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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Beautiful Secluded Family Home on Shelter Island.

Bedrooms 4
Space 3,200 sq ft
Property type house
Minimum Stay 7 nights


About the property

House, 4 Bedrooms + TV Room, 3 Baths, (Sleeps 8)

This is a magical house. It is surrounded by woods and a pond. The only sounds you hear are the birds and other animals, the wind in the trees. It is a one minute walk to Dering Harbor where the sunsets are neon pink.

A TV room with a flat screen can be set up as a 5th bedroom. It is upstairs, a glass room that feels like a tree house. It can be used as an additional bedroom using a blow up bed from the closet.

This is a fully equipped family home perfect for people who want to truly unwind and feel nature.

The back of the house faces a saltwater pond/marsh that constantly changes with the tides and the moon.

A large deck out back is furnished with comfortable seating and lounge chairs are around the pool.

There is a over-sized outdoor shower that looks out into the trees.

Keywords: Private, Comfortable, Large but Cozy.

More Details

Kim Dempster
Member since: 2012
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 12, 2018

About Kim Dempster

I love Shelter Island and hope to retire here someday. I adore the nature and the easy going people it attracts. It is the safest place I have ever been which helps me to totally rest when I am here. I have been renovating the house room by room from the first day I bought it, each room has been created with love and personal care.

Kim Dempster purchased this house in 2003

What makes this house unique

The sky filled with stars. The silence at night. Walks on the beach. The sun rise and sun sets. The ease of life here....


Shelter Island House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3200 sq ft
House Rules:
  • Check-in: Noon / Check-out: Noon
  • Max. occupancy: 8
  • Minimum Age Limit for Renters ...
  • pets considered ...
  • children welcome ...
  • non smoking only
Location Type:
  • Water View ...
  • Air Conditioning
  • Clothes Dryer
  • Fireplace
  • Hair Dryer
  • Heating
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking Off Street
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Wood Fireplace
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Ice Maker
  • Kitchen ...
  • Oven ...
  • Pantry Items
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining ...
  • Dining Room
  • seating for 12 people
  • 3 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
  • 3
  • 4 Bedrooms, Sleeps 8
  • Bedroom 4 - 1 queen
    Bedroom 3 - 2 twin/ single
    Bedroom 2 - 1 queen
    Bedroom 1 - 1 queen
  • Queen size Beds (3), Double Beds (0), Twin or Single Beds (2), Sleep Sofa or Futons (1) TV room has a full blow up bed.
  • DVD Player ...
  • Satellite / Cable
  • Stereo ...
  • Television ...
  • Balcony
  • Bicycles
  • Deck / Patio
  • Outdoor Grill
  • 2 bicycles
  • wheelchair inaccessible
Pool / Spa:
  • Private Pool
  • churches
  • cinemas
  • marina
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • horseback riding
  • miniature golf
  • paddle boating
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf
  • hiking
  • kayaking
  • sailing
  • sound/bay fishing
  • swimming
  • tennis
There is a salt water pond in the back that changes from pond to marsh with the tides and the moon. It is salt water so we are mosquito free.


Exceptional! 5/5 -
(7 traveler reviews)

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Beautiful Secluded Family Home on Shelter Island.
average rating of 5.0 based on 7 reviews
New York

Beautiful and relaxing spot on Shelter Island

  • 5 of 5

Two families stayed for a week. Everything you could need. Great location. Very nice and relaxing pool. Much appreciated Kim's hospitality. Thank you!

  • Submitted: Jul 29, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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And Oasis Within an Oasis.

  • 5 of 5

I stay at Kim's place every year and look forward to it every year. Getting on a ferry to Shelter Island in itself allows me to leave the real world behind. And then I arrive at this tucked away, just off the water, beautifully converted barn and I am in heaven. It is lovely and SO comfortable and clean and country chic without being precious. You can put your feet up and sink into a huge sofa. There is light a plenty and a kitchen fit for a chef with room for friends and fans to gather around. And then there is the HUGE dining table for all to break bread together. Kim's place is her vision: a place that is comfortable and friendly for people to enjoy each others' company. But with plenty of nooks and crannies to have privacy and read (or write) that novel undisturbed. I also love diving in the pool, BBQing and taking a bike ride on this most beautiful part of the island. It is really a special place within a special place. My friends still talk about our week there.

  • Submitted: Apr 10, 2016
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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New York

Peaceful and comfortable

  • 5 of 5

I have stayed at Kim's home numerous times over the years, usually in the summer but also in the spring and fall. What I love most about the house is the surrounding nature. The huge dining room and the upstairs den are surrounded by three walls of windows looking out upon the pool and the marsh and woods beyond. Even when you are inside, you have the feeling of being outside - and that is exactly what I want when I get the chance to escape the city. There are big comfortable decks right off the kitchen (and the other main rooms as well) so I would frequently find myself outside in the morning with a cup of coffee, watching the birds feed and the sun and winds move across the marsh out back, as my friends slept as long as they wanted in the many private bedrooms in different parts of the house - all super quiet and peaceful. I couldn't recommend Kim and her house more highly. She is a gem - reflected in the home's furniture, art, books, and design.

  • Submitted: Apr 9, 2016
  • Stayed: September 2015
  • Source: VRBO, from HomeAway
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An stunning oasis

  • 5 of 5

My family (husband and 2 yo) and another family stayed at Kim's gorgeous and magical home and can't wait to return. It's decor is warm, authentic but chic and modern (and super clean). It had everything we needed to cook and entertain. Loved the pool- (my son loved the outdoor shower), the morning views of the wetlands and birds in the distance (most amazing breezes- never needed air-conditioning), proximity to beaches and farmer markets and mostly Kim. She's perfect hostess who made our stay comfortable and memorable. We cannot wait to come back.

  • Submitted: Apr 9, 2016
  • Stayed: March 2016
  • Source: VRBO, from HomeAway
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New York City

Peter Mostert

  • 5 of 5

Myself and a few friends recently stayed at Kim's house. The house was so comfy. The house is in a little secluded place overlooking a protected marsh. A great pool with a wonderful BBQ area on the back balcony with great seating in and outside the house - comfortable for a large group. You will lack for nothing from a well equipped kitchen to very comfortable beds and many diffrent areas to the house if you want some quiet time. All that was promised was supplied and an owner that was a pleasure to work with. Highly recommend!

  • Submitted: Apr 8, 2016
  • Stayed: April 2016
  • Source: VRBO, from HomeAway
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Romantic and relaxing

  • 5 of 5

I had the great good fortune of staying at Kim's house last summer. It's large, airy, rustic and homey. This is a quintessential summer house --relaxed, casual but sophisticated. The dining room is glassed in with a view of the marshes and woods. Totally private and quiet. But that big table is perfect for loud fun dinners with friends. There are so many bedrooms all of them clean and white and romantic! I wish I could come back every summer because this house is very special. Also, it's on it's own little street with only one other house.

  • Submitted: Apr 8, 2016
  • Stayed: May 2015
  • Source: VRBO, from HomeAway
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Nearest Beach
3 Miles
Wades Beach Shelter island
Car: recommended

Bicycles on property. Sailing, boating, beaches, beautiful walks, wildlife preserve, concerts. MoPed and Kayak rentals avail.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning fee $200
Refundable damage deposit $2,000
Tax Rate 3.0%

Families only/ no shares

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.