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Spacious Family Retreat Close to Wineries/Beaches, Featured on HGTV

Southold, NY, USA
  • House3000 sqft
  • Bedrooms4
  • Sleeps10
  • Bathrooms3
  • Half Baths0
  • Minimum Stay0 - 14 nights

4 Bedroom, 3 Bathroom home on private lot in private beach association community

This home was renovated on the HGTV show 'Vacation House for Free'.

This newly renovated home, with it's coastal vibe, is perfect for a weekend getaway or summer long retreat. Located in a private beach association community, it boasts a brand new kitchen and open floor plan. The beautiful kitchen with it's oversized island opens up into a large dining and living area. The kitchen has brand new quartz countertops and stainless steel appliances, including a wine fridge. Gather around the kitchen island, which can seat up to 6, while dinner is being prepared. Enjoy your meal at the dining room table which can seat up to 8.

The sizable living room has a large flat screen tv with plenty of seating to gather round. In addition, there is a bright sunroom off the dining/living room that can be a quiet retreat to read a good book or watch a movie.

There are 4 ample-sized bedrooms, all with generous double closets, and 3 full baths. There are 2 bedrooms upstairs and 2 bedrooms downstairs, which makes this home perfect for 2 families to share. The first bedroom downstairs has a queen size bed and the other has a king size bed. The upstairs bedrooms are extra large and very spacious. The first upstairs bedroom has a king size bed and the second has four twin beds. Between to the two upstairs bedroom is a study area perfect for your laptop (Wifi throughout).

Off the kitchen and leading to the back deck, is a beautiful and airy tasting room, with a custom built reclaimed wood bar and wine barrel bistro table. From the tasting room, pass through one of the two sliding glass doors to the private backyard which features a hot tub (fits 6), Weber gas grill, and a large dining table that can seat 10 people.

The private beach association beach is a 3 minute walk from the house. Spend the day there to enjoy the cool breeze and watch the boats or head there after a day at the wineries, farms, and shops, to watch the beautiful sunset.

Lastly, the home has a large 2 car attached garage making it easy to bring in groceries and bags and to keep your car covered.


Jacqueline OConnor

Member Since 2014
Response rate:
Response time:
within a few hours
Calendar last updated:
Apr 18, 2018


    • Internet
    • Air Conditioning
    • Heater
    • Fireplace
    • Kids Welcome
    • Washer & Dryer
    • Hot Tub
    • Parking
    • TV
    • No Smoking


      • 4 Bedrooms, Sleeps 10
      • Bedroom 1
        1 queen
      • Bedroom 2
        1 king
      • Bedroom 3
        1 king
      • Bedroom 4
        4 twin/ single


        • 3 Bathrooms
        • Bathroom 1
          toilet, combination tub/shower, shower, bidet
        • Bathroom 2
          toilet, shower
        • Bathroom 3
          toilet, shower


            • Away From It All
            • Family
            • Romantic


                • Guests provide their own meals


                    • Internet
                      Wifi available throughout
                    • Air Conditioning
                      Central Air throughout
                    • Fireplace
                    • Garage
                    • Hair Dryer
                    • Heating
                    • Clothes Dryer
                    • Iron & Board
                    • Linens Provided
                    • Living Room
                    • Parking
                      No more than 4 cars
                    • Towels Provided
                    • Washing Machine


                        • Coffee Maker
                        • Dishes & Utensils
                        • Dishwasher
                        • Kitchen
                        • Microwave
                        • Oven
                        • Refrigerator
                        • Stove
                        • Toaster


                            • Child's Highchair
                            • Dining
                            • Dining Area
                            • comfy seating for 8 people


                                • DVD Player
                                • Ping Pong Table
                                • Television
                                  Television available to watch DVDs as well as internet television. Netflix, etc.
                                • Toys
                                  Toys suitable for young children


                                    • Deck / Patio
                                    • Lawn / Garden
                                    • Outdoor Grill


                                        • Long-term Renters Welcome

                                          Pool / Spa

                                            • Hot Tub


                                                • churches
                                                • cinemas
                                                • festivals
                                                • health/beauty spa
                                                • library
                                                • marina
                                                • museums
                                                • playground
                                                • restaurants
                                                • winery tours

                                                  Leisure Activities

                                                    • photography
                                                    • antiquing
                                                    • boating
                                                    • miniature golf
                                                    • paddle boating
                                                    • beachcombing
                                                    • scenic drives
                                                    • shelling
                                                    • shopping
                                                    • walking
                                                    • wildlife viewing

                                                      Local Services & Businesses

                                                        • ATM/bank
                                                        • groceries
                                                        • hospital
                                                        • laundromat
                                                        • massage therapist
                                                        • medical services

                                                          Sports & Adventure Activities

                                                            • kayaking
                                                            • cycling
                                                            • golf
                                                            • hunting
                                                            • ice skating
                                                            • jet skiing
                                                            • fishing
                                                            • pier fishing
                                                            • sailing
                                                            • sound/bay fishing
                                                            • swimming
                                                            • water tubing
                                                            • wind-surfing

                                                              House Rules

                                                              Check-in: 3:00 PM

                                                              Check-out: 12:00 PM

                                                              Cancellation Policy

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

                                                              40 Reviews


                                                              Latest reviews

                                                              Very nice, CLEAN, well equipped house

                                                              donna w.

                                                              My friends and I love to rent a nice house for our “Girls Weekends” a few times a year! We have rented on Long Island, Connecticut and Rhinebeck....you do not always get a place that has everything you might need, is immaculately clean AND has a perfect set up. You DO however, get that in this house!!

                                                              Also very important is how responsive the owner is and Jackie replies promptly to emails. Overall, I would recommend this house without reservation.


                                                              Maureen M.

                                                              We really enjoyed our stay! I would rent this house again in a second.


                                                              Matthew G.

                                                              Great house. Very accommodating owner

                                                              Wedding Weekend

                                                              Kathryn S.Wyckoff

                                                              The property was lovely. It was just as the write up described. We were a group of 7 adults and 2 small children and it fit our needs perfectly. There was even room for several more . The bedrooms were large and airy. Extra sunroom off the large living dining area was great for the children. Even two boxes of toys to keep them occupied. The kitchen is new and has a very large island great for that morning cup of coffee or just sitting around with the family having a nice glass of wine. You can walk to the little beach-just a block away. Lots of vineyards to visit and grocery shopping close by. The owner was terrific. Answered questions promptly and was very accommodating to our particular needs. We had a wonderful weekend there.

                                                              Owner's Response:

                                                              Thank you Kathryn! I hope you will stay again!

                                                              Convenience on the North Fork

                                                              Patrick G.

                                                              Great lay-out for a vacation home. Spacious, with a great kitchen as the focal point for downstairs. Large bedrooms with comfortable beds and linens / pillows. Plenty of bathrooms and showers. Private sitting room with its own HDTV off of the dining area. Large family room with HDTV. Nice entry foyer. Just a very nice house, well kept, comfortable furniture. We felt right at home immediately. Convenient to the wineries, to Greenport. Cutchogue, the Orient Point Ferry.


                                                              Ruth A.

                                                              What a beautiful home to celebrate any occasion or just spend time together. The house is gorgeous and the layout makes it able to spend time together without being on top of each other. The main living space is open concept with plenty of room. The house is beautifully furnished with everything you need at your fingertips. Location couldn't be better for enjoying all that the North Fork has to offer. The owner accommodated our every request, offered helpful advice and answered all questions we had. I can easily see our family coming back year after year!

                                                              Owner's Response:

                                                              Thanks so much Ruth! We would love to have your family come and stay again!


                                                              Southold, NY, USA

                                                              Centrally located in the North Fork, this house is close to wineries, farms, shopping, restaurants, beaches, and marinas.

                                                              Rates & Availability

                                                              Additional information about rental rates

                                                              Cleaning Fee
                                                              Tax Rate

                                                              **Newly enacted town law requires that all short term rental contracts be for a minimum of 14 nights. Please contact owner to discuss** Cancellation Policy - 100% refund if canceled at least 30 days before arrival date. Memorial Day 2018-Labor Day 2018 = $32,500

                                                              40 Reviews
                                                              Exceptional 5/5
                                                              Enter dates for accurate pricing
                                                              For booking assistance, call 888-640-7927

                                                              Property # 648890