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Discover The Captain's Cottages

Sprinkled along a lovely blossom-filled walkway, the Captain’s Cottages exude an individual charm fit for a fairytale. Inside, they display the finest of luxe comfort and amenities. Glossy white, fresh wicker, nautical stripes and upscale furnishings accent a classic New England ambience. Varying floor plans offer many options for comforts. Ranging from one to three bedrooms with kitchenettes. There are eight cottages with 28 cottage units. All prize personal privacy with access to all of the resort’s services.

Captain's Cottages
  • Captain's Cottages
  • Garden Setting
  • Thoughtful Design
  • Property Map

Captain's Cottages

The Captain’s Cottages are charming Victorian homes with front porches and beautiful landscaping bordered by white picket fences. They line the west side of the property along the pool and great lawn. Each of the eight cottages are unique offering 1, 2 and 3 bedroom units with varying floor plans and features, like outdoor showers.

Front cottage porch
Cottage lawn
Bathroom sink and shower
Bathroom tub faucet

Garden Setting

Captain’s Cottages are tucked behind blossoming trees and beautiful landscaping. From the front porch, look out to the manicured grounds, pool and great lawn. Feel like you are in your home away from home.

Captains cottage
Brick walkway
Beautiful walkway flanked by flowers
Couple walking on cottage lawn together
Perfect for Families

Thoughtful Design

Say hello to your second home – especially for families. In fact, the living room and dining room spaces are designed for memories-in-the-making… a Crazy Eights card game contest, movie night and cooking a meal after a day enjoying the island and resort activities.

a king bed in a room with a blue chair
Explore The Resort

Property Map

Find our accommodations and resort amenities on this fun illustrated map. Notice how close we are to Lighthouse and Fuller beaches, boating, shopping in Edgartown Village, Chappaquiddick Island, museums, bike trails, fishing and many island activities.

Harbor View Hotel Property Map

Our Accommodations

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Harbor View Hotel at sunset
View from the terrace deck
Chairs and table on the deck

Historic Building

A Star-studded Reputation: The guest book of the historic building is legendary. Over the decades, world leaders, Hollywood A-listers and star athletes have resided here, not to mention the cast of Jaws. These days, the glamour is alive and well, thanks to an extensive renovation and redesign of all the rooms, restaurants and common spaces.

Pool at sunset
Pool view from a balcony
Beautiful bedroom with great views

The Roxana

Hello Sleek, Meet Modern: The Roxana, named after the owner Bernard Chiu’s daughter, exudes the contemporary, playful air of The Vineyard, complemented by luxury linens, glass sliding shower doors and pops of sunrise red. Balcony vistas overlook the lively pool scene and Edgartown Village. Sweet times are these.

Bedroom suite with a sitting area, beautiful views, and a bathtub
Beautiful modern updated kitchen
Deck with stunning sunset view and couch and table

Presidential Skyhouse Wing

There’s vacation, and then there’s the Presidential Skyhouse Wing. Soaring over the Atlantic Ocean, Edgartown Harbor, Edgartown Lighthouse and Chappaquiddick Island, the fourth floor Presidential Skyhouse Wing offers the best VIP experience on the entire island.

Why Choose Us?

Best Hotel on Martha's Vineyard

Best Location on Martha's Vineyard

No other resort on Martha’s Vineyard enjoys the dazzling views of seaside life and proximity to the island’s best shopping, restaurants, galleries and cultural experiences.

Renovation and Renaissance

After 130 years, the Harbor View Hotel has been thoroughly refurbished and redesigned with a $15 million renovation. Every square inch of the property is beautifully revamped.


Heated, saltwater, outdoor pool, brand new fitness center, spectacular ocean views, golf cart shuttles to beach and town, as well as Mercedes-Benz vehicles and bicycles for guest use.

"The welcoming staff, the coastally inspired décor, the airy atmosphere, and the amazing views make for a destination that you just want to return to year after year."

JQ Louise, Forbes Travel Contributor

Special Offers

A couple hanging out at the pool

Memorial Day Package

Enjoy Memorial Day Week on the Vineyard! Our outdoor saltwater pool and Roxy Pool Bar will be open for the season. Stay 3 nights or more and enjoy a $100 dining credit.

Wellness Package

The beautiful island of Martha’s Vineyard is the perfect place for a wellness retreat. The Wellness Package includes 1-hour Private yoga for 2 and a Welcome Amenity.

A couple in robes laying in bed in a newly renovated room reading the newspaper and relaxing

Island Romance & Anniversary Package

The Harbor View Hotel has always provided the perfect setting for a couples’ getaway. Come and celebrate whether it’s you anniversary or ‘just because’ and you’ll discover even more to love!

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