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Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

In Town+Peaceful Yard+Backyard Brook+Pets Welcome

Prime Location: Walk to the town center, just an 8-minute stroll to Village Green Nestled on a lush acre of land, offering a serene escape Peaceful Outdoor Setting: Brookside location with soothing sounds of water Pet-Friendly: Welcome up to 2 furry friends Easy Check-in: Convenient and straightforward access Ample Sleeping Arrangements: Five beds Walkable to Most Amenities: Enjoy restaurants, shops, Colony music venue Comprehensive Entertainment Options: Two TVs for relaxing movie nights

Romance+history+luxury+privacy in town=Maple House

Treat yourself to a romantic getaway or relaxing retreat in your own newly-renovated historic farmhouse, ideally located on a quiet dead-end lane just 1 block from the Woodstock Village Green ~ the heart of this famous “colony of the arts”. You can walk to restaurants, cafes, galleries, boutiques, theaters, clubs... Or you can stay home and relax in your private oasis of peace and beauty with a fully-fenced landscaped backyard, fireplace, chef’s kitchen, heated soaking tub, and luxury amenities.

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Completely Private w/ Exceptional, Expansive Mountain View, All-Seasons Hot Tub and Sauna. Billiards room, Fireplace, Woodstove, Screen Porch, 300 Vinyl records, Full Kitchen, bathtub and Bidet Surrounded by nature, but 2 miles from center of town. Hiking and creek swimming walking distance This property is for Love. La Dolce Vita. The Love of Friends and Family. The Love of Time. Fall in Love here, with the Land and with One-Another. *No checkins are avail Tgiving,Xmas Day, Easter Sunday

Grandma's Place an Easy Walk to Woodstock

Simply decorated and conveniently located, Grandma's Place is on a quiet road just minutes from all Woodstock has to offer. Vintage furnishings make this popular rental a fun place to stay. The house shares a roof with Grandma's Apartment but the spaces are separated with a secure and sound proofed door. The only shared areas include the driveway and garden. If you wish to rent only one bedroom, please see link at Grandma's Place - Queen Only and send an inquiry about your desired dates.

Hudson Valley Evergreen Treehouse

Welcome to our new Scandinavian designed 5 bedroom, 3 bath treehouse in the Hudson Valley. Experience a relaxing nature setting w/mountain view, 6 min. drive to downtown Woodstock, launchpad to Hunter, Belleayre, nearby wineries & hiking trails. The house offers a private setting, borders a nature preserve, & features a chef's kitchen, living room w/fireplace, cathedral ceilings, wrap around deck, screened in porch, new jacuzzi spa, large movie room, pool table, ping pong table, & more.

Fabulous Family House nr Woodstock Center

Our gorgeous newly decorated Woodstock abode is the perfect destination for a family vacation. Ideally located in town, walking distance to Woodstock center and the legendary Levon Helms Studios. 15 mins to HITS. Close to hiking, swimming & biking. A fully equipped kitchen, new Weber grill, wood-burning fireplace + plenty of wood & space for everyone. Bring to the end a perfect day upstate day by grilling or playing one of our multiple games inc corn hole, darts, scrabble etc.

Spacious, Private, Close to Town, Work From Home

Spacious, modern ranch-style house on 1.9 acres, atop a hill, with plenty of natural sunlight. Designed and decorated for a relaxing time in Woodstock, the home has an open and flowing layout. Conveniently located minutes from the center of town, it's perfect for those who want convenience to shopping and restaurants. A perfect home for a family getaway, work-from-home alternative or company retreat in the Catskills / Hudson Valley. Outdoor fire pit in the front yard!

Retro-Chic Cabin in Woodstock - Sauna

Perfect upstate escape! Whether you're planning a romantic couples getaway, a fun trip with friends, a family vacation, or even a much-needed solo escape, The Retro Chic House offers the ideal stay for a memorable local Upstate Experience. This stunning renovated property is designed to cater to a variety of preferences and is guaranteed to provide you with an unforgettable stay. Located 8 mins to Woodstock, 12 mins to Saugerties, & picturesque drive to Hunter!