Homes for Rent near Woodstock Day School

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

Beautiful, fully-furnished home located on a serene two acre lot on the Woodstock/Kingston border available for term of 1-6 months. This welcoming home was designed with a comfortable country lifestyle in mind. Spacious & open light filled rooms rooms look out at the beautiful pine forest. The gourmet kitchen, dining area, and living room with cozy fireplace are open to each other. There is a

Sarah Finch The Kinderhook Group, Inc.

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

For Rent Bright & Spacious 1 Bedroom Apartment (Approx. 800 sq. ft.) This comfortable 1-bedroom, 1-bath apartment offers generous living space, great natural light, and a convenient single-level layout. The home features a large open living area, a spacious eat-in kitchen, and a full bath with pedestal sink. Clean flooring and well-maintained interiors make this apartment easy to settle into.

Greg Berardi Berardi Realty

**Woodstock Winter Rental** Bright Studio Apartment above a garage, with kitchenette. Freshly painted approximately 504 square feet. French doors to personal deck, with beautiful country views. Ideal location, convenient to many amenities. Rent includes off street parking, electric, grounds maintenance, garbage pick up and snow removal. Tenant responsible for propane and cable/internet if wanted.

Pieta Williams Halter Associates Realty

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

Really lovely two-bedroom rental in the woods! This spacious downstairs unit in a well-maintained quadruplex is a heartbeat away from all the best of the Hudson Valley - just minutes from Woodstock, Saugerties and Kingston. New carpet, tiled entry, plenty of closets, and extra storage, along with a light and bright open kitchen make this home comfortable and easy. Shared coin-op washer/dryer.

Carol Graham Corcoran Country Living

Nestled just a half mile from the iconic Woodstock Village Green, this freestanding 2-bedroom, 1,200 sq ft cottage offers the perfect blend of privacy, comfort, and convenience. Whether you're seeking a furnished or unfurnished rental, this serene escape is move-in ready and thoughtfully appointed. Step into a sunlit great room featuring vaulted beamed ceilings, a stone fireplace with

Michael Shaughnessy Halter Associates Realty Inc

Step inside this immaculate home and you will think you have entered a tree house or forest sanctuary far from the rigors of daily life. Light fills every space. This sweet cottage is close to the road, yet nestled amidst greenery and just a short walk to 180 feet of private, exclusive water frontage on the Sawkill Creek. This unique, beautifully renovated space with golden oak floors throughout

Rachael Hockeson Weichert, REALTORS The Spiesma

Welcome to your serene and stylish escape in the heart of the Catskills. This brand new, fully furnished rental offers the perfect blend of modern luxury and natural beauty, just minutes from the shops, restaurants, and culture of Woodstock. Using ecological and state of the art building practices highlighted by exceptional craftsmanship and distinctive design. Ascend an impressive switchback

Richard Vizzini Corcoran Country Living

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

Rent special - sign 12 month lease by August 15 and get the 13th month free!Newly renovated farmhouse with gorgeous mountain views and sounds of gushing waterfall across the street. Enjoy the views from your hot tub, and watch a movie in the outdoor theater! Here are the details:Upstairs-3 large bedrooms with closets, ceiling fans and wide plank wood floors-1

sharon freedman eXp Realty

Blending classic country charm with modern sophistication, this newly built modern farmhouse offers over 3,000 square feet of beautifully finished living space. Designed with clean lines, a neutral palette, and layered textures, it delivers a timeless aesthetic full of warmth and character. The home features four spacious bedrooms, three and a half baths, a fully finished lower level, and

Richard Vizzini Corcoran Country Living

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

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