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Views of Catamount! Close To All! Tanglewood, Skiing, Bash Bish Falls and more!

Hillsdale, NY, USA
  • House4500 sqft
  • Bedrooms5
  • Sleeps18
  • Bathrooms4
  • Half Baths1
  • Minimum Stay2 nights

5 Plus Bedrooms, 4 1/2 Bathrooms, 14 Sleeps, Swimming Pond!

This extremely private luxury home is situated on 48-acres at the end of a cul de sac and is located two miles from NY Route 22 in Columbia County just 10 minutes from the Massachusetts boarder and 30 minutes from the Vermont border. Recently renovated, this contemporary home with 5 bedrooms (first floor master) and 4 and 1/2 baths comfortably sleeps 10 plus people.. With the bedrooms split so that the house feels private from all rooms. Eat-in-kitchen with a separate formal dining area that can hold up to 16 people. Cozy up with a book in the library with a w/fp. Other rooms include: living room, great room with wood burning stove, country office, 4.5 bathrooms, laundry room. The basement has full size pool table and ping pong, treadmill and spinner bicycle. The den includes a quality piano for your use. There is very large outside deck as well as a large screened in porch looking out at the Berkshire Mountains!. There is a beautiful pond and a gazebo. Close to all major ski resorts (Catamount, Jiminy Peak and Butternut). Rail trails for biking. Many places to hike. Tanglewood, Jacobs Pillow, and more close. Trains to Manhattan nearby as well.


paul ehrlich

Member Since 2014
Premier Partner
This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.
Response rate:
Response time:
within a few hours
Calendar last updated:
Feb 15, 2018
About paul ehrlich

Retired Software Executive and Middel School Music Teacher

paul ehrlich purchased this House in 1996

Why paul ehrlich chose Columbia County

Very private property with great views at the end of a cul de sac. With views of Catamount. Very close to Tanglewood and ski mountains. perfect layout for large family gatherings with many separate living spaces.

What makes this House unique

House resides in a private community on a private road with all luxury homes. You will never see a car as we are at the end of a cul de sac. Yet we are close to all the attractions that the Berkshires has to offer.


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


      • 5 Bedrooms, Sleeps 18
      • Bedroom 1
        1 king, Master bath with shower and jacuzzi tub
      • Bedroom 2
        1 queen
      • Bedroom 3
        1 queen
      • Bedroom 4
        2 twin/ single
      • Bedroom 5
        1 double, 1 twin/ single
      • Bedroom 6
        1 sleep sofa /futon, semi private


        • 4 Bathrooms, 1 Half Bath
        • Bathroom 1
          toilet, shower, jetted tub
        • Bathroom 2
          toilet, combination tub/shower, tub
        • Bathroom 3
          toilet, shower
        • Bathroom 4
          toilet, shower
        • Bathroom 5

          Location Type

            • Mountain View


                • Away From It All
                • Family


                    • Guests provide their own meals


                        • Linens Provided
                        • Air Conditioning
                        • Fireplace
                        • Fitness Room / Equipment
                        • Garage
                        • Heating
                        • Internet
                          High Speed Satellite.
                        • Clothes Dryer
                        • Living Room
                        • Parking
                        • Telephone
                        • Towels Provided
                        • Washing Machine
                        • Wood Stove


                            • Coffee Maker
                            • Dishes & Utensils
                            • Dishwasher
                            • Kitchen
                              Eat In Kitchen
                            • Microwave
                            • Oven
                            • Pantry Items
                            • Refrigerator
                            • Stove
                            • Toaster


                                • Dining
                                  Additional seating is available for larger groups.
                                • Dining Area
                                • comfy seating for 10 people


                                    • Ping Pong Table
                                    • Books
                                    • Foosball
                                    • Game Room
                                    • Games
                                    • Music Library
                                    • DVD Player
                                    • Pool Table
                                    • Satellite / Cable
                                    • Stereo
                                    • Television
                                    • Toys
                                    • Video Library


                                        • Deck / Patio
                                        • Lanai / Gazebo
                                        • Lawn / Garden
                                        • Outdoor Grill
                                          Charcoal not included. Renter must be experienced at charcoal grilling.
                                        • Ski & Snowboard
                                          Ski mountains very nearby.


                                            • Long-term Renters Welcome
                                            • wheelchair inaccessible


                                                • live theater
                                                • churches
                                                • festivals
                                                • health/beauty spa
                                                • library
                                                • cinemas
                                                • museums
                                                • playground
                                                • restaurants
                                                • synagogues
                                                • theme parks

                                                  Leisure Activities

                                                    • antiquing
                                                    • bird watching
                                                    • boating
                                                    • photography
                                                    • scenic drives
                                                    • shopping
                                                    • sight seeing
                                                    • walking
                                                    • wildlife viewing

                                                      Local Services & Businesses

                                                        • ATM/bank
                                                        • fitness center
                                                        • groceries
                                                        • hospital
                                                        • massage therapist

                                                          Sports & Adventure Activities

                                                            • hunting
                                                            • cross country skiing
                                                            • fishing
                                                            • freshwater fishing
                                                            • golf
                                                            • hiking
                                                            • cycling
                                                            • kayaking
                                                            • mountain biking
                                                            • skiing
                                                            • snowboarding
                                                            • snowmobiling
                                                            • swimming


                                                                • House includes use of a Baldwin Upright Piano!

                                                                  House Rules

                                                                  Check-in: Flexible

                                                                  Check-out: Flexible

                                                                  Cancellation Policy

                                                                  100% refund if canceled at least 60 days before arrival date. 50% refund if canceled at least 30 days before arrival date. You must contact the owner directly to request cancellation.

                                                                  17 Reviews


                                                                  Latest reviews

                                                                  Wonderful House for a Large Crowd

                                                                  Marjorie H.

                                                                  There were 15 family members for our stay, including children. We had a wonderful time! The house was clean and accommodated everyone. Everyone loved the game room.

                                                                  Good place; perfect for our extended family.

                                                                  Bryce L.

                                                                  Great house that worked well for our extended family. The yard was big enough for Thanksgiving Day football; the game room was utilized by the younger kids for pool, ping pong, etc. The bedrooms worked out well for all and there was plenty of additional sleeping options (e.g. futons, sofa sleepers, etc.) that no one had a bad nights rest. It worked great for 4 related families to spend Thanksgiving together (and Great Barrington, etc. are close enough to get essentials).

                                                                  Relaxing in the Berkshire Hills

                                                                  Donna B.

                                                                  We just returned from a weekend in the Berkshires, staying at the Hillsdale VRBO. The house is big and clean, with lots of room for our family to spread out. We traveled with 3 generations and everyone enjoyed themselves. Truth be told, the screened porch was the highlight of the house. There was always a cool breeze and great views of the mountains and trees. We ate, relaxed, played ping pong, went to Tanglewood and other Berkshire events. Paul was very accessible by phone and text with any questions that arose over the weekend. They have taken care to set up dehumidifiers in the basement level as it is needed--a reality of summer in the woods.

                                                                  Lovely home in beautiful woods with great views

                                                                  Christina H.We live in Boston. Our son lives in NYC and our daughter in Austin, TX

                                                                  We were five adult women (all cousins) who stayed here for 3 days. We loved it. The owner (Peter) was extremely attentive and responsive. We would readily return again.

                                                                  Great home in a secluded location with fantastic mountain views

                                                                  Jason L.

                                                                  We stayed for the long Presidents weekend for skiing. The home is huge with multiple living areas with fantastic sunrise views. We loved the living room off the kitchen with the fireplace and the kids spent most of the time we weren't skiing in the game room basement. The kitchen is a tad small for the size of the house, yet functional. Overall we had a great weekend and would rent here again.

                                                                  Beautiful piece of property with incredible views of the mountains

                                                                  Evan C.

                                                                  We had a great time. The house is huge and very comfortable. It had plenty of room for our family reunion. The kids loved the playroom. Everything was clean and in good shape. At the end of the weekend, everyone voted to come back again next year !


                                                                  Hillsdale, NY, USA

                                                                  Rates & Availability

                                                                  Additional information about rental rates

                                                                  Cleaning Fee
                                                                  Pet Fee
                                                                  Additional Guest Fee
                                                                  Damage Insurance

                                                                  Single day rates availabe by request. Cancellation due to ski conditions are considered.

                                                                  17 Reviews
                                                                  Wonderful 4.9/5
                                                                  Premier Partner
                                                                  Enter dates for accurate pricing
                                                                  For booking assistance, call 888-640-7927

                                                                  Property # 613671