Entire home

Shelter Island Waterfront Home!

Photo gallery for Shelter Island Waterfront Home!

View of Peconic Bay
Private beach
Front view of the house
Main living room
Main living room
Reviews
9.8 out of 10 Exceptional
5 bedrooms4 bathroomsSleeps 10279 sq m

Popular amenities

  • PoolPoolPool
  • FireplaceFireplaceFireplace
  • Free WiFiFree WiFiFree WiFi
  • WasherWasherWasher
  • DryerDryerDryer
  • Air conditioningAir conditioningAir conditioning

Explore the area

Map
Shelter Island, NY
  • Popular LocationCrescent Beach3 min drive
  • Popular LocationSunset Beach4 min drive
  • Popular LocationShell Beach4 min drive

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 King Bed

Bedroom 4

2 Single Beds

Bedroom 5

1 Queen Bed

4 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining Area

About this property

Shelter Island Waterfront Home!

A water front home with magnificent Shelter Island Sound views from the entire main area, including living room, porch, pool and other areas of the home; this house is your vacation paradise. It has four bedrooms (comfortably sleeping 8), as well as four dedicated full bathrooms. With is also a den with a queen size fold out couch that can accommodate 2 additional people allowing the house to accommodate up to 10 people. Located on Shelter Island, only a three hour drive from Manhattan, and a short ferry ride from the east end of Long Island.

This unique waterfront home features over 500 feet of private beach with stunning sunset views. Privately it is located at the end of a dead end street on the ocean/sound with a small adjacent boat ramp. During the day your private beach is perfect for beach fishing, minnow netting, kayaking, sailing, shell collecting or just relaxing with a book and watching the boats go by. The ocean/sound is tranquil and safe for children, with easy launching of kayaks or boats. Access to the beach is simply steps down from the pool/deck area onto the sand and ocean below.

At night the home is the perfect place to watch a sunset, stargaze or enjoy the lights of the boats that go silently by in the ocean/sound. Shelter Island is far enough from the city and light pollution that you can even see the Milky Way.

Your family can enjoy the large yard between the house and the entrance road providing ample space for recreation. It is suitable for pickup football, soccer and yard games such as bocce or croquet. The island itself lends itself perfectly for those who enjoy biking as there are many roads throughout that provide the ability to ride through tree covered roads, stop at a beach or go into town for a bite to eat or drink.

A large patio overlooking the sound from the main living room is a large patio. Lounge chairs for sunbathing line this outdoor living area including table, chairs, couch for reading and outdoor grill. It’s a great place to sit with a cup of coffee in the morning watching the wildlife, or to enjoy the stunning sunsets with a glass of wine in the evening.

Entering the house through the entry vestibule, you walk into the main living room or into the main dining area with a table that seats 8; each with glorious views of the ocean. From the dining room you can enter into the kitchen that also has a small breakfast bar for relaxing. A washer, dryer, and dishwasher are provided here which make cleanup easy. Through the kitchen is either a formal den, complete with fold out couch and bathroom or alternatively going through a small hall, enter into the main TV room. It includes a flat screen TV that comes with a DVD player, stereo and the modem (WIFI included).

The bedroom wing of the house has a homey charm. It was built in 1958 when the grandparents of the family made it their summer retreat. Two of the bedrooms have king-sized beds (one is comprised of two twins put together as a King and the other a full King), and one has two twin beds. The room with the King size bed and the 2 twin beds have a Jack and Jill bathroom; while the bedroom with a King bed has an ensuite bath with an ocean view. Another bedroom, off the kitchen is separately private with a private bath.

The house is located about five minutes from the North Ferry from which it is another fifteen minutes to Greenport on North Shore of Long Island. Do some window shopping, grab a bite to eat, see a movie, and enjoy this delightful North Fork town, a historic center of 19th century whaling. To the South is Historic Sag Harbor, 25 minutes away by ferry, Easthampton’s boutiques 40 minutes away, and ocean beaches to catch some bigger waves are 40 minutes to 1 hour away. You can go to Montauk Point in an hour as well to hike around the park or do chartered fishing from either Greenport or the South Shore. The wineries, only some 20 minutes away, on both the North and South forks are also a great escape during the week that provide the fun of wine tasting along their routes lined with fresh farm/markets that sell fresh vegetables, pies, jams, corn and many other items.

On the island itself, you are fifteen minutes away from Shelter Island Heights with its many restaurants, charming coffee shops, and quaint stores. On the way you can stop at the organic farm and education center at Sylvester Manor, the original 17th century manor house of the island.

You’re also a ten minute drive from two of the best restaurants in the region (18 Bay and Vine Street Cafe) and a ten minute drive from a reasonably priced 2,500 yard public golf course. For the kids, it’s a scenic bike ride (or ten minute drive) to mini golf or one of two ice cream shops. Or for those young at heart, try the eclectic Sunset Beach renowned for its European flair and beach side location.

If you like hiking, then Shelter Island is the place for you. One third of the island is a preserve known as Mashomack Preserve. Owned by the Nature Conservancy, the 2,100 acres shelter a large population of breeding ospreys as well as nesting populations of the endangered piping plover and least tern, as well as a number of rare plants.

All of these delights and more await you in your stunning vacation rental. We’ll be waiting for you on the beach!

Property Type
• House
• 3006 sq. ft.
Accommodation Type
• Vacation Rental
Meals
• Guests Provide Their Own Meals
Onsite Services
• Housekeeper Optional
Suitability
• Minimum Age Limit For Renters: 25
• Children Welcome
• Non Smoking Only
• Wheelchair Inaccessible
Bedrooms: 4 Bedrooms, Sleeps 10, Beds for 10
• Bedroom 1: 1 King
• Bedroom 2: 2 twins
• Bedroom 3: 1 King (made up of 2 twin beds)
• Bedroom 4: 2 twins
• Bedroom 5: 1 queen pull out couch
Bathrooms: 4 Bathrooms
• Bathroom 1: toilet, combination tub/shower
• Bathroom 2: toilet, combination tub/shower
• Bathroom 3: toilet, combination tub/shower
• Bathroom 4: toilet, shower

Owner info:

Year Purchased: 1958
About the owner: My grandparents bought this house in 1958 and it has been a beloved part of our family ever since. My siblings and I grew up spending every summer at this house, and as we grew up and had families the trend continued on a larger scale.

Why the Owner Chose (Shelter Island Heights, NY, USA):

Who wouldn't want a large private beach and huge yard? In 1958 it was a chance for my grandparents to buy a house that let them escape the busy city life they led. This property, between being in a quiet part of the island, and being waterfront, has the benefit of being simultaneously removed from everything, and extremely close to it. It has the dual benefit of being both private, so you can enjoy time to truly unwind, and also very close to shopping, restaurants, and public beaches so you can enjoy your vacation with family and friends.

The Unique Benefits at this House:

A large private beach to fish, minnow net, boat, kayak, and generally relax on. Beautiful ocean views with a large deck so you can enjoy breakfast (lunch, dinner, and after dinner drinks) outside looking at the gorgeous water views. Huge yard for recreation (or laying on a blanket outside). Very private location but also no more than ten minutes away from anything.

Property manager

Kurt Schrader

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

House Rules

Check in after 4:00 PM
Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

We should mention

A car is required for transport to and from this property

About the area

Shelter Island Heights

Located on the beach, this holiday home is in Silver Beach, a neighbourhood in Shelter Island Heights. The area's natural beauty can be seen at The Hamptons Beaches and East Hampton Main Beach. Travelling with kids? Consider Shelter Island Whale's Tail and East End Seaport Maritime Museum. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Shelter Island, NY

What's nearby

  • Crescent Beach - 3 min drive
  • Sunset Beach - 4 min drive
  • Shell Beach - 4 min drive
  • Kontokosta Winery - 28 min drive
  • 67 Steps Beach - 29 min drive

Getting around

  • Greenport Station - 25 min drive
  • East Hampton, NY (HTO) - 44 min drive

Restaurants

  • The Halyard Greenport - 29 min drive
  • Southold Fish Market - 29 min drive
  • Sunset Beach Restaurant - 3 min drive
  • Port 104 - 25 min drive
  • North Fork Roasting Co - 32 min drive

Frequently asked questions

Is Shelter Island Waterfront Home! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Shelter Island Waterfront Home!?

Check-in begins at 4:00 PM.

What time is check-out at Shelter Island Waterfront Home!?

Checkout is at 11:00 AM.

Where is Shelter Island Waterfront Home! located?

This family-friendly Shelter Island Heights holiday home is located on the beach, within 2 mi (3 km) of Crescent Beach, Sunset Beach and Shelter Island Country Club. Shell Beach is 2.1 mi (3.3 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 7 out of 8 reviews" "
Rating 8 - Good. 1 out of 8 reviews" "
Rating 6 - Okay. 0 out of 8 reviews" "
Rating 4 - Poor. 0 out of 8 reviews" "
Rating 2 - Terrible. 0 out of 8 reviews" "

8.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

john A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location to write home to Mom about
We all enjoyed the home very much. The owner was very responsive (replaced our A/C in bedroom immediately). The home is a bit vintage so forget marble/latest appliances or 300 thread count linens, but if you come to Shelter Island to enjoy the outdoors and the general uniqueness of the island, then this home is ideal.
Stayed 18 nights in Jul 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
A wonderful month on Shelter Island
A great stay in this lovely house. The U shape of the house around the pool was great with young kids. Very helpful and responsive host. Solid wifi and appliances. Really nothing to suggest in terms of improvements. Hope to be back next next year.
Stayed 28 nights in Aug 2022

8/10 Good

Maria T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Oh that view
This was the third year that we rented this property its location is tremendously beautiful my grandchildren and my children and I have created incredible memories here
Stayed 30 nights in Aug 2021

10/10 Excellent

Laura M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second stay at this Shelter Island waterfront home!
My family recently enjoyed our second stay at this property. The location is spectacular. The private beach is such a rare find. Most days we were the only people on the entire stretch of beachfront. The evenings on the beach were gorgeous. There is a nice breeze that always seems to exist on this side of the island. This family-friendly house has plenty of space and multiple bathrooms. The kids have plenty of space to run around - huge lawn, private beach and a pool with tons of toys provided by the owner. If you are looking for a good place for tweens and older kids, this one is it. It may not be a great house for toddlers or small children that can’t swim as the pool is located directly outside all the doors on the backside of the house. The host was very responsive.

10/10 Excellent

Phyllis F.

Amazing
We had a wonderful week on Shelter Island. The house was spacious, the view and sunsets were great, and the pool and beach. It exceeded our expectation ,it was spacious and very comfortable for our family . The owner was very easy to work with and we can’t wait to go back.
Stayed 7 nights in Aug 2018

About the host

Hosted by Kurt Schrader

Host profile image
My grandparents bought this house in 1958 and it has been a beloved part of our family ever since. My siblings and I grew up spending every summer at this house, and as we grew up and had families the trend continued on a larger scale.

Why they chose this property

Who wouldn't want a large private beach and huge yard? In 1958 it was a chance for my grandparents to buy a house that let them escape the busy city life they led. This property, between being in a quiet part of the island, and being waterfront, has the benefit of being simultaneously removed from everything, and extremely close to it. It has the dual benefit of being both private, so you can enjoy time to truly unwind, and also very close to shopping, restaurants, and public beaches so you can enjoy your vacation with family and friends.

What makes this property unique

A large private beach to fish, minnow net, boat, kayak, and generally relax on. Beautiful ocean views with a large deck so you can enjoy breakfast (lunch, dinner, and after dinner drinks) outside looking at the gorgeous water views. Huge yard for recreation (or laying on a blanket outside). Very private location but only minutes away from anything.
Tell us how we can improve our siteShare feedback

More Holiday Rentals ideas

People also search for