A rare find - fun for all ages with on-site arcade and game room.
Discover nearby landmarks
Walk to Crescent Beach
3 bedrooms2+ bathroomsSleeps 6
Popular amenities
Garage parking available
Kitchen
Washing machine
Air-conditioning
Barbecue
Balcony or patio
Explore the area
Shelter Island, NY
Crescent Beach
Place, Crescent Beach
17 min walk
Sunset Beach
Place, Sunset Beach
19 min walk
Shelter Island Country Club
Place, Shelter Island Country Club
1 min drive
East Hampton, NY (HTO)
Airport, East Hampton, NY (HTO)
30 min drive
Rooms & beds
3 bedrooms (sleeps 6)
bedroom
2 Single Beds
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet
Bathroom 3
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Kitchenette
Separate dining area
Garden
Dining area
About this property
Shelter Island Hilltop 3bd 2.5 bath, 1.3 acres . Private, bay access -day dock.
When you turn the corner off the main road and see the house on the hill surrounded by over an acre of manicured lawn and gorgeous landscaping, you will be so happy to know your vacation starts in this beautiful property. The home is spotless, upscale, comfortable with attention to details. All new bedding and bath towels, high end appliances. Decorated with high end furniture, cable tv, completely air conditioned, meticulously cared for inside and out. The south breezes off the bay, the sunsets, the beautiful nature complete this very special house. Enjoy the private community dock directly across the street. Fish, swim, sail or paddle board. The kitchen is completely stocked with dishes, pots and pans, coffee maker, tea pot, microwave and utensils. The spacious, living room is on the south side of the house with lots of windows that will delight you with tree top views, beautiful sunsets, and a peek a boo view of the bay. Spend your time enjoying the nature that abounds as you relax on the back porch. Enjoy alfresco dinners and evenings around the fire pit. Hone your skills on the regulation size Ping Pong table located on the lower floor of the house. Friends or family will be so comfortable private on-suite bedroom furnished with 2 beds, coffee bar, and a full bath. All completely decorated upscale and very comfortable. This home is located close to Crescent Beach and Shell Beach and is in a private neighborhood away from the traffic. Enjoy everything that Shelter Island has to offer and know that you can come home to a private, quiet magical oasis.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Please take all garbage to the dump.
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property Registration Number 2025-L-0119
Property # 1092367vb
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 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 Heights
Located in Shelter Island Heights, this holiday home is on the waterfront. The area's natural beauty can be seen at The Hamptons Beaches and East Hampton Main Beach. Consider The Watermill Center for a night out or Shelter Island Whale's Tail if you're travelling with kids. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and ecotours nearby.
Shelter Island Country Club - 1 min drive - 1.1 km
The Hamptons Beaches - 14 min drive - 7.6 km
Cooper's Beach - 50 min drive - 40.0 km
Getting around
Greenport Station - 24 min drive
East Hampton, NY (HTO) - 46 min drive
Restaurants
Nookies - 26 min drive
Eddie’s - 27 min drive
Shelter Island Craft Brewery - 4 min drive
Claudios Clam Bar - 25 min drive
Léon 1909 - 17 min walk
Frequently asked questions
Is Shelter Island Hilltop 3bd 2.5 bath, 1.3 acres . Private, bay access -day dock. pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Shelter Island Hilltop 3bd 2.5 bath, 1.3 acres . Private, bay access -day dock.?
As of 24 June 2026, prices found for a 1-night stay for 2 adults at Shelter Island Hilltop 3bd 2.5 bath, 1.3 acres . Private, bay access -day dock. on 1 Oct 2026 start from AU$1,103, 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 Shelter Island Hilltop 3bd 2.5 bath, 1.3 acres . Private, bay access -day dock.?
On-site parking is available at the property.
What time is check-in at Shelter Island Hilltop 3bd 2.5 bath, 1.3 acres . Private, bay access -day dock.?
Check-in begins at 3:00 PM.
What time is check-out at Shelter Island Hilltop 3bd 2.5 bath, 1.3 acres . Private, bay access -day dock.?
Checkout is at 11:00 AM.
Where is Shelter Island Hilltop 3bd 2.5 bath, 1.3 acres . Private, bay access -day dock. located?
This family-friendly Shelter Island Heights holiday home is located on the waterfront, within 1 mi (2 km) of Crescent Beach, Sunset Beach and Shelter Island Country Club. Shelter Island Whale's Tail and East End Seaport Maritime Museum 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.
Spacious quarters, newly and expensively updated, with ample room and much comfort for six, made it the perfect place to have friends and family stay.
Paul S.
Stayed 30 nights in Jul 2022
Response from VrboOwner on 4 Aug 2022
Hi Paul,
Thank you for leaving such a nice review of the property. We will continue to work hard to ensure that the house will always be clean and comfortable for future visits. Thanks again!
The care and condition of this house makes it clear that it's well loved, and now we love it too! We spent four weeks in this cozy place, and the house was a peaceful oasis throughout. We're already missing the spacious screened porch / outdoor room at the back, and we hope to return again.
The house is meticulously clean and well stocked. The neighborhood is quiet and calm. The grounds are spacious and well landscaped. Judy was lovely as well—thoughtful, considerate, and just the right amount of communication.
We loved it and will certainly be back.
Josh C.
Stayed 30 nights in Aug 2023
Response from VrboOwner on 14 Sept 2023
Thank you Josh,
Obviously, you love Shelter Island as much as my husband and me! Thank you for your awesome review. Your kind words mean everything! You were the best guests and we look forward to having you and your family back for your 2024 summer vacation!
Take care and all the best,
Judy
Thank you !