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Book Online or call HomeAway Booking Assistance 888-640-7927

Charming, Historic Cottage

Bedrooms 3
Space sq. ft.
Property type cottage
Minimum Stay 7 nights


About the property

Beautifully decorated cottage with 3 bedrooms and 2 bathrooms

Lovely three bedroom cottage centrally located. Cook's kitchen, cozy living room with fireplace, two bathrooms, southern light, and large, private yard. Close to all island beaches, nature preserve and restaurants.

Rebecca Blair
Member since: 2013
Speaks: english
Response time:
Within 2 days
Response rate:
Calendar last updated:
May 16, 2016

About Rebecca Blair

I am currently training for yoga certification and have worked in fashion for many years.

Rebecca Blair purchased this cottage in 2004

Why Rebecca Blair chose Hamptons

If you appreciate historical homes with a sense of place on an idyllic, charming island, then the 'tree house' is for you.

What makes this cottage unique

Historical Architecture

Beautiful Decor

Gorgeous Light


Cooks Kitchen

Front Porch

Large, private yard


Shelter Island Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
Location Type:
  • Beach ...
  • Near The Ocean ...
  • Rural ...
  • Town ...
  • Village ...
  • Dining Area
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 3 Bedrooms, Sleeps 6
  • autumn foliage
  • bay/sound
  • churches
  • cinemas
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • horseback riding
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • hiking
  • pier fishing
  • sailing
  • sound/bay fishing
  • surfing
  • swimming
  • tennis
  • water skiing


5/5 -
(4 traveler reviews)

Charming, Historic Cottage
average rating of 5.0 based on 4 reviews

Fantasy Oasis

  • 5 of 5

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.

  • Submitted: Sep 18, 2015
  • Stayed: Aug 2015
  • Source: HomeAway
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Perfect Getaway

  • 5 of 5

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.

  • Submitted: May 24, 2013
  • Stayed: May 2012
  • Source: HomeAway
Owner's Response: Come back soon!
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2 1

Just perfect

  • 5 of 5

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....

  • Submitted: May 24, 2013
  • Stayed: Apr 2013
  • Source: HomeAway
Owner's Response: Come back soon and so glad you were happy:)
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2 1

A dream!

  • 5 of 5

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!

  • Submitted: May 20, 2013
  • Stayed: Feb 2013
  • Source: HomeAway
Owner's Response: I am so happy you love the tree house as much as Watt and I do:). Come back soon!
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Nearest Airport
10 Miles
East Hampton
Nearest Barpub
1 Miles
Vine Street Cafe
Nearest Ferry
2 Miles
South Ferry
Nearest Golf
2 Miles
Goat Hill
Nearest Train
2 Miles
Long Island Railroad
Nearest Motorway
30 Miles
Long Island Expressway
Nearest Restaurant
1 Miles
Clark's Fish House
Nearest Ski
1 Miles
Nature Preserve
Nearest Beach
2 Miles
Wades Beach
Car: recommended

Classic cottage in an idyllic island setting. Centrally located with easy access to all lovely island beaches and restaurants. Large private yard with old school fire pit. There is also an organic farm on the island that has many family events and a beautiful nature preserve. The entire island is a visual treat as it feels as though you have stepped back into a quieter, gentler time.


Rates & Availability

Shelter Island Cottage Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Jan 14 2017 - Mar 31 2017
7 night minimum stay
Apr 1 2017 - May 13 2017
7 night minimum stay
Summer 1
May 14 2017 - Jun 30 2017
7 night minimum stay
Summer 2
Jul 1 2017 - Sep 30 2017
7 night minimum stay
Oct 1 2017 - Jan 6 2018
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Refundable damage deposit $2,000
Cleaning $200
Tax Rate 8.62%

Available for the summer season for $35,000 (Memorial to Labor Day)

Owner's Cancellation Policy

100% refund if canceled at least 90 days before arrival date.
Enter dates for accurate pricing
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