Entire home

Shelter Island remodeled 1937 Cape Cod Waterfront with Deepwater Dock

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A two-story house with a garage, a lawn, and a dock extending into a body of water.
A bedroom with a wooden floor, a bed with patterned bedding, a wooden cabinet, and a chandelier.
A spacious living area with a stone fireplace, a dining table with chairs, and a kitchen area with a stone accent wall.
A house with a stone foundation, a grassy yard, and a dock extending into a lake.
A kitchen with a stone wall, wooden cabinets, a marble countertop, and a built-in stove.

Entire home

5 bedrooms3 bathrooms

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Shelter Island, NY
  • Place, Menhadden Lane Beach
    ‪2 min drive‬
  • Place, Sunset Beach
    ‪11 min drive‬
  • Place, The Hamptons Beaches
    ‪17 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪34 min drive‬

Room options

About the neighborhood

Shelter Island Heights

Located 1.2 mi (1.9 km) from Menhadden Lane Beach, this vacation home is within a 10-minute drive of Shelter Island Whale's Tail. The vacation home includes a kitchen, a fireplace, and a patio.

What's nearby

  • Menhadden Lane Beach - 2 min drive - 1.4 miles
  • Sunset Beach - 11 min drive - 6.4 miles
  • The Hamptons Beaches - 17 min drive - 7.1 miles
  • East Hampton Main Beach - 39 min drive - 20.6 miles
  • Cooper's Beach - 54 min drive - 27.3 miles

Getting around

  • Greenport Station - 28 min drive
  • East Hampton, NY (HTO) - 50 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬29 min drive
  • ‪Lucharitos - ‬29 min drive
  • ‪Sunset Beach Restaurant - ‬10 min drive
  • ‪Léon 1909 - ‬9 min drive
  • ‪Bruce & Son - ‬29 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Shelter Island remodeled 1937 Cape Cod Waterfront with Deepwater Dock

Behold this enchanting 1937 Cape Cod, offering a glimpse into the original splendor of Ram Island. Nestled on 1.75 acres within the protective embrace of Coecles Harbor, the property enjoys stunning southwest waterfront views. A robust stone bulkhead graces a portion of the 200-foot shoreline, where a fully equipped deep-water dock — with grandfathered 6-foot width, rails for dry dockage, and approximately 48" of depth at low tide — beckons to avid boaters.

Inside, the newly renovated living room sprawls from front to rear, offering water views, a fieldstone fireplace, a dining area, and whitewashed shiplap pine walls. The open kitchen, anchored by a fieldstone wall, leads to a wide, airy sunroom with a wood-burning stove and an adjoining screened-in porch, both with breathtaking harbor views. The sunroom connects to a high-ceilinged TV room with a laundry center. Across the foyer, you'll find two guest bedrooms and a full bath.

Upstairs, the primary suite features a wall of windows, a skylight, and an attached full bath. Two more bedrooms complete the second floor: one, a whimsical ship-style room with built-in double twins, connects to the third bedroom — furnished with a full-size bed — through a Jack-and-Jill half bath.

A fairytale gazebo tucked into the landscape offers a magical spot to relax with a book or morning coffee, and a trampoline promises hours of fun for kids and the young at heart.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a patio. There's space to spread out with 5 bedrooms and a dining area. Guests can expect to find free WiFi. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

Similar properties

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Oven
  • Refrigerator
  • Spices
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area
  • Wood stove

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1"on-site accessible parking spaces 1", on-site accessible parking spaces
  • No elevator
  • Wheelchair accessibility
  • Wheelchair-accessible parking
  • Smoking not allowed

Things to do

  • Kayak

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

Events allowed: family gatherings and birthday parties

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
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 15
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 15.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What can I see close to this vacation home?

This vacation home is located in Shelter Island Heights, close to Mashomack Preserve, Sunset Beach, and Greenport Carousel. You'll also find Shelter Island Historical Society and Gardiner's Bay Country Club within a short drive.

Is there parking available at Shelter Island remodeled 1937 Cape Cod Waterfront with Deepwater Dock?

Yes, there is wheelchair-accessible parking available.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is Shelter Island remodeled 1937 Cape Cod Waterfront with Deepwater Dock a good place to stay for couples?

Couples will appreciate amenities at this vacation home, including a fireplace and a kitchen in each house, and some feature beach view.

Does Shelter Island remodeled 1937 Cape Cod Waterfront with Deepwater Dock have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Does Shelter Island remodeled 1937 Cape Cod Waterfront with Deepwater Dock have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is East Hampton, NY (HTO), which is 13.8 mi away (50 minutes by car). Another top airport is Fishers Island, NY (FID-Elizabeth Field), which is around 18.4 mi away.

Are there rooms with balconies at Shelter Island remodeled 1937 Cape Cod Waterfront with Deepwater Dock?

Yes, every house at Shelter Island remodeled 1937 Cape Cod Waterfront with Deepwater Dock comes with a patio and some offer beach views.

Shelter Island remodeled 1937 Cape Cod Waterfront with Deepwater Dock Reviews