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Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool

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Exterior
Private kitchen
Interior
Interior
Miscellaneous

Reviews

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5 bedrooms6+ bathroomsSleeps 8

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Gym

Explore the area

View in a map
Shelter Island, NY
  • Place, The Hamptons Beaches
    ‪11 min walk‬
  • Place, Wades Beach
    ‪2 min drive‬
  • Place, Cooper's Beach
    ‪36 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪21 min drive‬

Rooms & beds

5 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 King Bed

Bedroom 5

1 Queen Bed and 1 Twin Bed

6 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Bathroom 7

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Garden

About this property

Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool

Experience Shelter Island like a local in this beautiful waterfront home. Main house with 3 bedrooms and 4.5 baths. Guest house with 2 bedrooms and 2 baths. Gunite pool, outdoor grill, beach and dock. Enjoy amenities like a washing machine, heating, fitness room, iron, WiFi, and AC. Immerse yourself in the tranquility of Shelter Island and make unforgettable memories at our dream getaway home. Shelter Island Long Term Rental # 2025-L-0103.
Our prices include all fees. No hidden fees.

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House Rules

Flexible check-in available (contact host in advance of arrival)
Minimum age to rent: 21
Flexible check-out available (contact host to arrange)
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property

About the neighborhood

Shelter Island

Shelter Island is home to this vacation home. Shelter Island Whale's Tail and The Style Bar are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore The Hamptons Beaches and Orient Beach State Park. Bay Street Theatre and Sag Harbor Whaling and Historical Museum are also worth visiting.
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Map
Shelter Island, NY

What's nearby

  • The Hamptons Beaches - 11 min walk - 1.0 km
  • Wades Beach - 2 min drive - 1.5 km
  • Shinnecock Hills Golf Course - 33 min drive - 26.8 km
  • Cooper's Beach - 36 min drive - 29.5 km
  • Splish Splash Water Park - 54 min drive - 65.2 km

Getting around

  • Greenport Station - 28 min drive
  • East Hampton, NY (HTO) - 33 min drive

Restaurants

  • ‪Tutto il Giorno - ‬13 min drive
  • ‪Corner Bar - ‬13 min drive
  • ‪Sen - ‬13 min drive
  • ‪Shelter Island Craft Brewery - ‬4 min drive
  • ‪K Pasa - ‬12 min drive

Frequently asked questions

Does Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool have a pool?

Yes, this property has a pool.

How much does it cost to stay at Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool?

As of Apr 29, 2026, prices found for a 1-night stay for 2 adults at Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool on Aug 12, 2025 start from $1,900, 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 Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool pet-friendly?

No, only service animals are welcome at the property.

How much is parking?

Onsite parking is available at the property.

Where is Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool located?

Situated in Shelter Island, this vacation home is within 2 mi (3 km) of The Hamptons Beaches, Wades Beach, and Havens House. Shelter Island Historical Society and Mashomack Preserve are also within 3 mi (5 km).

About the host

Hosted by SJ

Host profile image
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