Private luxury at the Harbor View Captain’s Cottages offers a gracious and relaxed way to enjoy Vineyard living. The Captain Osborne Cottage is a beautifully furnished one-bedroom, one-bath residence that blends deeded ownership with comprehensive maintenance and professional property management provided by the Harbor View Hotel, creating an effortless and welcoming ownership experience.

The cottage features a private entrance through a covered porch, as well as a quiet rear deck complete with its own outdoor shower—ideal for relaxed Island living. Inside, the bedroom is highlighted by a gas fireplace and a walk-in closet with a stackable washer and dryer. Daily housekeeping and room service enhance the ease and comfort of ownership. With Association and Town approvals, there is potential to convert the existing one-bedroom residence into a two-bedroom, two-bath suite.

Owners enjoy full access to the hotel’s concierge services, heated saltwater pool, and the award-winning Bettini Restaurant. Just beyond the property lies Edgartown Village, celebrated for its picturesque harbor views, art galleries, boutiques, golf courses, and nearby pristine beaches.

Offering a thoughtful balance of casual elegance, private luxury, and everyday convenience, this is a rare opportunity to fully embrace the Vineyard lifestyle with the amenities and attentive service of a full-service hotel. The Harbor View Hotel retains a Right of First Refusal as outlined in Master Deed Article 10.