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Serene 4-bedroom Craftsman cottage with Pool & Studio on Shelter Island

Photo gallery for Serene 4-bedroom Craftsman cottage with Pool & Studio on Shelter Island

A rectangular swimming pool with a clear blue water surface, surrounded by a well-maintained lawn and trees.
A house with a covered porch, a pathway leading to the entrance, and well-maintained greenery.
A kitchen with white cabinets, a wooden floor, a stove, and a sink.
A room with a dining table, chairs, a fireplace, a window, and a door.
A patio with outdoor furniture, a white umbrella, and potted plants.
4 bedrooms2+ bathroomsSleeps 8

Popular amenities

  • Dog-friendly
  • Washing machine
  • Air-conditioning
  • Internet access
  • Dryer
  • Bathtub

Explore the area

View map
Shelter Island, NY
  • Place, Shelter Island Historical Society
    ‪10 min walk‬
  • Place, Shelter Island Whale's Tail
    ‪2 min drive‬
  • Place, Mashomack Preserve
    ‪3 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪27 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo

About this property

Serene 4-bedroom Craftsman cottage with Pool & Studio on Shelter Island

Enjoy a peaceful stay at this 4-bedroom private cottage on Shelter Island. Built in 1935, the house has old school Shelter Island charm with all the modern amenities. Downstairs in the main house you will find a comfortable living room with wood burning fireplace, books, and games, the dining room with space for 8 around the antique pine table, and a great cook's kitchen. There are also two queen bedrooms downstairs, a full bathroom, and a large screened front porch with comfortable seating. Upstairs is the TV room and the Primary bedroom. The en suite bath has marble tile, a bidet Toto toilet and a large step in shower. There is also a captain's bed tucked into the upstairs landing for any extra naps or guests. The main house was fully renovated last year and has central air throughout. Outside the kitchen there is a brick terrace with a large Weber gas grill, as well as a sofa, chairs and an umbrella for relaxing among the flowers and herbs. The separate skylit studio has another queen bed, a half bath inside and an outdoor shower outside the back door. The 60' x 12' heated pool is fun for laps or lounging and the back and front yards are landscaped, fully hedged, and private. The cottage is exactly one mile from Wades Beach and within easy walking distance to playgrounds, the ball field, and Shelter Island Town's main street (with wine store, library, brewery, book store, super market...) It is also a quick walk or bike to the Saturday morning Farmer's market and the best pizza around. I have three bikes available for your explorations as well as beach chairs and towels, badminton, pool floats, and pickle ball racquets for the free tennis/pickle ball courts a short walk away. Some last things to note: I have a dog and while the house is very clean it may not be right if you have severe pet allergies. The back yard is fully fenced and safe for pups, although be mindful that the pool is accessible to both pets and children since it is not separately fenced from the house. (There are door alarms on all doors that lead to the pool and an alarm in the pool itself in case something falls in.) Lastly there are only parking spaces for three cars, and the laundry is located in the basement which requires going down somewhat steep stairs.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
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 (limit 1 total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number 2026-V-0019
Property # 5311797vb
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

About the area

Shelter Island

Shelter Island is home to this cottage. The area's natural beauty can be seen at The Hamptons Beaches and East Hampton Main Beach. Shelter Island Whale's Tail and East End Seaport Maritime Museum are also worth visiting.
Map
Shelter Island, NY

What's nearby

  • Shelter Island Historical Society - 10 min walk - 0.8 km
  • Havens House - 10 min walk - 0.8 km
  • Sylvester Manor - 17 min walk - 1.5 km
  • Shelter Island Whale's Tail - 2 min drive - 2.1 km
  • Mashomack Preserve - 3 min drive - 2.5 km

Getting around

  • Greenport Station - 22 min drive
  • East Hampton, NY (HTO) - 40 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬25 min drive
  • ‪Lucharitos - ‬25 min drive
  • ‪Pridwin Hotel - ‬6 min drive
  • ‪Claudios Clam Bar - ‬25 min drive
  • ‪Claudio's Tavern & Grill - ‬25 min drive

Frequently asked questions

Is Serene 4-bedroom Craftsman cottage with Pool & Studio on Shelter Island pet-friendly?

Yes, this property allows dogs (limit 1 total).

What time is check-in at Serene 4-bedroom Craftsman cottage with Pool & Studio on Shelter Island?

Check-in begins at 4:00 PM.

What time is check-out at Serene 4-bedroom Craftsman cottage with Pool & Studio on Shelter Island?

Checkout is at 11:00 AM.

Where is Serene 4-bedroom Craftsman cottage with Pool & Studio on Shelter Island located?

Situated in Shelter Island, this cottage is 0.5 mi (0.7 km) from Shelter Island Historical Society and 2.7 mi (4.4 km) from The Hamptons Beaches. Sylvester Manor and Shelter Island Whale's Tail are also within 1 mile (2 km).

About the host

Hosted by Julia Hubbard

Host profile image
I live full time on Shelter Island and love it here. I enjoy showing others what a unique and special place this little island is!

Languages:

English
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