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Waterfront Property on Shelter Island

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Miscellaneous
Property video
Exterior
Miscellaneous
Terrace/patio

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms4+ bathroomsSleeps 8

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

View 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

4 bedrooms (sleeps 8)

Master bedroom w/bathroom

1 King Bed

The B&B w/bathroom

1 Queen Bed

Twin Room

2 Single Beds

Upstairs Master Bedroom w/bathroom

1 Queen Bed

4 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

Upstairs Master Bathroom

Towels provided · Bathtub or shower · Toilet

Spaces

Kitchen
Outdoor play area
Garden

About this property

Waterfront Property on Shelter Island

Amazing Waterfront Views.
Awaken to bird songs and swans gliding across the water. Sip coffee on the deck while planning the days adventures. Paddle board or kayak across the creek and have a swim at Wade’s beach. Come back and shower in the glorious outdoor shower and grill dinner and dine on the deck. Just as you think the landscape and the light can’t possibly get any more beautiful the sun begins to set and the light becomes even more beautiful. You will remember this special place and you will be thankful for the memories.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 28
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted
There is a noise ordinance on Shelter Island after
Shelter Island doesn't have curbside pickup for ga

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
This property uses solar energy, plus eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Shelter Island

Located in Shelter Island, this holiday 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 Shelter Island Country Club. East End Seaport Maritime Museum and Railroad Museum of Long Island are also worth visiting. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling 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
  • Shinnecock Hills Golf Course - 40 min drive - 32.4 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

  • ‪Nookies - ‬27 min drive
  • ‪Shelter Island Craft Brewery - ‬3 min drive
  • ‪Eddie’s - ‬27 min drive
  • ‪La Capricciosa - ‬25 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 23 kg per pet.

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

As of 6 May 2026, prices found for a 1-night stay for 2 adults at Waterfront Property on Shelter Island on 29 October 2026 start from NZ$1,884, 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 at Waterfront Property on Shelter Island?

On-site 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?

Checkout is at 11:00 AM.

Where is Waterfront Property on Shelter Island located?

Nestled on the beach, this Shelter Island holiday 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 miles (5 km).

Reviews

10

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. 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

10/10 Excellent

Linda B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Heavenly spot, spacious home, extremely restful
Stayed 8 nights in Aug 2025
Verified

10/10 Excellent

Julia K.

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
Verified

10/10 Excellent

alex g.

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

10/10 Excellent

Tom B.

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
Verified

10/10 Excellent

Allyson G.

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
Verified

10/10 Excellent

Tammy M.

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
Verified

10/10 Excellent

Vicki E.

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

10/10 Excellent

gregory s.

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

About the host

Hosted by dorie hagler

Host profile image
Back in the 80's my parents were sailing to Block Island and anchored in Shelter Island for a few nights and fell alive with the place. They bought land with one of the best views on all of Shelter Island and build a home where everyone, no matter which bedroom awakens to a beautiful water view. My parents collected art, they have great taste. And in my opinion the best and most valuable artwork they ever purchased is the view from their deck. I'm an artist too and I have been photographing Dickerson Creek for decades. I never tire of it. Everyday and throughout the day the composition and the light change. It's like a new stunning landscape painting is produced again again all day, every day. It still takes my breath away 30 years later. My children learned to kayak, paddle board and catch crabs, fish and clams in this creek. They learned to swim in the greatest swimming hole on Shelter Island just across the creek at the end of Wade's beach. The yard is perfect for badminton, bbq's, a firepit, and slip-n-slide. It's also a perfect spot on the road to set up a lemonade stand. It's basically just a perfect spot.

Why they chose this property

Shelter Island is about the water. This house is about the water and the memories that you will have and create on this special spot on this special island. When I was a kid I begged my parents to build a pool at the house. My father said, "Look outside. There's no need for a pool, it would be a distraction." He was right. Why waste any time with a pool when you are on a beach, there's crabs to chase and beaches to explore.

What makes this property unique

Location. Location. Location. And a well loved home.

Languages:

English, Spanish
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