Pet Friendly Cabin surrounded by the forests of Mt. Guardian at an altitude of 1500 feet. 3 Day Minimum Christmas. + Large summer porch overlooks a beautiful pond + Stays cool in the summer (has only reached the 90s two summers in the last 10 years) + Beautifully furnished + Pine...

Located in the heart of Woodstock (Glasco Tpyk & Ricks Rd.) this cabin is the perfect romantic getaway. With 6 acres of of forest and open land as your back yard. Newly renovated, 2 bedrooms 1 bath, with wood-burning fireplace, Soak in the private hot tub and watch deer meander, wild turkey...

Welcome to 'Casa Reál' this Spanish style ranch is tastefully decorated with mid-century modern furnishing. It's got large open spaces, good flow and contemporary floor plan. This home also features a sunken living-room, formal dining room, sunken family room with wood-burning fireplace- 'we...

Two bedroom family year round cabin, the original summer home of local Woodstock artist Joseph Garlock. Newly renovated and decorated with his original artwork. Very private location nestled at the foot of Overlook Mountain on six acres of wooded land with brook running by. Unique stone fireplace...

Our gorgeous newly decorated Woodstock abode is the perfect destination for a family vacation. Ideally located within walking distance to Woodstock and close to hiking, swimming & biking. A fully equipped kitchen, new charcoal grill, wood burning fire & plenty of space for everyone - there's even a...

Nestled between two streams, a large, cozy private barn, on five acres of wooded land, and large lawn. A smaller stream just outside your window. Comfortable, with modern accommodation and beautiful artistic details. A perfect place for a peaceful romantic getaway, soak yourself in the outdoor...

This NON SMOKING country home is privately nestled within 15 unspoiled wooded acres overlooking picturesque seasonal trout stream. With sunny, open floor plan the open kitchen / living room / dining room make for great family together time. High quality appliances, comfortable furniture and...

Say hello to your perfect vacation home! Bright and airy Woodstock home with all the amenities you will need. Located only 4 minutes from the Village of Woodstock. Four-bedroom house with 3 full bathrooms located on private roadway perfect for walking & running around neighborhood. The house...

Luxurious 3 BR / 3 BA, handmade craftsman style home, in the heart of Woodstock! Pamper yourself with a private pool, spa and stream. Enjoy serenity and privacy, as this property is located on 7 acres, at the end of a private road, yet is still only 5 min to the heart of town. Tastefully...

Located right in the middle of Woodstock, this recently renovated cottage with a cozy, open floor plan affords you both privacy and convenience. There's no need for a car. Walk to everything, including the NYC bus stop, Woodstock's unique shops and galleries, or hiking trails. Cook your own meals...

WALK TO EVERYTHING IN THE VILLAGE FROM THIS NEWLY RENOVATED COTTAGE WITH GORGEOUS VIEWS! Located in the center of the village, this newly renovated cottage is open, cozy, and perfect for a Woodstock vacation or weekend getaway. Convenience is the name of the game here. No vehicle is necessary....

Choose from two newly renovated private two bedroom suite/deplex apartments ( Citrus and Plum) in a turn of the century country Victorian designed to make your stay in Woodstock memorable. Unplug and leave your worries behind. You can walk to all destinations on Tinker Street. It is a 5 minute...

Margaret's Cottage Located the in the village of Woodstock , stroll to restaurants, Tinker St movie theater, take a dip in the Millstream, or follow the Comeau trail past the steam through the woods to the meadow with the best mountain vista in town. On the NYC bus route Two bedroom cottage ,...

Spacious family house near Woodstock center. Wonderful private garden with in-ground fire pit, spacious deck, charcoal grill & picnic table. Newly decorated, spacious and close to Woodstock! Three bedrooms, 2 bathrooms, a large TV room with state of the art curved screen TV, massive living &...

Completely gutted out and renovated and just completed! one week ago.....this fantastic warm and inviting modern country home, has so much light.......the interior brings in the green from outside all over..... amazing open loft design, with fantastic cooks kitchen and island for gathering...its a...

The home is secluded and warm but with all the modern amenities. It sits in the middle of four wooded acres, with no other house in sight, but is only 1.8 miles from the center of the town of Woodstock. I bought it in the summer of 2013 and have enjoyed many relaxing weekends away from NYC. I've...

*****PLEASE SEE THE PAGE WITH ALL DETAILS JANNA RITZ DOTT COME****quintessential woodstock stone cottage with original large 11 ft artist window and stone fireplace. completely gutted and new everything but with cottage flair. new kitchen huge thermador pro range, baths, plumbing, electric,...

Cozy, clean & light-filled cottage designed for all-season comfort, relaxation & rejuvenation set on serene landscaped grounds & woods. Cottage is perfect for romantic weekends, country getaways, or solo retreats. Dreamcatcher is unique. The cottage sits on a beautiful 4.5 acre property but is less...

Originally built in the 1870's as a small barn on the estate. The cottage was fully renovated, new bath, new kitchen, refinished hardwood floors, pillow top mattress in the sleeping loft, and a queen size Murphy bed if you prefer not to use the sleeping loft. This is a petite one room studio...

Newly renovated by a respected designer and replete with brand new furnishings, hardwood floors and a gorgeous salt water pool surrounded by landscaped gardens, this beautiful Villa boasts awesome mountain views and absolute privacy. Relax in the new spa hot tub from the lower deck & enjoy the...

Salutations from this sunlit, solar powered house with mountain views! We are little over a mile to the village green/Woodstock central! Four bedrooms (two master suites) sleep eight comfortably, with one king bed, two queens and two twin beds (ACs in each bedroom in the summer). Two and a half...

Woodstock New York--- Sunset cottage is an award winning vacation home. This home has been featured in NY Magazine and architectural Digest It is fully furnished, has a completely equipped stainless steel kitchen, wifi, cable TV DVD, AC & HEAT, tile bathroom with tub & shower, hand hewn beams,...

A true Vernacular Architecture. 100% passive solar designed by a famous designer. Elegant, minimal. Touch of green everywhere tobrung nature inside the house. Super comfy with great relaxed sitting in living room. Wrap around balcony Fire pit BBQ Hammocks Beautiful Ground with mint,...

Gather in style at this custom built and meticulously crafted contemporary home with spectacular mountain views. This beautiful and peaceful property is located on twelve acres of landscaped gardens within a natural wooded setting, and is quite possibly the most impressive luxury rental home in...

This Woodstock Handmade House was Featured on Fine Living TV and on the back cover of the book, Woodstock's Famous Handmade Houses. A beautiful eclectic southwestern inspired house located on a secluded road, in the Byrdcliffe area of Woodstock minutes from the center of town. This fabulous...

Restore yourself at this lovely vacation home while you explore Woodstock, the Hudson Valley and the Catskills. You will be surrounded by woods, mountains and hundreds of acres of public land, and visited often by deer and turkeys -- but you are 10 minutes from the center of Woodstock, a lively,...

Two miles from the center of the renowned artist colony of Woodstock, New York, a long driveway off a peaceful country road leads you to the grace and charm of this turn of the century farm house.Set amidst acres of rolling meadows and magnificent pines, encircled by the Catskill Mountains, the...

This special home is a converted barn with the original 1790's foundation. We want our guests to feel at peace and have a relaxing vacation! The house is filled with unique collectibles and folk art. You'll find an eclectic collection of original paintings throughout the house. Each room has a...

This charming English Tudor Carriage House is the perfect retreat and located in a wooded setting on 10+ acres on a wooded estate only 1.5 miles to the center of Woodstock. It is a spacious 4 bedroom, 1 1/2 bath home with a lovely stone fireplace. The Carriage House is nestled at the foot of...

This comfortable and spacious family home (2,500sq ft) has four bedrooms upstairs and plenty of socializing space downstairs including a screened in porch, deck & bbq, a great room, playroom, fireplace room, surrounded by 80 ft pine trees and a level lawn. This spacious home, 5 mins drive into...

”. The home is a classic saltbox contemporary and sits on approx. 5 private acres. The area is dotted with waterways and rock outcroppings that are part of the local landscape. This is a beautiful time of year to be here. The summer months are special and the area has a wonderful assortment of...

. This is an 1870's post and beam barn. For 20 years, before we owned it, the barn was a Montessori school. After we purchased the property, we converted the school to a guest cottage. The hand hewn beams you see in the photos are preserved in their original condition, as are the hardwood...

This lovely romantic Zen Cabin was featured in New York Magazine and The New York Times as the place to go to when vacationing in Woodstock. The secluded Japanese-styled designer's cabin is located down a private road only 1.7 miles to the center of town. It is surrounded by acres of beautiful...

Relax in this beautiful restored barn built in the 1840s. Three bedrooms, large living room and a big kitchen for a small group. Enjoy beautiful natural views on the porch in the quiet evenings. Grill in the backyard next to the creek. Relax with hot drinks around the fireplace. Watch deer and wild...

private and magical with out door hot tub , relax, hike, ski, meditate or do yoga, cook and enjoy friends and family. The perfect getaway for family and groups. Artists, writers, yoga and meditation lovers all are welcome. located in the Shokan Village in the Town of Olive next to Woodstock. Sleeps...

--------Authentic 18 foot Sioux Tipi, handmade and painted by the artists at Nomadics Tipi Makers in Oregon. The tipi overlooks a waterfall on the Sawkill Creek that runs through our estate. Across the river is Comeau Park, with a 2 mile walking trail. The center of Woodstock Village [and...

The countrified exterior belies the modern amenities within this re-imagined country cottage. Unwind surrounded by creature comforts as you watch wildlife stroll by in the woods. The kitchen features pristine marble counters and Zebrano wood kitchen cabinets, whilst the beautiful loft bedroom has...

Our newly renovated, in town apartment is spacious, quiet, bright & close to everything. Enjoy the many music venues, movie theater, restaurants, shops, swimming holes and mountain fresh air. No car necessary. A perfect get away in charming Woodstock NY. Our apartment is right in the center of...

Book your next New York getaway at this lovely 2-bed, 2-bath vacation rental house in Woodstock! This 1,800-square-foot home sleeps 6 and is suitable for events hosting up to 50 people. Situated 5 minutes north of this home is the heart of Woodstock - brimming with unique shops, cafes, &...

Welcome to 'Casa Reál,' an exquisite 4-bedroom, 4-bathroom Spanish-style vacation rental house in Woodstock, New York, with accommodations for 8. This wonderful ranch home is ideally situated on a semi-private lot with scenic tree views and a private hot tub, mere minutes from town, surrounded by...

Your Bearsville retreat begins at this 2-bedroom, 1-bathroom vacation rental cabin. The perfect home-base for a group of 4 guests, this adorable abode features all the comforts and amenities you'll need to settle in. Situated just a short drive from local markets and other attractions, there's...

Lying within the borders of the Catskill Park, these breathtaking tent rentals are located in the quaint and historic town of Woodstock. 'Glampers' will find many things to keep them inspired and entertained during this getaway. This truly beautiful property is its own private haven, offering...