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Waterfront House and Guest House/Boat to Beach

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Private beach accessible by boat


Last updated: 06/14/2015
Check availability
23 Available
24 Available check-in
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:1-7 nights
  • Internet:Yes
  • Pets considered:Yes
  • Wheel chair accessible:N/A

Property description

Waterfront House and Guest House on Tisbury Great Pond.

Accommodations: Four bedrooms, three baths (sleeps eight)

Boat to one of the best private beaches on the Vineyard and enjoy the Vineyard the way it used to be at our waterfront family home. The property, which is surrounded by a 180-acre farm owned by an old Vineyard family, has field and pond views. The main house, Pastime Hall, which is located directly on the water, was originally a lodge used for square dances and community gatherings. It features a knotty pine great room with huge stone fireplace and new, comfortable furnishings.

The house has one large master (queen bed) bedroom, full bath, fully-equipped kitchen, and an outdoor shower. A large wrap-around deck has gorgeous views up Pear Tree Cove toward Quansoo Beach. The deck is furnished with a teak dining table (with umbrella), chairs, bench and steamer chairs. A two-bedroom GUEST HOUSE, located a stone’s throw away on the two and a half acre property, has two bedrooms (one with queen bed and one with twin beds), living room, complete kitchen and dining area plus its own yard, deck, outdoor shower, pond view, and telephone line. A private, third bedroom suite with twin trundle beds, full bath, half kitchen, and a small private deck is adjacent to the garage. Tended vegetable and herb garden, blueberry bushes and flower garden on property. Ideal for a family with older children or two/three couples.

The house has its own dock. Use of a Lund motor boat with eight horsepower motor, sunfish, canoe, and kayak are included with rental. Use of Alden ocean single scull can be negotiated. Beach pass and key with private parking rights allows access to private stretch of Quansoo Beach. Another private stretch of beach is a 10-minute motor boat ride (or sail or paddle) across beautiful Tisbury Great Pond. Alley’s General store and West Tisbury are a five-minute drive up a dirt road; the airport is seven minutes away. West Tisbury renters can also get tennis court passes and reservations, and parking passes for Lambert's Cove, one of the Vineyard's most beautiful sound beaches.

Keywords: Houses


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Property Type

  • House

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals


  • Non Smoking Only
  • Pets Considered:

    Pets will be considered on a case-by-case basis. A $150 fee and an additional deposit may apply. ...moreless

Bedrooms: 4 Bedrooms, Sleeps 8, Beds for 8

Bathrooms: 3 Bathrooms

Other Amenities

  • Boats (Lund with 8 hp motor, canoe, kayak, sunfish), answering machines, Two full kitchens with spices, linens and beach towels provided, washer & dryer on premises, Apple ipod dock, Bose radio and cd player, Weber charcoal grill (BBQ), Cuisinart, Blender, miscellaneous equipment such as bikes (3), helmets, bike rack, volleyball net, beach chairs and umbrellas, Boogie boards, life preservers, boule and croquet equipment included in rental. ...moreless


  • CD Player
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • VCR


  • Cinemas
  • Live Theater
  • Restaurants

Leisure Activities

  • Antiquing
  • Boating
  • Horseback Riding
  • Miniature Golf
  • Shelling
  • Shopping
  • Sight Seeing
  • Wildlife Viewing

Location Type

Sports & Adventure Activities

  • Cycling
  • Fishing
  • Golf
  • Hiking
  • Kayaking
  • Parasailing
  • Sailing
  • Surfing
  • Swimming
  • Tennis
  • Wind-Surfing


  • Dining Area
  • Seating for 8 people


  • Clothes Dryer
  • Internet:

    Wireless satellite internet available. ...moreless

  • Linens Provided


  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils


  • Boat:

    motor boat, canoe, kayak and sunfish ...moreless

  • Deck / Patio:

    (2) Wrap-around deck to main house overlooks pond....moreless

  • Lawn / Garden
  • Outdoor Grill


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Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
July - Labor Day
Jul 1 - Sep 5, 2015
7 night min stay

Sep 6 - Sep 30, 2015
7 night min stay


Additional information about rental rates


  • Pet Fee $150
  • Taxes Not included


For rentals of less than 2 weeks, renters also pay a $250 cleaning fee. Pets will be considered on a case-by-case basis, and an additional deposit will apply.

50% of total booking fee is due upon lease signing. Remainder of payment is due 2 weeks before occupancy.

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Last updated: 06/14/2015
Check availability
23 Available
24 Available check-in
21 Unavailable
22 Today
23 Selected dates


Hiking and nature walks, Live Theater and music, Restaurants are all available nearby


Owner info

Year Purchased: 1965

About the owner: After renting on the Vineyard every summer since 1949, Ben and Sonya O'Sullivan purchased Pastime Hall in 1965. They built the guest house to accommodate guests and their college-age children, John and Chris, who had been spending summers on the Vineyard since the ages of five and two, respectively. Ben and Sonya later expanded the main house and its deck, renovated the garage apartment, and added the dock. The property is now maintained and used by John's daughters, Sarah and Kate, who have spent part of every year of their lives here; John's wife, Susan; and Chris. We try to keep the place up-to-date (new furniture, Apple ipod player, Bose radio and cd player, second outdoor shower) without losing its old-Vineyard personality (you can't build right on the water like this any more). We hope you agree that we have struck that balance. Incidentally, Bill Clinton first came to the Vineyard in the spring of 1969, on his way home from his first year at Oxford, to attend a gathering organized by John and others of moderate anti-Vietnam war activists from the McCarthy and Kennedy 1968 presidential campaigns at this house.

Why the Owner Chose West Tisbury:
Our parents (and grandparents) chose this place because of the beautiful great room and its combination of relative privacy, beautiful water views, and ready water access to the wonderful, uncrowded beach together with its central location, affording convenient proximity to down-island restaurants and shopping and up-island beaches and vistas.

The Unique Benefits at this House:
We tend to make only one or two (or no) trips out a day -- just to get fresh fish and vegetables and newspapers (we buy our eggs in our neighbor's barn)- and otherwise read on the deck and/or boat across to the beach, often some sailing or rowing or paddling, others motoring. The sunsets are spectacular, and the views of herons and osprey and other water birds during the day aren't bad either.

Contact us

Speaks: english



  • Private beach accessible by boat

    Private beach accessible by boat

  • Living Room/Main House

    Living Room/Main House

  • dining area in main house

    dining area in main house

  • View  from the Deck

    View from the Deck

  • Deck looking down Pear Tree Cove

    Deck looking down Pear Tree Cove

  • Guest house

    Guest house

  • Twin bedroom in guest house

    Twin bedroom in guest house

  • Guest house kitchen and eating area

    Guest house kitchen and eating area

  • Main House w/deck

    Main House w/deck

  • Living Room/Main House, looking toward Pear Tree Cove

    Living Room/Main House, looking toward Pear Tree Cove

  • Main House kitchen

    Main House kitchen

  • main house master bedroom

    main house master bedroom

  • sunset view from the deck

    sunset view from the deck

  • Guest house living room

    Guest house living room

  • Guest house bedroom

    Guest house bedroom

  • separate bedroom suite

    separate bedroom suite

VRBO #26830

There have been  visitors to this page since the counter was last reset in .

This listing was first published here in 2003.

Date last modified - Friday, July 31, 2015

$5,000 - $5,825 per week (USD)
Minimum stay: 1-7 nights
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  • Sleeps
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Member since: 2003
Speaks: english
  • Response time Within a few days
  • Response rate 90%
  • Calendar last updated 06/14/2015
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Waterfront House and Guest House/Boat to Beach

West Tisbury #26830

4 BR  3 BA  Sleeps 8

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