Book A Room
Home accommodations Captain’s Cottages

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.

1 Bed
  • 1 Bed
  • 2 Bed
  • Deluxe 2 Bed
  • Luce 3 Bed
  • Huxford 3 Bed
  • Collins Loft
  • Townhouse

One-Bedroom Cottages

The one-bedroom suite in one of the Captain’s Cottages offers a quiet and private getaway surrounded by beautiful gardens. The renovated suites offer a bedroom with a king-size bed and full bathroom, as well as a living room with a queen-size pull-out sofa bed and a small kitchenette.

Our guest rooms are all unique in size and the room layout and features may differ from the images shown.
a living room with a blue chair, a table, a white couch
loving room with a fireplace on a a blue chair
a white bathroom, with a sink and a black mirror.
a bed with a white comforter, blue bench, and wallpaper behind the bed
Cottage lawn
Bathroom sink and shower
a large building with grey shingles and trimmed green bushes in the front

Two-Bedroom Cottages

The Captain’s Cottage two-bedroom suite offers beautiful garden and pool views. Guests benefit from a more private feel while being able to comfortably accommodate a family or couples in the same suite.  Each room has a queen-size bed, as well as a full-size pullout sofa bed in the spacious living room area. A small kitchenette, 2 full bathrooms, and a semi-private porch put the finishing touches on this beautifully decorated coastal New England suite.

Our guest rooms are all unique in size and the room layout and features may differ from the images shown.
a king size bed with a white comforter and a brown headboard
a living room with white walls, a tv handing over a fireplace
Cottage lawn
Bathroom sink and shower
a large building with grey shingles and trimmed green bushes in the front

Deluxe Two-Bedroom Cottages

The Captain’s Cottage two-bedroom deluxe suite offer guests two separate king-size bedrooms with ensuite bathrooms, a living area with a kitchenette, and a dining area. Surrounding the cottage are beautifully manicured gardens and resort views from the semi-private balcony. Guests enjoy the New England, coastal feel of this home away from home with its classic white picket fences, cedar shingles and nautical decor. This accommodation is conveniently situated on the resort near the pool, main historic building, and restaurants.

Our guest rooms are all unique in size and the room layout and features may differ from the images shown.

Luce Three-Bedroom Cottage

The Captain’s Cottage 3-Bedroom Suite is a very spacious suite with two king beds and a twin-sized bunk bed with a pull-out trundle. All bedrooms have ensuite baths. The quintessential Vineyard décor offers a beautiful and relaxing getaway complete with a semi-private porch, large living and dining area, and kitchenette. A washer and dryer in the hallway and a stovetop range make this perfect for families on longer vacations.

Our guest rooms are all unique in size and the room layout and features may differ from the images shown.
a king bed in a room with a blue chair

Huxford Three-Bedroom Cottage

Spacious three-bedroom suite located on the 2nd & 3rd floor of the Captain Huxford Cottage. One bedroom is located on the second floor and has a king bed, and two bedrooms are located on the third floor and have queen beds. The living room is located on the second floor and has a kitchenette attached. The beautiful classic New England Coastal décor and semi-private porch make this room perfect for larger families or couples traveling together.

Our guest rooms are all unique in size and the room layout and features may differ from the images shown.
a large building with grey shingles and trimmed green bushes in the front

Two-Bedroom Cottage with Private Elevator

The Collins Loft is a one-of-a-kind, 2-bedroom cottage with private elevator access, offering beautiful resort views and a peak of the ocean over the top of historic Edgartown Village. The spacious living area features a large arched window, French doors opening to a private balcony, and classic Vineyard décor creating a tranquil space to unwind. The kitchenette is all that is needed for storing a few essentials in the fridge for a simple bite to eat or a cocktail. The spacious master features balcony access, a sitting area, generous closet space, and an elegant ensuite bathroom. The crisp and airy guest room with ensuite bathroom is located off the main living area.

To inquire about renting the Collins Loft, please contact: 

Tony Gatto, Assistant General Manager & Director Leisure Sales

508-627-3910

[email protected]

A living room with a tv and fire place, a couch and two arm chairs
A living room with a couch, glass coffee table and the door open to the balcony
a white bed frame in a bedroom with decorative pillows and a cream colored rug
a bedroom showing a corner of a bed and a window seat and a blue ottoman
a window bench with decorative pillows
a bathroom with a single sink vanity and shiplap walls
a bedroom with a four-poster bed, with a blue and white blanket and a cream-colored bench at the end of the bed
a corner of a bed and a white dresser with a room and a picture of a horse
a bathroom with a white double sink vanity and two mirrors, a shiplap wall, and tile floor
a kitchenette with white cabinets, a microwave, sink and a bottle of time
an elevator with open doors and the hallway with shiplap walls and wooden floor

Two-Bedroom Townhouse

This suite is perfect for longer stays with larger groups. Offering a king bed in the master bedroom, a queen bed in the guest bedroom, and two full-size pull-out sofa beds in the second-floor living room. A full kitchen, spacious dining room, two and a half baths, and a private balcony complete this quintessential Vineyard getaway.

Our guest rooms are all unique in size and the room layout and features may differ from the images shown.

Our Accommodations

See All Accommodations
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.

SEE MORE
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.

SEE MORE
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.

SEE MORE
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.

Amenities

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

Two Breakfast plates by the window in Bettini.

Luxe Breakfast Package

Enjoy a delicious breakfast and a cuppa overlooking the Edgartown Harbor and Lighthouse on our Luxe Breakfast Package for two.

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!

Get Social

Share Your View with #HarborViewHotel

A trip to the beautiful Island of Martha's Vineyard is only a few clicks away.