check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Woodstock: Vacation Rental Estates (14)

  • 1 - 14 of 14
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (20 reviews)
    avg/night
    • 4 BR
    • 4 BA
    • Sleeps 10
    Estate #225436vb
    20
    Viewed 11 times in the last 48 hours
      Wonderful! 4.9/5
      (21 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 5
      Estate #960156
      21
      Viewed 17 times in the last 48 hours
        Exceptional! 5.0/5
        (11 reviews)
        avg/night
        • 5 BR
        • 4 BA
        • Sleeps 12
        Estate #3590367
        11
        Viewed 14 times in the last 48 hours
          Exceptional! 5.0/5
          (13 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 12
          Estate #376401
          13
          Viewed 5 times in the last 48 hours
            Wonderful! 4.8/5
            (12 reviews)
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 2
            Estate #479656vb
            12
            Viewed 10 times in the last 48 hours
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 6
              Estate #898848vb
              Viewed 39 times in the last 48 hours
                Exceptional! 5.0/5
                (20 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 2
                Estate #3672478
                20
                Viewed 9 times in the last 48 hours
                  Exceptional! 5.0/5
                  (13 reviews)
                  avg/night
                  • 4 BR
                  • 4 BA
                  • 1 HF BA
                  • Sleeps 12
                  Estate #433963vb
                  13
                  Viewed 6 times in the last 48 hours
                    • 5 BR
                    • 7 BA
                    • Sleeps 16
                    Estate #950496vb
                    Viewed 37 times in the last 48 hours
                      Wonderful! 4.8/5
                      (29 reviews)
                      avg/night
                      • 10 BR
                      • 6 BA
                      • Sleeps 22
                      Estate #367819vb
                      29
                      Viewed 33 times in the last 48 hours
                        Exceptional! 5.0/5
                        (14 reviews)
                        avg/night
                        • 4 BR
                        • 3 BA
                        • Sleeps 9
                        Estate #4067367
                        14
                        Viewed 12 times in the last 48 hours
                          Exceptional! 5.0/5
                          (5 reviews)
                          avg/night
                          • 5 BR
                          • 5 BA
                          • 2 HF BA
                          • Sleeps 16
                          Estate #755359vb
                          5
                          Viewed 63 times in the last 48 hours
                            Excellent! 4.3/5
                            (11 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            Estate #990567
                            11
                              • 4 BR
                              • 3 BA
                              • Sleeps 8
                              Estate #225347
                              • 1 - 14 of 14
                               

                              Recent Woodstock Reviews

                              Amazing Retreat!

                              5 of 5
                              This was the perfect getaway for me and my husband and our two cats! The house is absolutely beautiful. Between the views and the chef’s kitchen it was difficult to leave. Eric and Arthur were amazing! If we had any questions they were always available. It was also an opportunity to bring our cats with which made it the perfect Catcation in the Catskills. If you are looking for a peaceful retreat away from the city where you can sit by the fire and read, watch movies, or relax in a soaking tub, I highly recommend this place.
                              • Submitted: Oct 25, 2016
                              • Stayed: Oct 2016

                              A perfect location just outside of Woodstock

                              5 of 5
                              Not knowing anything about Woodstock or the surrounding area, it was serendipitous that I discovered the Imagine Woodstock House. To the west you are minutes away from the Catskills, to the east is the Hudson River Valley and miles of parks and historical homes. Anything and everything you might want to explore is no more than an hour away, with the exception of Sleepy Hollow and it is a quick drive down the freeway. There is a lovely restaurant in Bearsville along with a wonderful tiny grocery store, the Cub Market, which can take care of most of your specialty culinary needs and sells great sandwiches for picnics. Sunfrost Farms is just down the road between Bearsville and Woodstock and is every cooks dream. The kitchen is well equipped and easy to cook in. Formerly owned by a composer from the 60’s who renovated, redesigned, lifted and expanded the original cottage; the current owner—who utilizes the house only as a rental—has filled it with musical memorabilia: old electric guitars, radios, phonographs and records. CD players and large flat screen TV’s are in two bedrooms, while the living area contains one that goes on forever. There is adequate air conditioning for the summer both downstairs and in the upstairs bedroom, and heat for the winter; being there during the month of September in 2016 we needed both, and were always comfortable. The original tiny cottage has the most wonderful floors—wide wooden planks, softly gleaming; an ancient rock fireplace stained black with soot is at the end of the dining room. The doors into the house and leading from the dining room into the kitchen and a downstairs bedroom are white washed—like the horizontal planked walls—and Dutch style. I love the antique upholstered chairs in the dining room and the table they surround…not necessarily a trestle style, but similar in its length and width…and charm and age. Outside is bucolic peace. I love the backyard with its towering trees on all four sides and the old weathered table with room for six, which is great place to have a restorative happy hour before dinner after a day of exploring. We spent four fun filled weeks at the Imagine Woodstock Stock House and I do acknowledge that the house is old, and has an old house's quirks. They are well worth adapting to. Mike Young was always responsive if we had a slight problem or question and extremely accommodating to all of our needs.
                              • Submitted: Oct 21, 2016
                              • Stayed: Sep 2016

                              Fantastic getaway on the beautiful Hudson River to commune with nature & beauty inside and outside!

                              5 of 5
                              The home is even better than shown in the photos and reviews! I had very high expectations based on the photos and reviews, and the home and surrounding property took my breath away. Our party of six were all comfortable and there was room for more guests beyond our party of six. The home was immaculately prepared, complete with a welcome note and bottle of wine from the owners! The bedrooms were beautifully appointed with comfortable beds and fine linens. The layout of the common living spaces on the lower level were quite conducive to cooking at home, playing board games, enjoying nature on the property, as well as comfortable spots to read quietly on the wrap around porch or grand living room. We had a question about using the internet upon arrival, and texted the owners, who responded quickly with the fix to get us online fast. Juan served as a concierge in advance of our arrival, answering all of my questions about recommended restaurants, activities and must see attractions in the area. I highly recommend this property for your family or friends who want to gather in a warm, inviting, fantastically designed home. Our stay was for five nights, and we were all sad to leave, however our family all said, we must return again! Some helpful recommendations for you regarding activities. If you wish to see the Olana Estate with a guided tour, book your reservation in advance. The grounds are amazing, and there are tours for the landscape and/or interior of the home. If you can do only one, do the landscape tour. For shopping, dining, taking in local Hudson feel, Warren Street in downtown Hudson has an abundance of restaurants, antique shops, vintage clothing stores, book stores that kept our young adult kids fully entertained. Juan provided a lovely list of recommended dining spots. The home is walking distance to main street Catskill which has great dining options, if you want to walk to eat one day for breakfast or dinner. We dined at The New York Restaurant and it was 10/10! We planned some of our party arriving at Hudson Train station, and enjoyed beers at a small brewery directly across from the station. Don't miss the antique warehouse further down from the train station for fantastic prices and beautiful antiques. On a personal note, as an interior designer, I am in awe of the renovation/design of the property. It is elegantly appointment, yet warm and inviting. You really must see this home to believe it!
                              • Submitted: Oct 12, 2016
                              • Stayed: Oct 2016