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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.

Maple House: Private/Romantic Walk-to-Town Oasis
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.

1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole
Sauna, Jacuzzi, Swim Hole. Fully fenced yard good for dogs! The 1822 Lewis Cottage of Lewis Hollow - Old Woodstock, Pre-Columbian Indian Kairns. Deed reads, "This property starts at the ancient stone heap between Gradus Lewis and Peter Livingston's farm." (DESC Robert) If interested in booking dates over Christmas, any holiday (or ANY DATES that appear booked) PLEASE reach out and inquire. We look to ACCOMMODATE ALL to the best of our ability. *No checkins are avail Tgiving or x-mas days

Uptown kid/dog friendly home w yard tennis & park
Sunny Colonial Uptown Across from Park | Dog-Friendly | Family-Ready Bright, airy, and perfect for exploring Kingston and the Hudson Valley. This home is designed for comfort, fun, and relaxation. Step outside and you’re across from park with trails, playground, petting zoo, tennis courts, and a dog park—something for everyone. Whether you’re planning a family or romantic getaway, weekend with friends, or a pet-friendly escape, this home has every comfort and a prime and walkable location.

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.

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!

Cozy forest luxury cabin
This winter enjoy the falling snow in your own private forest at the Maverick. As featured in Atomic Ranch & Country Home Magazines, the Maverick is a secluded luxuriously restored 1964 MidCentury deck home furnished with Eames and other iconic era furnishings. The Maverick is secluded yet just 5 minutes from downtown Woodstock as well as beautiful hiking, running, and biking trails. The home is perfectly set up for indoor | outdoor entertainment & dining.

Woodstock Family Home w/ Tree House + Heated Pool
Town of Woodstock Special Use (aka STR) Permit #23-0683. Featured in Hudson Valley Style Magazine, this fully updated modern farmhouse is ready to host. Radiant-heated full baths, whole-house generator, PRIVATE heated saltwater pool (schedule/weather permitting), four-season porch, indoor fireplace, fully equipped kitchen, outdoor grill, etc. Basement includes ping pong and pool tables. All bedrooms and full baths upstairs. Half bath on the main floor.

Chic and eclectic retreat at Woodstock/Saugerties!
Step into a meticulously renovated 1810 barn boasting chic, modern, and eclectic design, nestled amidst landscaped lawns and gardens. Experience light-filled spaces ideal for a comfortable and convenient stay in upstate New York. Perfect for year-round adventures with nearby picturesque hikes, trails, swimming holes, and ski slopes. Conveniently located to explore Woodstock and Saugerties' vibrant art, music, wellness spas, and culinary delights.

Sweeping mountain views in Woodstock, NY
A quick 3 minute drive to the center of town, our recently built 3 bedroom house has gorgeous mountain views and is on 5 beautiful secluded acres surrounded by trees. The property is fantastic in all seasons and close to amazing Catskill skiing, hikes, waterfalls, swimming holes, and the Hudson River, as well as the towns of Phoenicia, Saugerties, Kingston, Catskill, Hudson, Rhinebeck, and Tivoli.

Hot tub with stunning views, 5 min to Woodstock
Enjoy panoramic, unobstructed views of the Ashokan reservoir from our recently updated two story home. Perched on top of Ohayo Mountain we are just 5 minutes drive from the heart of Woodstock Village. The views are as good from the living room as they are from the king bed in the primary bedroom. With multiple outdoor seating areas and a firepit you can make yourself at home both inside and out!
Zena: comodidades populares para aluguéis por temporada de casa
Aluguel por temporada de casa com piscina

Bluestone Escape - Where everyone is at home.

4Br Mountain Brook House on 130 acres w/ trails

Gorgeous Villa MntnViews, nr SKI, firepl, hot tub!

Highwoods Haven | saltwater pool and hot tub

Hudson River Sunset Getaway

Design Farmhouse w/ Pool + Firepit | Hudson Valley

Hawk View

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis
Aluguel por temporada de casa por semana

Hillside Views in Hudson Valley

Idyllic Mountain view Catskills home near Windham

Slate Cabin - Stylish Country Escape x Rhinebeck

Upstate Waterfront Saugerties Retreat-Near HITS

Beautiful farmhouse with Mountain View- HITS- AC

Charming private cape house in Woodstock

The Mushroom Palace (Hot Tub, Sauna & Cold Plunge)

Architect's Hudson Valley Home in the Woods
Aluguel por temporada de casa privativa

Bright & Cheerful Woodstock Cottage

Rhinebeck Lakefront Private Retreat

Whispering Pines: Secluded Retreat near town

Unique Catskills Retreat: 3BR with deck & 3 acres

Escape to Pine Lane

Modern House with Mountain View @Getawind

Andes Valley View

Gorgeous Tranquil Cottage with hot tub & stream
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- Aluguéis de casas Ulster
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- Hunter Mountain
- Centro de Esqui Belleayre Mountain
- Bethel Woods Center for the Arts
- Área de esqui Thunder Ridge
- Reserva do Parque Estadual Minnewaska
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Montanha Windham
- Cavernas de Howe
- Parque Estadual John Boyd Thacher
- Área de esqui e centro de tubing Butternut
- Hunter Mountain Resort
- Montanha Plattekill
- Parque Estadual Bash Bish Falls
- Brotherhood, America's Oldest Winery
- Parque Estadual Kent Falls
- Área de Esqui da Montanha Bousquet
- Zoom Flume
- Área de Esqui de Mohawk Mountain
- Parque Estadual Taconic
- Museu Norman Rockwell
- Opus 40
- June Farms
- Naumkeag




