as the fully-fenced in-ground pool (available from Memorial Day weekend to Labor Day weekend), the outdoor pizza oven, and the BBQ grill. Parking is available in designated spaces on the property. Please note that the garage is not accessible to guests. The fire pit is available for use, adhering to all safety instructions. Other things to note ✔️ 1 dog permitted per reservation ✔️ The Woodstock Barn is a historic property with unique character and charm. Given the nature of older structures and our wooded surroundings, it’s possible that a friendly critter or the occasional bug might find its way inside. We clean thoroughly—including just before your arrival—and always strive to create a spotless and welcoming environment. Thanks in advance for understanding the quirks that come with staying in a space with such unique history. ✔️ Events and parties are not permitted to maintain peace in our residential neighborhood. ✔️ Parking is available in designated spaces on the property. Please note that the garage is not accessible to guests. The fire pit is available for use, adhering to all safety instructions. ✔️ Note that none of the common areas nor bedrooms have air conditioning (the entire house is heated). But thats for a reason - we've received overwhelming feedback that the home stays cool enough even in the hottest summer days. ✔️ Please note that we are located in the mountains and WiFi is not guaranteed. ✔️ You’ll have full access to the entire property, with the exception of a small attached owner’s cabin. Rest assured, the owners will not be onsite during your stay, so you’ll enjoy complete privacy throughout your visit.