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Woodstock, NY, USA
  • Guest House700 sqft
  • Bedrooms2
  • Sleeps5
  • Bathrooms2
  • Half Baths0
  • Minimum Stay2 - 3 nights

SLEEPS 4-5, TV, WiFi, Private fenced in Garden

Super chic, unique and made with love! A BEAUTIFUL restored two story Carriage House in the heart of Woodstock, with 2 queen beds, 2 Full Baths, A/C. Loft upstairs with kitchen/full bath and alcove queen bed. Downstairs has living room, full bath, queen bedroom and breakfast bar w/frig, microwave, toaster, coffee pot. Two flat screen TV’s, Electric fireplace, cozy Euro Futon, and fenced flower-filled garden, invisible from the street with deck & BBQ. Parking. Dog friendly! Quick stroll to village restaurants, shops, galleries, bars and music.

Perfect for two couples or a family as each level has privacy.

40 Minutes to Belleayre, Hunter, Windham SKIING,

One block to Village Green and NYC Trailways Bus. WALK TO EVERYTHING!

restaurants, galleries, shops, live music, yoga classes, movie theater, library. Hiking trails, Buddhist Monastery.

Property Manager


Member Since 2005
Response rate:
Response time:
within a few hours
english, spanish
Calendar last updated:
Apr 18, 2018
About Judy

I live in Woodstock and NYC and love both! In addition to owning and managing 5 vacation rentals in Woodstock and 3 in Chile, South America, I help many of my guests find their dream homes in and around Woodstock. I am a Licesned Real Estate Agent with Halter Real Estate.

Judy purchased this Guest House in 2009

Why Judy chose Woodstock

This is a restored, historic house with character, charm, and brand new renovations and designed with luxury and comfort in mind. No detail is left untouched; unique and captivating. Boutique rentals made with love for every season in the heart of Woodstock, NY. offering an unparalleled level of design and comfort, complimenting nature and the artistic character of our well-known town.

What makes this Guest House unique

Surrounded by mountains and streams and made internationally famous by the 1969 music festival, Woodstock is where nature meets the arts. It has been a creative haven for artists, musicians and writers for over 200 years. Just 2 hours from NYC, our welcoming and small town feel, fascinating history, film and art festivals, distinctive shops, restaurants. Yet we are in the center of Catskill Park and surrounded by lakes, rivers, mountains, streams and numerous swimming holes, hiking trails, monasteries, yoga and meditation retreats offering you the most extraordinary Escape2Woodstock!


    • Internet
    • Pets Welcome
    • Air Conditioning
    • Heater
    • Fireplace
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • TV
    • No Smoking


      • 2 Bedrooms, Sleeps 5
      • Bedroom 1
        1 queen, 1 sleep sofa /futon
      • Bedroom 2
        1 queen
      • High Count Cotton Linens Pillow Top Mattress


      • 2 Bathrooms
      • Bathroom
        toilet, combination tub/shower
      • Bathroom 2
        toilet, shower

        Location Type

          • Mountain
            We are located in the village of Woodstock, which is in Catskill Park with lots of hiking trails, waterfalls, rafting, skiing and outdoor activities.
          • Village
            Walk to shops, restaurants, bars, galleries, swimming holes, yoga, music venues, hiking trails and much more.


              • Historic
              • Romantic
              • Spa
              • Sports & Activities
              • Tourist Attractions


                  • Guests provide their own meals


                      • Linens Provided
                        All high count 100% Cotton!
                      • Air Conditioning
                      • Fireplace
                      • Hair Dryer
                      • Heating
                      • Internet
                      • Iron & Board
                      • Clothes Dryer
                      • Living Room
                        With comfy leather sofa
                      • Parking
                      • Parking Off Street
                      • Sofa Bed
                      • Towels Provided
                      • Washing Machine
                      • Wireless Internet


                          • Microwave
                          • Blender
                          • Cooking Utensils
                          • Dishes & Utensils
                          • Dishwasher
                          • Kitchen
                          • Coffee Maker
                          • Oven
                            Countertop Oven
                          • Pantry Items
                          • Refrigerator
                            Full upstairs plus half downstairs
                          • Stove
                          • Toaster


                              • Dining
                              • Dining Area
                              • comfy seating for 4 people


                                  • Books
                                  • Games
                                  • Games for Kids
                                  • Satellite / Cable
                                    Dish Network
                                  • Television
                                    2 Flat screens
                                  • Toys


                                      • Deck / Patio
                                        'The garden is a little slice of heaven!' Deena, Austin, Tx
                                      • Fully Fenced Property
                                      • Golf
                                        Woodstock Golf Club. We can arrange for you to be a member for a day or weekend!
                                      • Lawn / Garden
                                      • Outdoor Grill
                                      • Ski & Snowboard
                                        40 Minutes to Belleayre, Hunter, Windham Ski Slopes
                                      • Wood Deck


                                          • Long-term Renters Welcome
                                          • Low Allergen Environment
                                          • limited accessibility

                                            Onsite Services

                                              • Massage


                                                  • live theater
                                                  • autumn foliage
                                                  • festivals
                                                  • forests
                                                  • health/beauty spa
                                                  • library
                                                  • cinemas
                                                  • museums
                                                  • playground
                                                  • restaurants
                                                  • waterfalls
                                                  • winery tours

                                                    Leisure Activities

                                                      • antiquing
                                                      • bird watching
                                                      • boating
                                                      • horseback riding
                                                      • scenic drives
                                                      • shopping
                                                      • sight seeing
                                                      • sledding
                                                      • walking
                                                      • wildlife viewing

                                                        Local Services & Businesses

                                                          • ATM/bank
                                                          • Babysitter
                                                          • groceries
                                                          • massage therapist
                                                          • medical services

                                                            Sports & Adventure Activities

                                                              • mountain climbing
                                                              • cross country skiing
                                                              • equestrian events
                                                              • fishing
                                                              • fly fishing
                                                              • freshwater fishing
                                                              • golf
                                                              • golf privileges optional
                                                              • hiking
                                                              • hunting
                                                              • jet skiing
                                                              • kayaking
                                                              • mountain biking
                                                              • cycling
                                                              • mountaineering
                                                              • rafting
                                                              • rock climbing
                                                              • sailing
                                                              • ski privileges optional
                                                              • skiing
                                                              • snowboarding
                                                              • snowmobiling
                                                              • swimming
                                                              • tennis
                                                              • water skiing
                                                              • water tubing


                                                                  • A beautiful, romantic, Carriage House with flower-filled garden in the heart of Woodstock village and be a part of the most famous small town in the world!!

                                                                    House Rules

                                                                    Check-in: 4:00 PM

                                                                    Check-out: 11:00 AM

                                                                    Cancellation Policy

                                                                    100% refund if canceled at least 60 days before arrival date. You must contact the owner directly to request cancellation.

                                                                    23 Reviews


                                                                    Latest reviews

                                                                    Perfect Retreat / No Car Needed

                                                                    Shannon W.New York

                                                                    I was looking for a space to call home while doing some studying and enjoying Woodstock's fabulous restaurants and boho shops. This ended up being a wonderful choice. The layout was such that I didn't spend any time on the first floor, but my kids did when they joined me for part of the weekend. The upper level studio with kitchen had high ceilings and tons of natural light and a perfect little table for me to do some work. I never needed my car and was amazed at my choices of dining within three blocks! This was a last minute decision to sneak away and Judy responded so quickly to make it happen. She was flexible and constantly in contact and it worked seamlessly. I highly recommend this space if you are looking for a place in town.

                                                                    Communication with Judy is difficult, property is clean and nice

                                                                    Katherine A.

                                                                    The property was clean and exactly as pictured. However, we had a lot of difficulty contacting Judy. As instructed, we called her when we were about an hour away so she could meet us with the keys to get into the house. There was no answer and no voicemail box, so we emailed as well. We called again when we were about half hour away. Still no answer. When we got to the property we called a few more times. Still no answer. We were able to find two more email addresses for Judy and the phone number of her real estate colleague online so we tried all of those. Judy's colleague didn't know where Judy was and did not have any other contact info for Judy. Finally, when we were about to turn around and head home, someone renting another one of Judy's properties happened to walk up the driveway. She said we were supposed to call someone named Roger (?) and gave us his phone number. Roger came pretty quickly when we called but we still didn't get in until over an hour after we arrived at the property, and would have had to just go home if the other guest had not come back right when she did. The first night was fine, but the second night we lost power. We tried Roger's number multiple times and it went straight to voicemail. We found what may have been another phone number for him and tried that. No answer. We tried Judy through phone and email several more times. Still no answer. As it was only 4 or 5 degrees outside and the heat went out with the electricity, we were concerned. We found a flashlight and three tea light candles in a closet but had nothing else. Eventually the power company came and fixed the issue, but while waiting in the cold and dark we could not reach Roger or Judy. We had heard from Roger when he let us into the house originally that the house had lost power the night before, so we felt that he should have been available in case it happened again, or at the very least should have left candles or blankets for us. Several hours later, after the power was back, Judy sent an email saying she contacted the power company but she didn't mention any of our other messages trying to reach her throughout the weekend. Overall, the property is nice but communication with Judy is extremely difficult.

                                                                    Owner's Response:

                                                                    We pride ourselves in having excellent communications with our guests. An unusually powerful storm hit the East Coast of the U.S. this week with heavy snow, high winds, and record-shattering cold not seen in some places since the early 20th Century -- if at all.

                                                                    We are so sorry that we were all the victims of this event and communication was next to impossible. Central Hudson was amazing and thankfully was able to come quickly and fix the power. We will be of course more prepared in the future with the appropriate supplies!

                                                                    We are so sorry for the inconvenience but are glad they enjoyed our property.

                                                                    A great stay. A great space. Would stay there again.

                                                                    Scott W.

                                                                    I rented this place for my family when they came into town for Thanksgiving. My family loved the space and loved their stay there. For me the process was smooth and seamless. There was someone available to help them with any small needs they had which was hugely helpful to me. So far this is their "favorite place to stay" when in Woodstock. I would have my family stay here again.

                                                                    Owner's Response:

                                                                    Thanks so much for choosing us for your family’s stay in Woodstock. We were excited to host you guys and look forward to your next visit! Judy.

                                                                    Nice and close to town but NOISY

                                                                    meika n.

                                                                    It was just too noisy. The parking lot across the street and the concert that went on all night and a few other very late night establishments I got no sleep.

                                                                    Loved the little garden, very happy with the accomodation

                                                                    laurie m.Montreal/ philadelphia

                                                                    Great location, cool air conditioning, clean pretty accommodations!

                                                                    Perfect location and space! Beautiful Home

                                                                    megan g.

                                                                    We visited the house for a college get together and the size of the home and location were perfect! We loved all the little knick knacks and the home has everything you need, very comfortable and had AC! (A must, as a heat wave was happening) Well done Judy and thank you for being so accommodating~ We will def. be back...next time I will bring my daughters for a chance to experience the wonderful community of Woodstock. Truly a gem in the Catskills, so much to do...our only wish was 1 more day to explore!! Thank you again for sharing your lovely home, all pics and description of home was 100% spot on!


                                                                    Woodstock, NY, USA

                                                                    Other Activities: Tubing in the Esopus River, snow shoeing, cross country skiing, down hill and snowboarding at Belleayre, Hunter and Windham mountains - 40 min Golf: Walking distance to the Woodstock Golf Club. Ski: Minutes from NY State's best downhill Ski Centers -- Hunter, Belleayre, Windham, Snow tubing in Phoenicia Snowshoeing and Cross Country skiing nearby too.


                                                                    Additional information about rental rates

                                                                    Tax Rate

                                                                    Three night min on holiday weekends.

                                                                    23 Reviews
                                                                    Excellent 4.7/5
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                                                                    For booking assistance, call 888-829-7076

                                                                    Property # 240844ha