Waterfront Property on Shelter Island

Photo gallery for Waterfront Property on Shelter Island

A wooden deck with potted plants and a bench overlooking a lake.
Property video
A modern two-story house with a balcony, solar panels, and a patio with outdoor furniture.
A bedroom with a bed, pillows, a lamp, and a window with a view of a body of water and buildings.
A dining area with a wooden table, chairs, and a vase of flowers. There is a bookshelf and a sofa in the background.

Reviews

10 out of 10
Exceptional

Highlights

  • Scenic water view
    Relax and unwind with top-rated water views, offering a scenic experience.
  • Your private spa moment
    A rare find — soak and unwind in the jetted bathtub.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • On beach
  • Hot tub on site
  • Dog-friendly
  • Toys
  • Barbecue grill
  • Air conditioning

Explore the area

View in a map
Shelter Island, NY
  • Place, Wades Beach
    ‪2 min drive‬
  • Place, The Hamptons Beaches
    ‪10 min drive‬
  • Place, Cooper's Beach
    ‪46 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪26 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Master bedroom w/bathroom

1 King Bed

The B&B w/bathroom

1 Queen Bed

Twin Room

2 Twin Beds

3 bathrooms, 1 half bathroom

B&B Bathroom

Towels provided · Bathtub or shower · Toilet

Downstairs bathroom

Toilet

Downstairs Master Bathroom

Towels provided · Bathtub or shower · Bidet · Toilet · Jetted bathtub

Upstairs Hallway Bathroom

Towels provided · Bathtub or shower · Toilet

Spaces

Kitchen
Outdoor play area
Garden

Add dates for prices

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About the neighborhood

Shelter Island

Located in Shelter Island, this vacation home is on the beach. Havens House and Greenport Carousel are local landmarks, and some of the area's activities can be experienced at Shelter Island Whale's Tail and Gardiner's Bay Country Club. East End Seaport Maritime Museum and Railroad Museum of Long Island are also worth visiting. Kayaking and water skiing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
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Map
Shelter Island, NY

What's nearby

  • Wades Beach - 2 min drive - 2.2 km
  • The Hamptons Beaches - 10 min drive - 3.8 km
  • Wolffer Estates Vineyard - 26 min drive - 18.7 km
  • East Hampton Main Beach - 32 min drive - 25.4 km
  • Cooper's Beach - 46 min drive - 36.2 km

Getting around

  • Greenport Station - 25 min drive
  • East Hampton, NY (HTO) - 38 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬26 min drive
  • ‪Lucharitos - ‬25 min drive
  • ‪Pridwin Hotel - ‬7 min drive
  • ‪Sunset Beach Restaurant - ‬5 min drive
  • ‪Port Bar & Grill - ‬25 min drive

Frequently asked questions

Is Waterfront Property on Shelter Island pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

How much does it cost to stay at Waterfront Property on Shelter Island?

As of Nov 8, 2026, prices found for a 1-night stay for 2 adults at Waterfront Property on Shelter Island on Nov 13, 2026 start from $756, 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.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Waterfront Property on Shelter Island?

Check-in begins at 3:00 PM.

What time is check-out at Waterfront Property on Shelter Island?

Check-out is at 11:00 AM.

Where is Waterfront Property on Shelter Island located?

Nestled on the beach, this Shelter Island vacation home is within 2 mi (3 km) of Wades Beach, Havens House, and Shelter Island Historical Society. The Hamptons Beaches and Sunset Beach are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 8 out of 8 reviews
Rating 8 - Good. 0 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

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Heavenly spot, spacious home, extremely restful
Stayed 8 nights in Aug 2025
Response from VrboOwner on Apr 12, 2026
So glad you enjoyed your stay.
Verified review

10/10 Excellent

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

We had the best weekend

We had the best weekend. The space was perfect for our family and the yard was great for our two young boys. We hope to come back again.
Stayed 3 nights in Oct 2024
Response from VrboOwner on Oct 28, 2024
So glad you enjoyed your stay. You are welcome to come again!
Verified review

10/10 Excellent

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

Meeting my son’s inlaws

We had a wonderful weekend at this beautiful house in an incredibly quiet location. Would highly recommend this property. The owner was wonderful to work with and communicated well!
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

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

Long weekend

Comfortable and cozy house with a beautiful view in a perfect location. The host was extremely responsive and gracious. We enjoyed ourselves immensely spending a long holiday weekend in the house. Hope to do it again next year!
Stayed 3 nights in Nov 2023
Response from VrboOwner on Jan 14, 2024
Richard and his family were wonderful guests. They left the house in perfect condition and even washed the sheets and towels! I look forward to the opportunity to host them again.
Verified review

10/10 Excellent

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

Lovely house with incredible views

We had a wonderful stay with our family (including baby, toddler + dog.) The house is lovely, and the property cannot be beat with incredible water views and a short walk to Wades beach. Dorie was extremely responsive from the outset and provided lots of insight in terms of activities/restaurant options with our kids. We would highly recommend this house and look forward to returning again.
Stayed 4 nights in Jun 2024
Response from VrboOwner on Jun 27, 2024
It was our pleasure to host you. We love when families, children and dogs get to enjoy the property and appreciate its location as much as we do. Happy to host you again!
Verified review

10/10 Excellent

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

Amazing location with Incredible views!

We had a lovely family vacation in this beautiful home with amazing water views. The house is well equipped, spacious and has a view from every room. We enjoyed the privacy the property provided while being close to beaches, stores and most importantly the Tuck Shop (ice cream shop)! Dorie was a great host who was very responsive before, during and after our stay. I would highly recommend this property for your Shelter Island vacation!
Stayed 28 nights in Jul 2023
Response from VrboOwner on Aug 7, 2023
Tammy - thank you for the kind words. We loved hosting you and your family. You were kind and respectful guests who took great care of our property and communicated in a timely manner whenever you had a question. Our neighbors said they've never heard so much joyful laughter from people playing the creek. We hope to have the opportunity to host your family in future.
Verified review

10/10 Excellent

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

Absolute bliss

We had a wonderful stay in this beautiful home. Every bedroom has a gorgeous water view to wake up to. We kayaked and paddle boarded (just a few minutes in the kayak from the house to Wades Beach) and thoroughly enjoyed the deck, hammock, and outdoor shower! Dorie is a gracious host and quick communicator. Would give this home 10 stars!
Stayed 14 nights in Jul 2024
Verified review

10/10 Excellent

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

Heaven

The home was amazing and just as described. Beautiful, relaxing and picturesque - we didn’t want to leave. The home has everything you would want. The outdoor shower is a dream as is the view of the water. Passing boats and Swan from the house as well as the bath. Would recommend to anyone and everyone! Host was a super communicator and quickly resolved issues, of which there were few. Don’t wait to book this house - be appreciative it is available!
Stayed 21 nights in Aug 2023
Response from VrboOwner on Sep 1, 2023
It sounds like you experienced the magic of this special house. I'm so glad you were able to enjoy August by the water. Thank you for being wonderful guests. I hope we have the opportunity to host you again in the near future. Wishing you safe travels home.
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