This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental!

Photo gallery for This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental!

A large house with a well-maintained lawn, two green chairs, and a blue and green inflatable pool.
A covered walkway with hanging purple flowers, a stone wall, and a view of a lake.
A sunroom with a brick wall, large windows, and a ceiling fan.
A swimming pool with a curved edge, surrounded by a grassy area and a flower bed.
A large, two-story house with a prominent balcony and a conservatory.

Reviews

10 out of 10
Exceptional

Highlights

  • Enjoy the heated pool
    A rare find in this area - swim in comfort or have a relaxing dip.

Popular amenities

  • Outdoor fireplace
  • Private pool
  • On-site fitness centre
  • Arcade/game room
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Shelter Island, NY
  • Place, Shelter Island Historical Society
    ‪3 min drive‬
  • Place, Havens House
    ‪3 min drive‬
  • Place, Crescent Beach
    ‪4 min drive‬
  • Airport, Montauk, NY (MTP)
    ‪67 min drive‬

Rooms & beds

7 bedrooms (sleeps 16)

2nd floor - 2nd master

1 Queen Bed

2nd floor middle - the yellow room

1 Single Bed and 1 Double Futon

2nd floor - the blue room

1 Queen Bed

5th bedroom

2 Single Beds

Bedroom 6

1 Queen Bed

Bedroom 7 - walkout basement rec room

4 Single Beds

first floor master

1 King Bed

6 bathrooms, 1 half bathroom

2nd floor - 2nd master

Bathtub · Toilet · Shower only · Jetted bathtub

2nd floor middle - the yellow room

Bathtub or shower · Toilet

2nd floor - the blue room

Bathtub · Toilet · Shower only · Jetted bathtub

Bathroom 5 - shared

Bathtub · Toilet · Shower only · Jetted bathtub

Bathroom 6 - walkout basement rec area

Bathtub or shower · Toilet

frist floor master

+1
Bathtub · Bidet · Toilet · Shower only · Jetted bathtub

Two 1/2 bathrooms on 1st floor

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

Add dates for prices

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About the area

Shelter Island

Located on the waterfront, this holiday home is in Silver Beach, a neighbourhood in Shelter Island. Shelter Island Whale's Tail and East End Seaport Maritime Museum are local attractions and those in the mood for shopping can visit Greenport Farmers' Market and Love Lane. Travelling with kids? Consider Greenport Carousel and Railroad Museum of Long Island. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and horse riding nearby.
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Map
Shelter Island, NY

What's nearby

  • Shelter Island Historical Society - 3 min drive - 2.9 km
  • Havens House - 3 min drive - 2.9 km
  • Shelter Island Whale's Tail - 3 min drive - 3.5 km
  • Crescent Beach - 4 min drive - 3.6 km
  • Sunset Beach - 4 min drive - 3.9 km

Getting around

  • Greenport Station - 27 min drive
  • East Hampton, NY (HTO) - 50 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬27 min drive
  • ‪Pridwin Hotel - ‬4 min drive
  • ‪Sunset Beach Restaurant - ‬4 min drive
  • ‪Eddie’s - ‬29 min drive
  • ‪Port Bar & Grill - ‬26 min drive

Frequently asked questions

Does This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental! have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental!?

As of 5 November 2026, prices found for a 1-night stay for 2 adults at This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental! on 6 November 2026 start from NZ$160,786, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental! pet-friendly?

Yes, this property allows cats and dogs (limit 2 total).

How much is parking at This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental!?

On-site parking is available at the property.

What time is check-in at This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental!?

Check-in begins at 12:00 PM.

What time is check-out at This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental!?

Checkout is at 11:00 AM.

Where is This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental! located?

This family-friendly Shelter Island holiday home is located on the waterfront, within 3 mi (5 km) of Crescent Beach, Sunset Beach and Shell Beach. The Hamptons Beaches and Shelter Island Whale's Tail are also within 6 miles (10 km).

Reviews

10

Exceptional

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect house on the water

Our family had a great time. Gorgeous house and grounds, including dock. We already miss our morning coffees watching kayakers float by. Andrea was incredibly accessible and helpful.
Stayed 7 nights in Aug 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer vacation

My family and I had an amazing vacation at this stunning property. I am ready to book the same place for next year.
Stayed 8 nights in Aug 2019
Archival

10/10 Excellent

Gorgeous place! Every amenable for the perfect family vacation

This is a wonderful serene property right on the water. The rooms are fantastic with private baths in each room, ceiling fans and wonderful view from each room. The kitchen is fit for a gourmet cook and is open with plenty of seating, perfect for entertaining. There are multiple porches, sun room and sitting areas and the downstairs is perfect for families with teens. I'd highly recommend this property for a family gathering, reunion, wedding or any significant special event. I plan on visiting again!
Archival

10/10 Excellent

Guest

This is the dream vacation you are looking for... Serenity and bliss on the water, impeccable accommodations, luxurious furniture and decor, high end everything: it's paradise! And there is so much to do: bike riding, swimming, kayaking, relax with a book, play billiards, beach, great restaurants, sightseeing and more. My favorite room is the screened in porch with the perfect breeze and superb view. It was SO relaxing and an amazing oasis! I highly recommend it.
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