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From dream to reality: Living the island life

Epitomizing the charm and beauty of classic New England architecture, the Captain’s Cottages – inspired by the stately captain’s manors gracing Edgartown’s tree-lined streets – offer an unprecedented level of comfort, luxury and convenience.

These immaculate residences are serenely nestled upon the hotel’s manicured grounds – a mere 5-minute stroll to the exclusive shops, vibrant galleries and acclaimed restaurants of historic Edgartown.

But there’s more to this story than convenience; there’s the peace of mind you’ll experience by residing in a fully-managed vacation home with unlimited access to all the services and amenities of a world-class hotel.

It’s time to turn your dream into a reality. Your first step toward island living is just a conversation away with our real estate team. To make an appointment, tour a cottage or obtain more information, please contact us here.

Captain's Cottage Stewardship

Perhaps the most significant highlight to owning one of our Martha’s Vineyard cottages is the owners themselves. The private group of individuals who steward the Harbor View Hotel hold strong ties to the Vineyard. Their common bond is a deep appreciation for the island and an enduring commitment to protecting her spirit. Now you have the chance to join this select group, stewarding historic Harbor View for future generations and calling Edgartown home. This exclusive opportunity is limited to 18 individuals or families.

Contact us for more information on ownership and to schedule a private tour at the Harbor View Hotel's Captain's Cottages.

Luxury Services & Amenities

What separates the Captain’s Cottages from other Martha’s Vineyard homes for sale is the premier access to services and amenities that come with Harbor View Hotel. As one of Edgartown’s most luxurious hotels, Harbor View is dedicated to providing the attentiveness required for a memorable Vineyard vacation. Experience this luxurious treatment in the comfort of your own Edgartown condo.

Upcoming Events

Apr 18

28th Annual Earth Day Beach Clean Up

Saturday, Apr 18th

Help us to keep our beaches clean during earth day! The Harbor View Hotel team participates yearly along with the Vineyard Conservation Society to help clean up Lighthouse Beach. More information to come.  



May 10

Mother's Day Brunch

Sunday, May 10th

Our Mother's Day Brunch is a signature Pink & Green Weekend experience. Chef Patrice and team have created an incredible menu in celebration of the moms we will be welcoming.

Reservations strongly recommended, please call 508-627-3761.
Harbor View Hotel and Rosewater have partnered together to cosponsor the Island Wide Mother of the Year Essay Contest. The three winners will read their essays at 11a.m. during Sunday Brunch.





Jun 1

Martha's Vineyard Restaurant Week

Jun 1 - 7

To all the food lovers, Bettini Restaurant will be participating this year in the island wide restaurant week, which showcases our best dishes and our most delicious menu items for you to try! 

Jun 11

Taste of the Vineyard

Thursday, Jun 11th

Kick off to the summer is the annual Taste of the Vineyard, the island's most anticipated party each June. This grand event features local and off island restaurants and purveyors, breweries, wineries, and more for an evening of food, drinks, music, dancing and fun. The event raises money for the MV Preservation Trust to keep the Island's historic landmarks open for the enjoyment of your children and grandchildren and for all future generations to come.

Jul 4

Fourth of July in Edgartown

Saturday, Jul 4th

By staying at the Harbor View Hotel, you will be near all the 4th of July festivities. Edgartown 4th of July parade and spectacular Edgartown Harbor fireworks are the highlights the island's favorite holiday! More information to come. 


Those who book a suite with us in December through May 16th deserves a substantial savings – and we’re happy to oblige, with a 40% Suite Savings. 

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Babymoon Package

Enjoy time, just the two of you before you welcome your newborn to the family!

Learn more