Woodstock, NY Homes for Rent

A Summer Like No Other Awaits You. Escape the ordinary and step into a world where luxury meets the unhurried beauty of the countryside. Nestled gracefully upon 17 pristine acres, this exquisite farmhouse retreat is a rare offering -- a sanctuary where pastoral meadows, rolling mountain vistas, and timeless charm converge in perfect harmony. Thoughtfully positioned to capture breathtaking views

Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

**Charming Long-Term Rental in the Heart of Woodstock - Available now! welcome to your serene sanctuary in the vibrant community of Woodstock! This recently renovated ranch-style home is the perfect blend of comfort and convenience, inviting you to experience the best of suburban living. As you step inside, you'll be captivated by the airy and flowing layout, which features two cozy bedrooms

Melissa Zoe Hirsch Coldwell Banker Village Green

Well cared for raised ranch in desirable West Hurley location with Woodstock mailing address. Close proximity to the town of Woodstock. Available May 15.Long term tenant purchased new house looking to establish a new long term tenant. Pets on a case to case basis.Owners are licensed NYS licensed real estate brokers.

Joan Hagedorn Hagedorn Realty

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

Escape to this serene sanctuary tucked along a scenic hillside in Woodstock, just off Upper Byrdcliffe Road as you ascend toward Overlook Mountain. Just five minutes from the center of town, yet feeling completely immersed in the woods, this tranquil retreat blends nature and comfort, offering treetop views with glimpses of distant mountain peaks--and a gentle stream running through the property,

Juergen beneke Hudson Dwellings Realty

Private studio with mountain views and stunning sunsets in the heart of Woodstock! Studio is well insulated and energy efficient. Fully furnished with all the necessities. Serene mountain escape. Generator back up. Walk up the stairs to a magnificent open studio space with breathtaking mountain views. Skylights and ample windows make for artistic lighting throughout, full sized fridge and

Shana Altstaetter Halter Associates Realty

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

Enjoy Catskills living just minutes from famous Woodstock in this bright and airy single-story, contemporary cottage. A lovely stone patio and two decks, one open and one covered, invite indoor-outdoor living. All seasons, delight in viewing nature through the cottage's oversized windows. On chilly days, use the cast-iron gas stove to stay snug and warm. The open-plan living area includes a

Lillian Kology Halter Associates Realty

This beautifully renovated home offers a perfect blend of modern luxury and serene natural beauty. Set on 1.1 private acres that border a tranquil creek, the property is designed for both relaxation and entertaining. The interior features a fully renovated, modern open-concept design that seamlessly connects the living spaces, anchored by two spacious family rooms that provide ample flexibility

Robert Leone Serhant LLC

Summer in Woodstock Starts Here | Renovated Cottage Rental in Bearsville with Mt. Tremper Views If you're dreaming of a Hudson Valley summer--morning hikes, afternoons by the water, evenings under the stars--this renovated 3-bedroom cottage in Bearsville puts you right in the middle of it all. Tucked into a quiet mountain ridge pocket just minutes from Woodstock, Phoenicia, and Kingston, this

Mark Kanter BHHS HUDSON VALLEY PROP-WDST

*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

Beautifully renovated farmhouse set on 4.65 private acres with seasonal mountain views. This fully furnished 3BR/2BA home features an open floor plan, custom kitchen with vaulted ceilings, high-end appliances, marble countertops, and hardwood floors throughout. Living room with cobblestone fireplace and French doors to covered porch. Screened porch and large back deck overlook lush grounds.

Susanna Scott-Mitchell Compass Greater NY, LLC

Enjoy the Woodstock lifestyle in this unique two-bedroom cottage with full bath set among the trees. Close to the Village, this charming cottage features an open-plan living area with a fireplace and Craftsman-style kitchen. Take pleasure in dining alfresco in the screened porch or relaxing outdoors on the wood deck or stone patio. For comfort and convenience, there are ample closets and a

Lillian Kology Halter Associates Realty

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

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

Escape the City and Find Your Peace Experience the height of summer in the Hudson Valley at this contemporary mountain home located on one of Woodstock's most coveted roads. This private sanctuary offers the perfect blend of secluded nature and modern luxury, just minutes from the Bearsville Theater and the heart of Woodstock village. Contemporary Design: An architectural gem featuring an

Melissa Zoe Hirsch Coldwell Banker Village Green

Minutes from the historic village of Woodstock, enjoy relaxing in the woods in this sweet, one-bedroom, one-bath cottage. Experience glorious mountain light flowing into the open-plan living area and eat-in kitchen from the large and unique windows above. A large deck for relaxing or entertaining is accessible from either the kitchen or bedroom. This charming retreat is located less than two

Lillian Kology Halter Associates Realty

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

Just outside the iconic village of Woodstock, this striking two-bedroom contemporary retreat features dramatic windows and a monumental stone fireplace anchoring the great room. A fully modern kitchen provides ample space to entertain guests or perfect a new recipe. Atop a spiral staircase, you'll find a primary bedroom with a beautifully tiled en suite bathroom and large balcony. The second

Lillian Kology Halter Associates Realty

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

Privately nestled in the woods, yet just a short distance from Woodstock Village, this just completed total restoration and modernization offers finest in quality finishes throughout. Open main level design ideal for your lifestyle features complete chef's kitchen with generous farmhouse sink, slide out pantry, top of the line appliances, and access to outside ideal for placement of a grill.

Nan Potter Potter Realty

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

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