Charming, Historic Cottage

Photo gallery for Charming, Historic Cottage

A two-story house with a porch, a covered patio, and a dining area with outdoor furniture.
A bedroom with a large bed, a small table, and a chair.
A living room with a fireplace, a sofa, a coffee table with books, and a window with a view of trees.
A dog standing on a doormat at a door with a window, a hat, and a curtain.
A dining area with a round table and chairs, a chandelier, and a view into the kitchen.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Air-conditioning
  • Washing machine
  • Internet
  • Fireplace
  • Non-smoking
  • Dryer

Explore the area

View map
Shelter Island, NY
  • Place, Shelter Island Historical Society
    ‪11 min walk‬
  • Place, Havens House
    ‪11 min walk‬
  • Place, Shelter Island Whale's Tail
    ‪14 min walk‬
  • Airport, Westhampton, NY (FOK-Francis S. Gabreski)
    ‪60 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen
Dining area

Add dates for prices

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About the area

Shelter Island

Located in Shelter Island, this cottage is in a rural area and near the beach. Havens House and Camera Obscura are local landmarks, and travellers looking to shop may want to visit Greenport Farmers' Market and Love Lane. Ready for a night out? Consider The Watermill Center and The Stephen Talkhouse. Discover the area's water adventures with waterskiing and sailing nearby, or enjoy the great outdoors with horse riding and ecotours.
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Map
Shelter Island, NY

What's nearby

  • Shelter Island Historical Society - 11 min walk - 1.0 km
  • Havens House - 11 min walk - 1.0 km
  • Shelter Island Whale's Tail - 14 min walk - 1.2 km
  • Sylvester Manor - 14 min walk - 1.2 km
  • 67 Steps Beach - 27 min drive - 8.6 km

Getting around

  • Greenport Station - 23 min drive
  • East Hampton, NY (HTO) - 41 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬24 min drive
  • ‪Aldo's - ‬24 min drive
  • ‪Lucharitos - ‬24 min drive
  • ‪Pridwin Hotel - ‬5 min drive
  • ‪Sunset Beach Restaurant - ‬4 min drive

Frequently asked questions

Is Charming, Historic Cottage pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming, Historic Cottage ?

As of 26 Oct 2026, prices found for a 1-night stay for 2 adults at Charming, Historic Cottage on 25 Apr 2027 start from AU$15,951, 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.

What time is check-in at Charming, Historic Cottage ?

Check-in begins at 4:00 PM.

What time is check-out at Charming, Historic Cottage ?

Checkout is at 11:00 AM.

Where is Charming, Historic Cottage located?

Situated by the sea, this cottage is within a 15-minute walk of Havens House, Shelter Island Whale's Tail and Shelter Island Historical Society. Mashomack Preserve and Shelter Island Country Club 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. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

Reviews

Archival

10/10 Excellent

Perfect Getaway

In short this house is perfect. It combines the quaint charm of a cottage with all of the modern amenities one could wish for. Located in a peaceful, tree lined street, the garden totally private from all sides. Fluffy beds, comfy sofas, sunlight throughout. We have stayed here in both winter and summer months and in each season the house seems to offer exactly what we needed to relax and forget the city! A perfect base for either exploring the Hamptons, or enjoying the laid back atmosphere and natural life of Shelter Island.
Response from VrboOwner on 21 Mar 2020
Come back soon!
Archival

10/10 Excellent

Fantasy Oasis

This charming cottage is a perfect retreat for people ready to leave it all behind. The location couldn't be more perfect–it's right in the middle of the island, which means easy access to the grocery, a funky fish market, numerous farmstands, yoga at the chapel just down the street, some of the nicer restaurants on the island, and hiking in Mashomack preserve. A 5 min drive to Crescent Beach (free parking) or other quieter ones too. (It's worth getting a temporary parking pass from the town hall if you're staying for longer than the weekend). You could also totally make do with the cute bikes that come with the house. The yard is shady and big and the street is quiet, making the whole experience super chill. The owner has amazing taste—the house is decorated in a very light, airy, and thoughtful way, perfect for the island. We feel in love with this place and can't wait to come back. The owner is very sweet and accommodating. My wife and I can't wait to go back.
Archival

10/10 Excellent

Just perfect

This house is perfect. We stayed once and came back to stay again. The only thing that i hated was the days we had to leave....
Response from VrboOwner on 21 Mar 2020
Come back soon and so glad you were happy:)
Archival

10/10 Excellent

A dream!

We have stayed at this wonderful property many times and highly recommend it! A truly magical atmosphere, beautiful interior, chefs kitchen, log fire, huge garden ... As soon as you enter, you immediately feel at home - and don't want to leave!
Response from VrboOwner on 21 Mar 2020
I am so happy you love the tree house as much as Watt and I do:). Come back soon!
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