Property Details

Step into a timeless 18th-century waterfront gem in Vineyard Haven: 5 beds, 3½ baths, private sandy beach & wraparound deck overlooking the harbor. A rare blend of historic charm and seaside serenity.

Welcome to Crocker Avenue in Vineyard Haven, a striking 18th-century waterfront home that brings old-world New England charm to life—now available as a vacation retreat in the heart of Vineyard Haven. This elegant residence, perched directly on the harbor with its own private sandy beach, offers sweeping water views and easy access to the picturesque town center.

Step into a gracious living room with original wide pine floors, antique furnishings, and a Steinway piano. The adjacent dining room and fully-equipped kitchen open to a glassed-in porch where you can savor morning light and harbor breezes. The main-floor primary suite includes a queen bed plus a full bed in a cozy sitting area, ideal for a family or quiet retreat.

Upstairs, four more bedrooms and two baths await, with flexible configurations to accommodate up to 12 guests. Every room is thoughtfully furnished with new mattresses, timeless antiques, and rich details—original Currier & Ives prints, chifforobes, and more lend a storybook quality to the space.

Enjoy lushly landscaped grounds, vibrant iris beds, and a wrap-around deck draped in wisteria vines, perfect for al fresco lounging or gathering. Watch the harbor activity from the deck, stroll down to your private stretch of sand, or wander into town just minutes away.

Amenities include a smart TV, air conditioning, a fireplace, a full kitchen, laundry, and modern conveniences tucked into vintage style. Whether your stay is for family, friends, or creative escape, Crocker Avenue delivers an unforgettable waterfront haven with character, comfort, and proximity to all that Martha’s Vineyard offers.

Sleeping Arrangements

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 Double Bed, 2 Single Beds

Bedroom 5

1 Queen Bed, 1 Double Bed

Amenities

Entertainment

  • DVD
  • Television

Features

  • Air Conditioning
  • Fireplace
  • Heating
  • Iron and Board
  • Linens Provided

Kitchen

  • Coffee Maker
  • Dishwasher
  • Microwave
  • Refrigerator
  • Stove
  • Toaster

Location

  • Water View
  • Waterfront

Outdoor

  • Gas Grill

Availability

Policies

Cancellation Policy

CANCELLATION POLICY: In the event of a cancellation Tenant must notify Portfolio Properties in writing. Portfolio Properties will then make every effort to re-rent this property for the lease rental period. If the property is re-rented for the full rental period at the amount specified in this lease document, a refund will be issued less 15% of the total amount of the lease to be retained by Portfolio Properties. In the event Portfolio Properties is unable to re-rent the property, the tenant agrees to be responsible for the full amount of the rental as outlined in the payment schedule. If Portfolio Properties is able to re-rent the property for less than the full rental amount, the tenant will be responsible for 15% of the original rental amount and any difference between the original rate and the new rental rate.

Deposit Policy

Initial payment (50% of the rental rate as well as associated fees) is due at booking and the remaining amount is due 60 day prior to arrival. This initial payment MUST be received no later than 48 hours from confirming your reservation, otherwise the dates will be released.