Serene 4BR Creekfront Home and Cottage in Shelter Island Heights
Set along the peaceful edge of Chase Creek, this recently renovated four-bedroom home offers a quiet, light-filled retreat on Shelter Island—where water views, coastal breezes, and an easy rhythm define each day. A 10-minute walk to the North Ferry and the Shelter Island Yacht Club and just steps away from Dering Harbor and the shops and restaurants of Shelter Island Heights.
At the back of the home, a stunning great room with vaulted ceilings serves as the heart of the space. Framed by views of the creek, it brings together dining and gathering areas in an open, airy setting that’s ideal for long meals, conversation, and relaxed evenings. A cozy reading nook invites you to unwind with a book while the light shifts over the water outside.
The front of the house offers a more traditional layout, with a large living room, sitting room, and a dedicated dining room—perfect for family meals or quieter moments away from the main gathering space. A comfortable den provides flexibility for guests of all ages, whether used as a TV room, reading lounge, home office, or a comfortable hangout for kids.
Four spacious bedrooms and updated bathrooms offer comfort and privacy, blending the home’s historic character with thoughtful modern updates. Each space is designed to feel calm, simple, and restorative. A standalone cottage at the back of the house offers an additional two bedrooms and one bathroom and can be available for an additional fee if needed to accommodate larger groups (see note below).
Out front, a screened porch creates another layer of retreat—an ideal spot for morning coffee, afternoon breezes, or winding down after a day on the water.
Located on a 0.75 acre property, a large lawn surrounds the side and back of the house and overlooks Chase Creek. Explore the creek or harbor by kayak, enjoy stunning sunsets at the end of each day, and warm up the cool summer evenings around a smokeless fire pit.
The home's location offers both seclusion and convenience. Rent bikes next door or bring your own. Whether you’re exploring the island or staying close to home, everything feels effortlessly within reach.
This is a place to slow down and settle in—where the creek, the light, and the surrounding stillness create a setting that feels both timeless and deeply relaxing.
Note: The cottage (2 BR/1 BA) is available at an additional cost of $125 per night. Please inquire at the time you request a booking.
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Pets allowed: dogs less than 9 kg per pet (limit one pet total)
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 5196892vb
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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Shelter Island Heights
Located on the waterfront, this holiday home is in The Heights, a neighbourhood in Shelter Island Heights. The Hamptons Beaches and Orient Beach State Park reflect the area's natural beauty and area attractions include Shelter Island Whale's Tail and East End Seaport Maritime Museum. Travelling with kids? Consider Greenport Carousel and Railroad Museum of Long Island. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
Shelter Island Country Club - 14 min walk - 1.3 km
Sylvester Manor - 2 min drive - 2.1 km
Sunset Beach - 3 min drive - 2.1 km
Crescent Beach - 3 min drive - 2.1 km
Shelter Island Whale's Tail - 3 min drive - 2.8 km
Getting around
Greenport Station - 21 min drive
East Hampton, NY (HTO) - 48 min drive
Restaurants
Goldberg’s Famous Bagels - 21 min drive
Aldo's - 21 min drive
Casa Amigos Restaurante
Lucharitos
Alpina - 21 min drive
Frequently asked questions
Is Serene 4BR Creekfront Home and Cottage in Shelter Island Heights pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.
How much is parking at Serene 4BR Creekfront Home and Cottage in Shelter Island Heights?
On-site parking is available at the property.
What time is check-in at Serene 4BR Creekfront Home and Cottage in Shelter Island Heights?
Check-in begins at 4:00 PM.
What time is check-out at Serene 4BR Creekfront Home and Cottage in Shelter Island Heights?
Checkout is at 11:00 AM.
Where is Serene 4BR Creekfront Home and Cottage in Shelter Island Heights located?
This family-friendly Shelter Island Heights holiday home is located on the waterfront, within 1 mi (2 km) of Shelter Island Country Club and Sylvester Manor. Shelter Island Whale's Tail and East End Seaport Maritime Museum are also within 2 miles (3 km).
About the host
Hosted by Amy and George
We’ve known this house for over forty years, and were married on the island.
It came to us more recently through family, and we’ve approached its restoration as architects … with care for what was already here, and an eye toward how it’s lived in now.
It’s a place with a long continuity, now in our hands. We look forward to others sharing this special space.