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

Waterfront Home with recreational dock! Great Views! Close To Beaches!

Bedrooms 3
Half Baths1
Space 2,300 sq ft
Property type house
Minimum Stay 5 - 7 nights


About the property

3 Bedrooms, 2 1/2 Bathrooms, Private outdoor shower!

Walk to Smith Point Beach on Fire Island. Great location for boating, fishing, kayaking or just relaxing. Master bedroom has whirpool tub with separate shower. Appliances include washer, dryer, dishwasher, microwave, 80 gallon hot water heater and fully equipped kitchen. This is a well insulated year round house with oil heat and a fireplace. New outdoor shower for 2015. Large wrap around high decks provide spectacular water views in a relaxing and peaceful setting. House sits at the end of quiet cul-de-sac. Driveway can accommodate 5 cars.

Bill Hennessey
Member since: 2013
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
April 18, 2018

About Bill Hennessey

My father bought this property 40 years ago and built this beautiful house in 2002. Our family uses it often, we enjoy boating, fishing, kayaking, walking to the beach and most of all the beautiful relaxing views and fresh ocean breeze. I grew up on Long Island but now live in Texas and have limited time to enjoy this house, so I'm willing to share it with others who enjoy being on the water.

Bill Hennessey purchased this house in 2009

Why Bill Hennessey chose Shirley

As a third generation Captain who spent many years on the water I never get tired of the view. Quiet area with beautiful beaches you can walk too, watch the sun rise and set, feel the ocean breezes and listen to the sound of breaking waves....

What makes this house unique

This is truly unique home with great water views from the large wrap around decks. The 3 bedrooms are on the 1st floor and a large great room is on the 2nd floor with a full kitchen and entertainment area with a dining table that seats 10, perfect for entertaining and family get togethers. The house is elevated 8' on pilings which provides privacy and great views! Believe me when I tell you how much you will appreciate the height of the house and the high decks!

A recreational dock equipped with fresh water and electricity was built in 2013.

A large outdoor shower with changing room was added for 2015.


Shirley House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 2300 sq ft
House Rules:
  • Max. occupancy: 8
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • pets not allowed
  • non smoking only ...
Location Type:
  • Beach ...
  • Near The Ocean ...
  • Village ...
  • Water View ...
  • Waterfront ...
  • Waterfront ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fireplace
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven ...
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 10 people
  • 2 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , shower , jetted tub
    Bathroom 2 - toilet , combination tub/shower
    Bathroom 3 - toilet
    Outdoor shower - shower , outdoor shower , Private outdoor shower installed 2015
  • 3 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 king , Master with shower and whirlpool tub
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 double
  • All bedrooms have window AC units. Queen size sofa bed in sitting room.
  • Books ...
  • DVD Player
  • Games ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Bicycles ...
  • Deck / Patio ...
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill ...
  • 1 bicycles
  • wheelchair inaccessible ...
  • arboretum
  • bay/sound
  • botanical garden
  • churches
  • cinemas
  • library
  • marina
  • recreation center
  • restaurants
  • synagogues
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf
  • sound/bay fishing
  • surf fishing
  • swimming
Tour the nearby historic William Floyd Estate and the Manor of St George.


Exceptional! 5/5 -
(24 traveler reviews)

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Waterfront Home with recreational dock! Great Views! Close To Beaches!
average rating of 5.0 based on 24 reviews
Pittsburgh, PA

Immaculate, well-appointed, spacious home with stunning views.

  • 5 of 5

Our family rented this beautiful property for an Easter weekend retreat with our kids ranging in age from 12-19. The home is large and comfortable, equipped with every imaginable need for cooking, visiting, and relaxing. Despite the cool weather and surprise snowfall (!) the house was warm and comfortable.

The water views from the decks and windows are amazing. From just about anywhere in the home, there is a beautiful view of the surrounding water or wetland. The atmosphere is soothing and serene.

The location is terrific. We enjoyed running to Smith Point Beach and Bellport Bay. We also appreciated convenient stores and delis just a short drive away.

The owner was gracious and responsive. Thoughtful details and amenities made us feel right at home.

We enjoyed and appreciated our stay. We enthusiastically recommend this great VRBO find!

  • Submitted: Apr 2, 2018
  • Stayed: March 2018
  • Source: VRBO, from HomeAway
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A comfortable and serene seaside home

  • 5 of 5

A very peaceful and serene place for NY-ers to recharge in nature! The home is comfortable and cozy while also very big and spacious, plenty of room for a good sized group. The home is fully stocked with all you need, even for a Thanksgiving meal. It sits right on the water, where you can feed swans at sunrise and kayak in the afternoons. It is also minutes from all you could need in the town of Shirley and minutes from the beaches of Fire Island. The owners are very responsive, helpful and hospitable and even brought an extra kayak for us!

  • Submitted: Dec 4, 2017
  • Stayed: November 2017
  • Source: HomeAway
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1 0

Fabulous house/Incredible views!!!

  • 5 of 5

We had the most wonderful time! Not only is the house stunning and perfectly situated and appointed, but the view is nothing short of spectacular. The beach is a short walk away and other amenities are super close. The dock for kayaking and other water sports followed by an outdoor shower are the perfect combination. Two wrap around decks gave options of sun bathing or not. Grilling on the top deck was so much fun and then having a wonderful dinner at the expansive dining room table made some fantastic family and friend memories. I hope I get the chance to stay here again. Thank you for making my vacation so special. :) Debbie M.

  • Submitted: Aug 28, 2017
  • Stayed: August 2017
  • Source: HomeAway
Owner's Response: So happy to hear you had a great vacation! Thank you for the wonderful review!
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Port Jefferson Station

Awesome house in a great location with an amazing view!

  • 5 of 5

Our large family spent several weeks in this house and our expectations were more than met. The house was well stocked and we did not want for anything. The owners were very attentive and any small concern that arouse was handled immediately. For example, when informed that a deck chair was broken the replacement arrived within a few hours.

The house has two large decks and a very large family room/kitchen area which all have unobstructed views of the Great South Bay. Morning coffee on the upper deck with nothing but the sounds of nature and a killer view was a potent stress reliever. We were very impressed by how quiet the neighborhood was which allowed us to be serenated by the sounds of nature. Dinner on the upper deck was only rivaled by siestas on the lower deck. Not enough can be said about the outdoor shower. By the middle of the first week almost all showers were taken in the outdoor cedar shower.

The location is ideal as our young adult children would either take the two minute drive to Smith Point Beach every day or take out a kayak from the back yard. They would come back for meals and then back out to enjoy the bay or ocean. We have a small boat which we were able to keep at the floating dock and a small jet ski which we would launch right from the backyard. We placed a fire ring in the backyard and had some wonderful nights under the stars along with some very tasty S’mores.

Overall the entire experience was wonderful and we would highly recommend this house to others.

  • Submitted: Jul 29, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
Owner's Response: So happy when our guests enjoy the house as much as we do. Thanks for providing a wonderfully informative review.
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1 0

Great location for family gathering over Thanksgiving

  • 5 of 5

This is a large house that easily housed 7 adults comfortably for the Thanksgiving holiday. House is well equipped with lots of cooking supplies and entertainment equipment. Bill was easy to get in touch with , so this proved to be a worry free vacation. The location is great, near beaches, stores, and highway. Highly recommend this for group gathering.

  • Submitted: Nov 28, 2016
  • Stayed: November 2016
  • Source: VRBO, from HomeAway
Owner's Response: Dear Linda, Happy to hear you enjoyed your stay! Many Thanks!, Bill
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1 0

Can't Wait to Go Back!

  • 5 of 5

I booked this house as one of two houses for a work project. The house was AMAZING. The location was fantastic. One of the guys even went kayaking one morning. It's a little out of the way, but literally RIGHT on the water. So comfortable, too. Everyone was really happy, and Bill totally took care of us. Thank you so much!!!

  • Submitted: Sep 21, 2016
  • Stayed: September 2016
  • Source: VRBO, from HomeAway
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Nearest Airport
18 Miles
Long Island MacArthur Airport
Nearest Barpub
5 Miles
Mikes Place Too! 1086 Mastic Rd
Nearest Ferry
15 Miles
Patchogue Ferry to Fire Island
Nearest Golf
12 Miles
Rock Hill Golf and Country Club
Nearest Train
4 Miles
Long Island Railroad Mastic Shirley Station
Nearest Motorway
5 Miles
Sunrise Highway Route 27
Nearest Restaurant
4 Miles
Applebee's on Montauk Highway
Nearest Beach
1 Miles
Smith Point Beach, Fire Island
Car: necessary

Conveniently located for day trips to the Hampton's, Montauk, Fire Island and North Shore Wineries. Train service between Manhatten and Montalk Point. Our dock can handle boats up to 25' LOA and 3' draft. Great location for kayaking and jet skiing!


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Property Damage Protection $99
Cleaning $125 + Tax
Tax Rate 3.0%

Cancel 21 day's prior to check-in receive 100% refund of deposit
Cancel 14 days prior to check-in receive 50% refund of deposit
50% due at booking
Balance due before check-in

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.

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