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1005 Main Street, Vineyard Haven single family home — photo 1 of 27
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1005 Main Street

852Sleeps 14

Vineyard Haven

1005 Main Street

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Opportunity to rent this stunning landmark property located on the very northernmost tip of Martha's Vineyard. 1005 Main Street is one of the "Four Sisters" - the four grandest and most historic homes in the distinguished West Chop neighborhood. The setting is unparalleled with 400 feet of private beach and views so expansive that you can enjoy both sunrises and sunsets from the same deck. The views are extremely dynamic with ferries and fishing boats passing in the distance, and at night, the twinkling of lights from the mainland. There are eight bedrooms and five and a half baths. The first floor features a bedroom with full bath, living room, dining room, sun room, eat-in kitchen, pantry with second dishwasher and second refrigerator, and laundry. The second floor features a sun room, primary bedroom with full bath, guest bedroom with full bath, and two additional guests bedrooms with a shared bath. The third floor includes three additional guest bedrooms with one full bath.  With its multiple decks and spectacular views, this vacation rental is a prime location for entertaining friends and family.

Wallace & Co. Sotheby’s International Realty attempts to accurately represent the Premises to the best of our ability. Our information is deemed reliable but not guaranteed. Opinions as to the condition of the Premises vary from individual to individual and are very subjective. We highly recommend that you personally view the property before signing the lease to verify the information in the advertised listing sheet. Be aware that numerous types of molds occur naturally on Martha’s Vineyard; some people may be sensitive to and have allergic reactions from the same. Any house built prior to 1978 may contain lead paint.

Bedrooms

Bedroom 1

First Level: King Bed, Ensuite Bath

Bedroom 2

Second Level: King Bed, Ensuite Bath

Bedroom 3

Second Level: Full Bed, Ensuite Bath

Bedroom 4

Second Level: King Bed, Shared Bath

Bedroom 5

Second Level: Queen Bed, Shared Bath

Bedroom 6

Third Level: King Bed, Shared Bath

Bedroom 7

Third Level: Two (2) Full Beds, Shared Bath

Bedroom 8

Third Level: Two (2) Twin Beds, Shared Bath

Amenities

Featured Amenities

  • Beach - Private
  • Lawn / Garden Area
  • Waterfront
  • WaterView
  • Outdoor Shower
  • AC - Central Air

Indoor Amenities

  • Fireplace
  • Maid Service
  • Sunroom

General

  • Ceiling Fans
  • Washer/Dryer

Kitchen And Dining

  • Bakeware
  • Beverage Refrigerator
  • Blender
  • Drip Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Additional Dishwasher
  • Microwave
  • Oven/Stove
  • Pantry Items
  • Toaster
  • Wet Bar - Outside

Entertainment

  • Wireless Internet
  • TV - Smart TV

Outdoor Amenities

  • Beach Chairs
  • Beach Umbrella
  • Driveway Parking
  • Deck
  • Grill - Gas
  • Outdoor Dining Area
  • Outdoor Furniture

Request a booking

Not ready to pick dates? .

October 2026

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Rates & Availability

May 2027 – August 2027

May 2027

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June 2027

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$28,000/week

July 2027

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$28,000/week

August 2027

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Available BookedCheck-out day — available from middayCheck-in day — available until the afternoon

Rates and availability are subject to change and may not be current. Published rates do not include local & state taxes. Please contact your Wallace & Co. Sotheby’s International Realty agent to confirm current rates and availability.

$28,000 per week

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Location

Vineyard Haven

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