Woodstock, NY Homes for Rent

Woodstock | Private Summer Residence with Pool | 4BR/3BA | May 22-Oct 31 Set on over two private acres in one of Woodstock's most desirable locations, this fully furnished 4-bedroom, 3-bath residence is available for an extended summer stay (31-day minimum). Recently renovated. Clean lines and strong natural light. Layout offers both flow and separation, with multiple areas for living, dining,

Sheena Lepez Compass Greater New York, LLC

Architectural. Iconic. Unrepeatable. Hidden on 1.73 private acres walking distance from the heart of Woodstock, this extraordinary estate is more than a home - it's a work of art. A rare fusion of a Frank Lloyd Wright–inspired contemporary residence and an original Buckminster Fuller–style geodesic dome, this is a property designed for those who appreciate architecture, creativity, and a life

Ashley Olson Minard eXp Realty

Welcome to your dream home in the enchanting town of Woodstock, just a two-hour bus ride from the heart of NYC or a 15-minute drive from the Thruway Exit 19 (Kingston). Imagine waking up every morning in a beautifully preserved historic carriage house in the heart of the lively town center. Walk to numerous restaurants, bars, shops, markets, bakeries, pharmacies, galleries, the cinema and the

James Angelakis BHHS HUDSON VALLEY PROP-WDST

Tucked into a lush, storybook setting where a gentle stream winds through the landscape and the forest feels just within reach, this fully renovated Woodstock bungalow offers a rare blend of charm, privacy, and effortless modern living. Immaculately landscaped grounds create a true outdoor sanctuary, with multiple dining areas, a firepit for slow evenings under the stars, and peaceful vantage

Catherine Quintard Compass Greater NY, LLC

*SUMMER & FALL RENTAL* (AVAIL May 25 - Oct 31, 2026) // This unique hilltop property includes two separate structures -- a beautifully designed three-bedroom main house and a private loft guest house offering flexible space so you have accommodations for up to 10+ guests. Tucked away on a private hilltop ridge just under three miles from the pulse of Woodstock, 55 Nordic Drive is a secluded

Alexis Li Corcoran Country Living

Here's your chance to spend a flexible season staring at one of the most incredible views this seasoned agent has ever seen in the Catskills. Featured in the book Woodstock Handmade Houses, this beautiful and private home on Overlook Mountain is the perfect marriage of Swedish minimalism and antique rustic materials. The panoramic views reveal themselves immediately upon entering the home. The

Briana Cermak Compass Greater NY, LLC

Escape to your own private retreat nestled among mature trees and bordered by a tranquil stream. This unique property offers an extraordinary blend of nature, privacy, and relaxation, creating a setting that feels worlds away from everyday life. Designed with a Zen-inspired aesthetic, the home features a remarkable spa-like bath suite complete with a slate walk-in shower, bamboo accents, river

Greg Berardi Berardi Realty

AVAIL FROM OCT 2026. Secluded Mountain Chalet with Breathtaking Views and Poolside Lodge - Set atop nine private acres, this stunning mountaintop chalet offers a rare combination of serenity, seclusion, and spectacular views. A long, private driveway winds through the property, leading to a retreat unlike any other. The property features a three-story main house and a separate two-story Poolside

Alexis Li Corcoran Country Living

Luxury 3-Bed, 2-Bath Spa Retreat on over 6 Acres - Jet Tub, Sauna, Fire Pit & Handcrafted Natural DesignJust 10 minutes from the heart of Woodstock and 5 minutes from the Bearsville Theater and restaurants, this stunning 3-bedroom, 2-bath retreat combines luxury, craftsmanship, and nature in perfect harmony.Every detail has been thoughtfully designed using only natural materials -

Susanna Scott-Mitchell Compass Greater NY, LLC

SHORT TERM RENTAL: Private, fully furnished Woodstock Oasis with mountain views, is ready to be your country getaway! On a dead-end rd. up high on a hill, this Willow home has everything you need, close to hiking, skiing, restaurants and shopping, just minutes from Woodstock, Phoenicia and the NYS Thruway, this private retreat is available beginning March 2026

Mark Kanter BHHS HUDSON VALLEY PROP-WDST

Here's your chance to spend a year staring at one of the most incredible views this seasoned agent has ever seen in the Catskills. Featured in the book Woodstock Handmade Houses, this beautiful and private home on Overlook Mountain is the perfect marriage of Swedish minimalism and antique rustic materials.The panoramic views reveal themselves immediately upon entering the home. The kitchen is

Briana Cermak Compass Greater NY, LLC

With a balance of clean lines and cozy details, you'll have no trouble making this one bedroom cottage your home. Large windows bring natural brightness throughout, framing views of mature trees. Read a book by the electric fireplace this fall. Spread out on the ample granite countertops to master your latest culinary project. Recently renovated with the latest in green technology, you will

Lillian Kology Halter Associates Realty

This exciting 7 year young modern home has everything you want. There is no end to the quality and workmanship emanating from this home. From the bamboo floors, high end Meile appliances, custom cabinetry, quartz countertops, top quality bath fixtures with soapstone countertops and several stained glass windows. To fully bring in light and the spectacular Overlook mountain views, you'll find a

Richard Miller Win Morrison Realty - W

Sweet bungalow in Bearsville available for rent and move in ready. Down private country lane situated next to lovely stream on almost 3 acres minutes to the center of Woodstock sits this remodeled 2 Bd/ 1 Ba home with polished concrete floors and perfectly furnished with a modern aesthetic. Sit on your covered deck looking out into the Catskill forest. Lounge in your cozy living room beside your

Johanna Trimboli Halter Associates Realty

A stunning, fully furnished guest house in a private setting in Woodstock! There's nothing more to ask for in this single level guest home with two bedrooms, a single bathroom and stunning open kitchen and living area. This home is naturally well-lit including skylights and picturesque nature views from each window. If this wasn't enough inside, step outside to your private outdoor area with

Amy Hawks Berardi Realty