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Charming 1720 Historic Home, Easy Summer Living For Friends And Family.

Orient, NY, USA
  • House
  • Bedrooms4
  • Sleeps7
  • Bathrooms1
  • Half Baths1
  • Minimum Stay5 nights

4 Bedrooms, 1-1/2 Bathrooms, indoor & outdoor shower, sleeps 6

The Orient House is accepting reservations for summer 2018!

The Orient house makes for a classic eastern Long Island casual summer vacation: outdoor porches, fishing, bike to the beach, barbecues, local wine, fresh produce from the farm stand down the street, long days outdoors, warm nights, sky full of stars.

Its a great family house, children are welcome, the yard is fully fenced. We welcome your well-behaved pet.


Deborah Winsor

Member Since 2015
Response rate:
Response time:
within one day
Calendar last updated:
Mar 14, 2018
About Deborah Winsor

I am a grade school educator and woodworker, previously having worked at residential and wooden boat restoration. The Orient house has been an ongoing labor of love and been host to many friends and families over the years. I'm sure you'll enjoy it as much as we do.

Deborah Winsor purchased this House in 1991

Why Deborah Winsor chose Orient

The Orient house has been a home and vacation place for our friends and family for decades. Orient is a gracious peaceful area, rich in history, quiet and relaxed, The house was built in 1720, it's a charming historic home with a comfortable family feel: exposed oak beams, hand-numbered mortises and old wood floors and doors that speak of the craftsmen who built the house.


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


      • 4 Bedrooms, Sleeps 7
      • upstairs white room
        1 queen
      • upstairs child room
        1 twin/ single, suitable for child
      • downstairs bedroom
        1 queen
      • upstairs blue room
        1 double


        • 1 Bathroom, 1 Half Bath
        • upstairs bathroom
          toilet, combination tub/shower
        • downstairs bathroom
          toilet, outdoor shower

          Location Type

            • Near The Ocean
              several beaches are within a short bike ride or very brief drive.


                • Away From It All
                • Family
                • Historic
                • Romantic
                • Sports & Activities


                    • Guests provide their own meals


                        • Clothes Dryer
                        • Heating
                        • Internet
                        • Linens Provided
                          Bed linens and laundering provided
                        • Living Room
                        • Parking
                          2 cars we can arrange Town beach permits ($40/vehicle, Memorial Day to Labor Day) or you can do when you arrive
                        • Towels Provided
                          bath towels and laundering provided bring your own beach towels
                        • Washing Machine
                        • Wood Stove
                          not for summer use


                            • Coffee Maker
                              Keurig and filter drip
                            • Dishes & Utensils
                            • Dishwasher
                            • Kitchen
                            • Oven
                            • Refrigerator
                            • Stove
                            • Toaster


                                • Child's Highchair
                                • Dining
                                  indoor dining area and outdoor deck
                                • Dining Area
                                • comfy seating for 8 people


                                    • Games
                                      cards, board games
                                    • Satellite / Cable
                                    • Television


                                        • Bicycles
                                          We have 3 adult and 1 child bike, suitable for local riding to beach, store, farm stand.
                                        • Deck / Patio
                                        • Lawn / Garden
                                        • Outdoor Grill


                                            • limited accessibility
                                              2 small steps up to house, front walk across lawn. Individual with limited accessibility can live comfortably on first floor, not suitable if wheelchair only


                                                • churches
                                                • festivals
                                                • marina
                                                • museums
                                                • playground
                                                • restaurants
                                                • winery tours

                                                  Leisure Activities

                                                    • photography
                                                    • antiquing
                                                    • bird watching
                                                    • boating
                                                    • miniature golf
                                                    • outlet shopping
                                                    • beachcombing
                                                    • scenic drives
                                                    • shopping
                                                    • sight seeing
                                                    • walking
                                                    • wildlife viewing

                                                      Local Services & Businesses

                                                        • ATM/bank
                                                        • groceries
                                                        • hospital
                                                        • medical services

                                                          Sports & Adventure Activities

                                                            • cycling
                                                            • fishing
                                                            • golf
                                                            • hiking
                                                            • jet skiing
                                                            • kayaking
                                                            • sailing
                                                            • sound/bay fishing
                                                            • swimming
                                                            • wind-surfing

                                                              House Rules

                                                              Check-in: 2:00 PM

                                                              Check-out: 11:00 AM

                                                              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.

                                                              11 Reviews


                                                              Latest reviews

                                                              Lovely rustic farmhouse

                                                              Real farm house experience in Orient. Owner has created a wonderful seamless environment. Will be back.

                                                              Owner's Response:

                                                              They were lovely guests: tidy, considerate, and pleasant to have. We ighly recommend them as guests!

                                                              Idyllic country retreat!

                                                              Juno T.

                                                              We had a wonderful stay at Deb's charming farmhouse. The house has a wonderful historic farmhouse feel. It is simply and charmingly decorated and well equipped with everything you need to enjoy a vacation on the North Fork. Even though it's on the main road, the way the house is situated really feels like you're in the country. It's a short, charming walk or bike ride to a little beach and to the village. Deb was very responsive to questions during our stay. Overall we had a wonderful time at the house and hope to return!

                                                              Great old house

                                                              Alex O.Brooklyn

                                                              You can't beat the location and the house itself is really charming.

                                                              Charming, historic getaway

                                                              Emily B.

                                                              This rustic and charming historic cottage in Orient is a magical place to stay. Just a short walk or bike ride to the beach on a road that was quiet enough for our 4 year old to ride his bike with us. The house has everything you need and we were impressed by the owner's loving efforts to restore this wonderful old home. You feel very comfortable while at the same time at one with the nature around you. Dinners on the deck in the evening watching the fireflies, blowing bubbles in the garden, finding hermit crabs on the peaceful local beach (potato beach), reading books on rainy days, strawberries and zucchini from Latham's farmstand were just a few of the highlights. Highly recommend.

                                                              Charming Historic Home in Prime North Fork Location; Ample Space for a Large Family

                                                              Erin R.-

                                                              The owner, Deb, was wonderful and easy to work with while arranging our accommodations. We loved the history of the place and it's vicinity to the vineyards and ocean. The outdoor shower, covered in blooming wisteria, was our favorite.

                                                              Perfect Summer Vacation House

                                                              Sarah R.

                                                              My family and I had a glorious vacation in Deb's house. The house is charmingly rustic and clean and well equipped with plenty of room for all and a huge backyard. We biked to many different beaches each day and feasted on the local produce, seafood and wine. The kitchen had everything a cook would want and both a gas and charcoal grill are provided. Dinners on the back porch were festive and we'll think of them as the weather turns cold. Deb is a warm, welcoming and attentive host. We all hope to return next summer.


                                                              Orient, NY, USA

                                                              Orient and the North Fork is renowned for it's vineyards, local fish markets and outstanding farm stands. The house at Platt Road is a base for an awesome cooking or dining out vacation. There are several lovely beaches within sort bike ride or driving, great for families or quiet sitting. For birders or walkers Orient and the North Fork offer miles of varied trails, and of course the water is just down the street for sea and bay kayaking, swimming, and small boat sailing. Greenport, Shelter Island and the North Fork towns offer wonderful shopping, libraries, and activities for children. Riverhead, 30 minutes west has a great Tanger Outlet and several shopping malls, Six Flags Water Park, miniature golf, and Riverhead Motor Speedway for a fun change of pace.

                                                              Rates & Availability

                                                              Additional information about rental rates

                                                              Pet Fee
                                                              Damage Insurance
                                                              Tax Rate
                                                              11 Reviews
                                                              Wonderful 4.8/5
                                                              Enter dates for accurate pricing
                                                              For booking assistance, call 888-640-7927

                                                              Property # 707808