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Credit:Courtesy of Mansion House
(The Obamas and the cast of Bravos Summer House are merely a few varied regulars.)
The island population can swell nearly tenfold in the peak summer season as can the lodgings price points.
Theres no elevator on-site.
Matt Kisiday / Faraway Martha’s Vineyard
Faraway opened in summer 2023,reinvigorating the Kelley House, one of the countrys most historic inns.
The Newes From America pub traces its history back to the 1700s.
Theres also a poolside club and a tightly curated retail space, The Shop by Wheat.
Courtesy of Lark Hotels
Faraway landed on our It List in 2024.
No pets are allowed, and parking is extremely limited.
Breakfast is included, as are plush robes, bath amenities from Lather, and high-speed Wi-Fi.
Dan Cutrona / Harbor View Hotel
Edgartown Inn made our It List in 2021.
Noise and light bleed into rooms and may be bothersome.
The property meanders with landscaped gardens and a heated, saltwater pool.
Courtesy of Winnetu Oceanside Resort
In the rooms are Molton Brown bath products, Frette linens, Nespresso coffee machines, and wireless speakers.
The hotels excellent location is steps away from beaches and the shops of Edgartown Village.
Bikes are available for guest use.
Courtesy of Lark Hotels
This property made our It List in 2021.
Some parts of the resort may close for private events, making them unavailable to guests during a stay.
Theres also a pool and private path down to South Beach.
Courtesy of Lark Hotels
Shuttle service to and from Main Street in downtown Edgartown is also included.
Some rooms, especially on the first floor, may be noisy.
Its open year-round, and is generally well occupied in all seasons.
Courtesy of Pequot Hotel
Suites have fireplaces, soaking tubs, and balconies.
Some rooms are dog friendly.
It’s a historic property whose main building, Old Hall House, was built in the 1700s.
Courtesy of Hob Knob
(In the 1800s, it was a dry goods store.)
Some rooms feature balconies with harbor views.
For relaxation or getting ready for a special event, theres the on-site Pure Touch salon and spa.
The property just invested in all new technology for fast Wi-Fi and new in-room tech.
Rooms and bathrooms are small, and theres no elevator for upper floors.
Think of this place as the best of analog summer camp from childhood but with grownup amenities.
The renovated propertys location overlooks the harbor in the center of Oak Bluffs.
Inkwell Beach House
This family-owned property offers warm hospitality and a setting right across from Inkwell Beach.
This Oak Bluffs hotel was formerly known as Isabelles Beach House.
Originally from 1899, this property is perched right on the beach with incredible sunrise views.
A full continental breakfast is included with each stay.
Guests requiring ADA-accessible lodgings should stay elsewhere.
This beloved, historic property has been welcoming guests since the early 1900s.
Rooms in the main house are closest to breakfast, common areas, and the front porch.
The middle building has rooms across three floors, accessible by exterior stairways above the courtyard.
And the cottage-style annex is across the street from the main house, with no TVs for serenitys sake.
Daily continental breakfast is included.
With a 19th-century Gothic Revival style, this property has welcomed guests for nearly a century.
Its located in the center of Edgartown, within walking distance to all of the areas shops and eateries.
Reservations come with both farm-to-table breakfast and afternoon tea (dont miss the handmade scones).
And even affordable picnic fare is sure to be fresh and local.