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

A truly one-of-a-kind residence and rare opportunity, this exceptional home offers a seamless blend of architecture and art in the heart of Woodstock, walking distance to Tinker Street, yet set privately on 1.73 secluded acres just minutes from the village.Designed as a fusion of a Frank Lloyd Wright–inspired contemporary addition and an original Buckminster Fuller–style geodesic dome, the

Ashley Olson Minard eXp Realty

*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

Located on one of Woodstock's most desirable roads sits this classic contemporary set on 5 acres. Privately situated on a town-maintained, dead end lane for that ultimate get-away feeling, this light-filled, two bedroom, two bathroom home with additional flex space, features soaring ceilings with solid wood floors, flooded with natural light from floor-to-ceiling windows. The main living area

Victoria Stent Coldwell Banker Village Green

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 SEPT 2025. 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

Woodstock Summer 2026! Perched on a hill with panoramic views of the Cooper Lake this residence seamlessly blends European sophistication with Woodstock country vibes. Designed with an emphasis on light and line, the home features an open-concept layout framed by floor-to-ceiling glass, ensuring the mountain and lake vistas remain the focal point of every room. The interior aesthetic is a refined

Melissa Zoe Hirsch Coldwell Banker Village Green

Luxury 3-Bed, 2-Bath Spa Retreat on over 6 Acres - Jet Tub, Sauna, Fire Pit & Handcrafted Natural Design Just 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 - stone, wood,

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

Summer Rental Opportunity: Rent by the month or the full season. Nestled in the serene hamlet of Zena, just five minutes from the heart of Woodstock, this exquisitely renovated cedar contemporary home offers a blend of elegance, comfort, and modern convenience. It is a sanctuary of refined living, set on three private acres directly across from the pristine 60-acre Thorn Preserve, which offers

Leslie Foti Coldwell Banker Village Green

This lovingly renovated 1900 farmhouse provides 1374 square feet of living space on 2 floors with 3 bedrooms and 2 1/2 bathrooms on a desirable road in Woodstock. On the ground floor, the property boasts a fantastic chef's eat-in kitchen, comfy living room and extra room with 1/2 bath. Upstairs you'll find a master bedroom with ensuite bathroom and 2 additional bedrooms with shared bathroom and

Victoria Stent Coldwell Banker Village Green

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