Relax and Enjoy!

Shelter Island, New York
$2611 avg/night Minimum Stay 7 Nights
Bed 4

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 7 nights

Min Stay

Stretch out and relax in this well-designed home high on a hill with truly spectacular water views from every room. Enjoy watching yachts and sea planes pull up to Sunset Beach, or peek over the Long Island Sound to Connecticut from the highest deck on the island. Eat a meal in one of our two outdoor dining areas, or lounge by the pool and enjoy the one-of-a-kind sunset view, flowering gardens, outdoor kitchen and sunken dining area, large daybed and sectional sofa. The kids can play in thefenced-in yard that measures 100' by 50'. Dog friendly!

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Beach Sun Loungers Beach Towels On The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided Sofa Bed
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Lobster/crab Pot Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Garden
  • POOL/SPA

    Heated Pool Outdoor Pool Private Pool
  • BATHROOMS

    4 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Printer
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Golfing On Site Hiking Nearby Hiking/biking Trails Nearby Jet Skiing Nearby Kayaking Nearby Sailing Nearby Tennis On Site Water Tubing Nearby
  • ENTERTAINMENT

    Books Games Music Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room Wood Stove
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Children's Toys Playground
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Bay
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • John J P.

    Submitted Oct 6, 2025

    Stayed Oct 3, 2025

    Terrific property

  • Talia

    Submitted Sep 21, 2025

    Stayed Sep 18, 2025

    This was a fabulous house with the most beautiful view! We had the best time - it was easy, clean, wonderful place to spend the weekend. Will be back!

  • Adam K.

    Submitted Jul 27, 2025

    Stayed Jul 25, 2025

    Absolutely terrific property. Beautiful views, pool, outdoor kitchen etc. cannot say enough about what a lovely time we had. The owners are extremely responsive and friendly. All around wonderful experience!!

  • David A.

    Submitted Jul 15, 2025

    Stayed Jul 12, 2025

    It was a very special birthday. Both my adult boys were in town and we wanted to spend the weekend together. The house was far beyond our expectations. It was spacious. a bedroom for my wife and I and two more, one for each boy with more in addition had we had needed them. It was furnished beautifully and even more there was nothing that we needed that it didn’t have. I cooked the second night and I especially was impressed at having the nicest and sharpest knife I had ever had in similar situations. A small thing but representative of everything else. It had an amazing view from all 4 floors of the bay, which was such a plus as on the night of my birthday there was a terrific display of fireworks right below us. And then there was the pool with its motorised retractable cover which my younger so declared was the most wonderful he had ever been in. And he has been in many. The water was soft and refreshing and the perfect temperature. The stay was wonderful and our family will always remember its graciousness.

  • Ellen S.

    Submitted Jul 6, 2025

    Stayed Jun 30, 2025

    Amazing 🩹

  • Sheila G.

    Submitted Sep 8, 2024

    Stayed Sep 2, 2024

    Beautiful, well appointed home, multiple family ready dining areas all with views, all bedrooms have stunning views and their own bathrooms. Fantastic pool with single access heavy door to prevent small children from entering without oversight. Sunsets every night. It was perfect in every way. We plan to return soon. Hosts were welcoming to our grandchildren and grandpuppy, and were available/responsive to our questions.

  • Susan M.

    Submitted Jul 19, 2024

    Stayed Jul 9, 2024

    We were in town for a family wedding week. The house was perfect for 8 adults, as everyone had a comfortable room with their own en suite. There is also a loft space with access to a half bath. The house was beautifully furnished and the beds were very comfortable. Virginia was an incredible host! She thought of everything and is very responsive. The views from every floor were spectacular and we loved the gorgeous pool! You can walk to town, the beaches, dining and shopping. Great location. We highly recommend this home! You won’t be disappointed.

  • Lucy H.

    Submitted Jul 6, 2024

    Stayed Jun 22, 2024

    We loved this house: coffee on the terrace overlooking the Sound, mornings at nearby beaches, afternoons of badminton and hanging out by the pool, big family dinners at the large outdoor table, and jigsaw puzzles while watching soccer tournaments at night. We are a family of cooks and the kitchen is very well-equipped with a spacious counter layout. The house was breezy and comfortable. Great stay.

  • Corissa S.

    Submitted Jul 24, 2023

    Stayed Jul 1, 2023

    Our hosts were great, They were quick to reply and the house itself was perfect. Very clean and in a great location. The fact that we could bring our dogs was a major bonus and the view is spectacular. I would very much recommend this location and would consider staying there again.

  • Janet R.

    Submitted Jul 1, 2023

    Stayed Jun 22, 2023

    Peaceful, private, and relaxing, with a knock-out view from almost every room. (We even enjoyed the flashing skies from the bedroom balconies during an evening lightening storm.) We loved our stay. The house had a variety of bedroom options for every member of the family, and the kitchen was roomy and well stocked, making it a fun experience preparing dinner every night! Virginia was immediately responsive and helpful, and the short walk to town was lovely. If you are looking for a tranquil family retreat, I would not hesitate to recommend this home.

Your dates are Available!

Total

Includes taxes and fees
$2,611+
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