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Pilot Hill Farm Victorian - Sleeps 9, Decks, Lawns, Outdoor Shower, Assoc Beach

Bedrooms 3
Space 3,500 sq. ft.
Property type house
Minimum Stay 3 - 7 nights


About the property

New Roomy Victorian 3 BR & 3 full Baths & Screened Sleeping Porch, 2 Decks

Very sunny, High Ceilinged Victorian surrounded by spaciouis lawns on 3 private, wooded acres at the end of a cul-de-sac in exclusive Pilot Hill Farm. Walk, drive or bike to private, calm, half-mile salt water beach facing the Elizabeth Islands. Nearby at Pilot Hill is our working farm producing fresh eggs, pork and beef, cut flowers, & fresh vegetables, Osprey House has unique architectural delights, including a tower-shaped master bedroom suite with 18 ft cathedral ceiling, and private, screened-in sleeping porch. Wide Open first floor includes kitchen/dining room has seating for up to 20. High end kitchen, granite countertops, stainless steel appliances, Cherry cabinets. Enjoy Osprey House's unique architectural features such as 10 ft high ceilings, numerous skylights, 8 ft walnut doors, natural maple floors, and Double sized Outdoor Shower. Living rooms opens onto a huge mahogany deck and side deck with Hammock. New Electronics, Tasteful decoration, with a private lawn and sunning area surrounded by unique ornamental beach grasses

A wonderful, private and oversized Outdoor Shower with Dressing room is fun to use after a day at the beach or in the morning to hear birdsongs from nearby woods.

We only rent a couple of weeks a year, so our home is personal and includes all the amenities of modern HD TV's througout, WI-FI throughout the house and on the decks, a local computer and printer for business or pleasure, and new sheets, pillows and bedding for all rooms.

History of Pilot Hill Farm: Pilot Hill Farm was formerly the old Iselin Dairy Farm which last operated in the 1950’s – it was bought by the Vineyard Open Lands Foundation and made into a non-profit development of high end homes, each sitting on 3-5 acres of land – there are protective covenants and the house density if very low – there are 21 houses built on 90 acres of forest and fields with about 70 acres of common lands including a 1/2 mile private beach, parking areas, grazing fields and farm buildings. The farm and barns are located a 1/2 mile away from our house - the farm is clean and well kept with a couple belted Galloway cows, some chickens, pigs, and two friendly goats – the main crops are hay, cut flowers, table vegetables and eggs. It is not a commercial farm, but rather is run by a young couple who like living at Pilot Hill. The roads are well-kept unpaved country lanes that wind through the farm and fields to the beach. Good for walking and jogging and slow cruising.

Testament from Prior Guest in 2006 & 2007: 'Just wanted to drop a note and thank you for renting your beautiful house on the Vineyard to us. This summer 2008 will be our third summer at your home. Since vacationing on the Vineyard since 1996, your home truly matches our family’s needs. With Meghan age six and Jack age four, we really need a place that has the amenities to fit our active family. Your home fits that. With the well stocked kitchen and comfortably-furnished family room, it’s ok to be “stuck home” on a rainy day!

The kids love running around the yard and walking to the beach. The walk along the farm - and last year being followed by the run-away billy goat - adds to their summer memories. Seeing cows walking through the woods was also quite the sight!

My morning runs along the scenic roads and stopping for a cup of coffee at the Black Dog Café keeps me coming back. Looking forward to adding another year of memories.'

Samantha Sweeney

South Kingstown, Rhode Island

More Details

Glenn & Karen Herosian
Member since: 2006
Speaks: english, french
Response time:
Within a few days
Response rate:
Calendar last updated:
April 23, 2017

About Glenn & Karen Herosian

We occasionally rent our home to those who also enjoy the quiet beauty of Martha's Vineyard but do not want to leave behind the conveniences of a modern, up-scale home.

Glenn & Karen Herosian purchased this house in 2004

Why Glenn & Karen Herosian chose Martha's Vineyard

Osprey House is a thoroughly-modern home that has exceptional comfort and space. The high ceilings and unique architecture of the home are very welcoming and all modern conveniences are available including air conditioning and a new and roomy out door shower. The large outdoor decks (2), lawn furniture, and mature and well-kept plantings and grounds make for relaxing outdoor activities and relaxation. A large front lawn enables outdoor games and family fun within a secluded, private setting of nearly 3 acres. Pilot Hill Farm is a unique example of the uncrowded, rural past of the Vineyard with a calm private association beach

What makes this house unique

Pilot Hill Farm affords guests a way to have ultimate privacy on country roads, but also to enjoy the organic produce of our small farm and the quiet relaxation of our north shore beach. We offer our guests a way to experience the uncrowded, natural setting of the Vineyard as it was when we first came out as children. When the Island is filled with Traffic Jams, Mopeds and thousands of people everywhere, we seek the refuge of our Osprey House and enjoy the undisturbed quiet of our deck and watch the birds come and sing their songs.

Guestbook comments from the owner

It was a difficult task to find a new place for our family to vacation…our children had grown up taking summer vacations in Vineyard Haven and their childhood memories would be hard to match in their now adult eyes. On top of it we now were grandparents and had a 2 year old to entertain.

Osprey House was the perfect home base for the whole family to discover and rediscover all the delights Martha’s Vineyard has to offer! Osprey House offered tasteful decorating and all the comforts of home for my demanding family- large rooms, enough bathrooms, cozy couches, and a gourmet kitchen and grill for my children to cook fresh fish and steam fresh dug clams. Down the road, we bought fresh eggs from the farm, found berries to pick, and Black Dog Bakery and other wonderful restaurants are just a 5-minute drive for those other times!

Our old favorite places and activities including biking, touring the sculpture garden and farmers market were given competition by our new favorites at the Osprey House property - the glimpses of turkeys, peacocks, and deer, the ease of having easy access and the calm of the private beach, and peaceful and joyfully silly times on the deck and in the spacious yard. The afternoon three ospreys circled over the house and dove across the deck thrillingly demonstrated the appropriateness of the name of this beautiful home! We started planning our return to Osprey House as soon as we drove onto the ferry to go home and all of us-even the now 3 year old-are counting the days until we can return!
Jul 2011
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Vineyard Haven House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 3500 sq. ft.
House Rules:
  • Max. occupancy: 9
  • non smoking only
  • pets not allowed
  • Minimum Age Limit for Renters ...
  • Events Allowed
  • children welcome ...
Location Type:
  • Near The Ocean ...
  • Rural ...
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Alarm Clock
  • Broadband Access ...
  • Ceiling Fans
  • Clothes Dryer ...
  • Computer Available ...
  • Fireplace ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Living Room ...
  • Local Maps
  • Local Restaurant Guide
  • PC
  • Parking ...
  • Parking Off Street ...
  • Sofa Bed
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • 4 Ring Stove
  • Blender
  • Coffee Grinder
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Freezer ...
  • Grill
  • Ice Maker
  • Kitchen ...
  • Lobster Pot
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Stove
  • Toaster ...
  • Dining ...
  • Dining Room
  • seating for 20 people
  • 3 Bathrooms
  • Bathroom - toilet , shower
    Bathroom - toilet , combination tub/shower
    Bathroom - toilet , shower
  • The Master Bathroom has a large (4 ft) shower with rain head and a three windows to let in light. The Second Bathroom has a combination shower and tub. The Third bathroom on the first floor includes a full shower stall. All Bathrooms have ceramic floors and comfortable carpets
  • 3 Bedrooms, Sleeps 9
  • Bedroom - 1 queen , 1 twin/ single
    Bedroom - 1 queen , 1 twin/ single
    Bedroom - 1 king , 1 twin/ single , 1 sleep sofa /futon , with Sleeping porch
  • The Master Bedroom is spectacular - an octagonal room that is 23 feet wide with a vaulted, tower like ceiling that soars almost 20 feet and has three skylights. A quie window air conditioner and a ceiling fan keep the room cool and for sleeping. There is a king sized bed with side stands and lights, with bureaus and a full wall of closets. A High Resolution Digital television with DVD is also included as are two armchairs for lounging. As part of the Master Bedroom suite, there is a private sleeping porch that measures 15 x 12 feet that has a full futon sleeper and/or a queen inflatable mattress with linens plus chairs and table for sitting and enjoying the quiet forest views. The second bedroom has a queen sized bed plus a twin bed with TV and DVD and a/c unit and ceiling fan. The third bedroom has a queen sized bed with tables and bureau with TV and DVD, A/C unit and ceiling fan. A fourth sleeping location is the living room with 2 full-sized sofas & a queen inflatable mattress
  • Audio Tape Player
  • Books ...
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player ...
  • Games ...
  • Games for Kids
  • Music Library
  • Radio
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys ...
  • VCR
  • Video Library
  • Balcony ...
  • Barbecue
  • Beach Chairs
  • Beach Towels
  • Deck / Patio ...
  • Golf ...
  • Large Cooler
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Patio
  • Porch / Veranda ...
  • Screen Porch / Veranda
  • Terrace
  • Unscreened Porch / Veranda
  • Water Sports Gear ...
  • Wood Deck
  • 6 garden chairs
  • 3 beach chairs
  • Long-term Renters Welcome
  • wheelchair inaccessible
Onsite Services:
  • Private Chef
  • arboretum
  • autumn foliage
  • bay/sound
  • churches
  • cinemas
  • festivals
  • forests
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • recreation center
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • horseback riding
  • 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
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • golf privileges optional
  • hiking
  • jet skiing
  • mountain biking
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • swimming
  • tennis
  • water tubing
  • wind-surfing
Let us help you with Ferry Auto Reservations! We were able to make transferable auto reservations on the Steamship Authority for Sunday to Sunday rentals in August . Let us know the weeks that interest you and we will try to use our SSA preferred access to assit you to bring your car(s) over for your vacation.


5/5 -
(3 traveler reviews)

Pilot Hill Farm Victorian - Sleeps 9, Decks, Lawns, Outdoor Shower, Assoc Beach
average rating of 5.0 based on 4 reviews


  • 5 of 5

Beautifully maintained, comfortable property. Our stay has been very pleasant.

  • Submitted: Aug 12, 2015
  • Stayed: Aug 2015
  • Source: HomeAway
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1 0

Osprey House

  • 5 of 5

Spent two wonderful weeks at the Osprey House this spring The house was spacious, comfortable, private, and welcoming. We enjoyed the short walks to the private beach on Vineyard Sound, visiting the farm nearby, and watching and listening to all the birds.

The owner was thoughtful and called at our arrival to assure everything met our expectations. In fact, the house exceeded our expectations....The location was convenient - just a short drive to Vineyard Haven and the ferry.

We have been visiting the Vineyard for 30 plus years and will certainly return to the Osprey House. It combined everything we needed for another memorable vacation on Martha's Vineyard. We'll be back.

  • Submitted: May 20, 2013
  • Stayed: Apr 2013
  • Source: HomeAway
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1 0
Kingston, RI


  • 5 of 5

We have been vacationing on the Vineyard since 1996. For the last 3 years we have been renting the Herosian's house. The amenities are perfect and the kids love the walk to the beach through the farm. Great time and we will continue to spend our two week Vineyard vacation here.

  • Submitted: Nov 9, 2008
  • Stayed: Jun 2008
  • Source: HomeAway
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9 2


State Road Restaurant
Bunch of Grapes Bookstore
Black Dog Tavern
Scottish Bakehouse
Black Dog Bakery Cafe
Nearest Airport
5 Miles
Martha's Vineyard Regional
Nearest Barpub
5 Miles
The Ritz in Oak Bluffs
Nearest Ferry
5 Miles
Martha's Vineyard & Nantucket Steamship Auth
Nearest Golf
4 Miles
Mink Meadows Golf
Nearest Train
4 Miles
Woods Hole MA (via Bus from Buzzards Bay)
Nearest Motorway
2 Miles
State Road and Lamberts Cove Road
Nearest Restaurant
3 Miles
Black Dog Cafe and Bakery - State Road
Nearest Beach
0.8 Miles
Pilot Hill Farm Beach
Car: recommended

Lamberts Cove Beach, State Beach and many other public beaches are within a few country miles. Pilot Hill Farm's Private North Shore Beach is 3/4 mile from the house and shared only by a few residences with easy, reserved parking. Pilot Hill Farm is fun for children with its animals, fields and fresh eggs. Fishing, boating, walking paths and all of the fun of Martha's Vineyard in Summer. Pilot Hill is only three miles from the main ferry landing and near stores, golf, library and attractions. Our home is private and comfortable, surrounded by sunny lawns, decks, Hydrangea and Beach Grasses at the end of Kettle Hole Lane, a quiet and peaceful spot to relax.

Other Activities: Country Festivals and Fairs throughout the summer, Farmers Market on Wednesday and Saturday Mornings

Golf: There are a two public golf courses on the Vineyard, with a very pleasant 9 hole course about three miles from our home - it is Mink Meadows Course - located at 320 Golf Club Road Vineyard Haven, MA 02568 (508) 693-0600 Chet Nowak, P.G.A. Professional ...

It is a wonderful course with great ocean views and no water hazards! It is perfect for a holiday round and great in the early morning.

the other public course is the Farm Neck 18 hole course, which is quite famous with wonderful views and some very challenging holes. It is a bit expensive and hard to get decent tee times, but it is an experience not to be missed for avid golfers.

Ski: Water Skiing only!


Rates & Availability

Vineyard Haven House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
May 1 2017 - Jun 30 2017
3 night minimum stay
Jul 2 2017 - Jul 29 2017
7 night minimum stay
Jul 30 2017 - Aug 12 2017
7 night minimum stay
August MV Agri Fair Week
Aug 13 2017 - Aug 19 2017
Changeover Day: Sunday
7 night minimum stay
Late August - Indian Summer
Aug 20 2017 - Sep 2 2017
7 night minimum stay
September Fishing Derby Time
Sep 3 2017 - Oct 29 2017
3 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Refundable damage deposit $300
Cleaning Fee $250

We have a simple agreement and guest information sheet that is to be filled out and submitted with your deposit.
Professional Cleaning fee is $250.00 per week or shorter stay

50% at time of Reservation, 50% Two weeks prior to Arrival

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund
Enter dates for accurate pricing
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