Woodstock, NY Homes for Rent

Welcome to a home where contemporary elegance seamlessly blends with the tranquil beauty of nature. Nestled among lush greenery and towering pines, this stunning residence, worthy of features in top architectural publications, offers an unmatched living experience. At the end of a quiet, winding drive, this property reveals breathtaking views of a dramatic wooded hillside cascading down to a

Melissa Zoe Hirsch Coldwell Banker Village Green

This cozy studio is available in the center of Woodstock, with the backyard bordering the Millstream. Thoroughly renovated from top to bottom, this beautiful third floor space is offered fully furnished. Dining, galleries, entertainment and shopping right outside your door, steps from the Trailways bus stop which will have you to NYC in 2 hours. Utilities included. No pets.

Sarah Finch The Kinderhook Group, Inc.

With its very close proximity to Woodstock village, this is the perfect location if you're looking to engage in the vibrant artistic community yet yearn for woodsy privacy! This elegant yet simple home is very cozy with a modern kitchen, wood floors throughout, a family room in addition to the living room. and an office space. Three bedrooms are upstairs: a very large primary bedroom with 1/2

Sylvie Ross Halter Associates Realty

Situated on nearly an acre of manicured green grass, fruit trees, and mountainous woods in the heart of the Woodstock NY in the Catskills, this roughly 3,000 square foot 5-bedroom, 3-bathroom home is the perfect balance between peaceful nature and the higher-end comforts of being near the city. The house has a big master bedroom with large windows facing nature and easily fits a king size bed.

Jerry Weiss Pietro Altomare Realty

Luxury 2-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 2-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

A great opportunity to live, work, and play in Woodstock! This charming, 3 bed, 2 bath home, is located a stone's throw away from downtown Woodstock and offers a wonderful private spot to enjoy all the area has to offer. With plenty of light and open plan, this home features a first floor bedroom and full bathroom. Going up the renovated stairs, you will find two bedrooms and a newly added

Victoria Stent Coldwell Banker Village Green

Fully Furnished Winter Seasonal Rental Opportunity Embrace winter in the Catskills in this fully furnished, beautifully renovated cedar contemporary home, ideally located in the peaceful hamlet of Zena, just five minutes from the vibrant town of Woodstock. Situated on three private acres and directly across from the 60-acre Thorn Preserve, this sanctuary offers breathtaking views of the Catskill

Sarah Stoudt Coldwell Banker Village Green

Adorable 2 bedroom cottage available for year round rental. Beautiful spot, walk to Bearsville with an open field across the street, a lovely stream beyond and plenty of parking. The home is lightly furnished. Tenant to pay utilities

Mercedes Ross Coldwell Banker Village Green

Year round rental in a Quintessential Woodstock cottage with 3 bedrooms, high ceilings, open floor plan, wood floors and bathed in sunlight. This bright and open home is in a lovely quiet country setting on the edge of the village. Tenant pays utilities

Mercedes Ross Coldwell Banker Village Green

2 bedroom farmhouse on beautiful John Joy Road available October 1st through May 31st for 6 months or more. Set toward the back of a 3 acre meadow far from the road and bordering a beautiful forest, this charming home is just a mile or so from Woodstock Day School and 3 miles to the Zena Democratic School. Relax on the deck and take in the change of seasons and wildlife that meanders through the

Sean Zimmerman Halter Associates Realty

Live in a historic building in Woodstock; The Mountain House. This 5 unit building is only 1 mile to the village green and 1.7 miles to the Overlook Mountain Hike and the KTD Buddhist Monastery. A real artist haven, the complex has been home now or once was home to many great artists- best selling authors, musicians, painters and a cartoonist. The unit for rent has its own entrance and covered

Rose Noone BHHS HUDSON VALLEY PROP-WDST

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

ANNUAL FURNISHED RENTAL w POOL Lovely, meticulously maintained 3 bd/2 ba home with flex room and finished basement on amazing road. 3 plus bucolic acres minutes to the center of Woodstock HW floors, gourmet kitchen, living room with beautiful stone fireplace. Stone patio perfect for eating al fresco Sprawling grounds and gardens. Plenty of room to enjoy hosting family and friends.

Johanna Trimboli Halter Associates 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

AVAIL FROM SEPT 2025. Private & Serene Modern Farmhouse Near Woodstock - Nestled on a private road just minutes from the heart of Woodstock, this beautifully renovated 4-bedroom, 2.5-bathroom modern farmhouse offers the perfect blend of charm, space, and privacy. Surrounded by mature trees, stone walls, and tall hedges, this home feels like a secluded retreat while remaining conveniently close

Alexis Li Corcoran Country Living

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