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Hilltop Haven Cottage: Small in size. Big on charm. Pure Vineyard magic. A charming retreat just moments from town, beaches, and harbor.

    Welcome to Hilltop Haven Cottage

    Tucked away on a peaceful hilltop just outside the heart of Vineyard Haven, Hilltop Haven Cottage is a charming, thoughtfully designed retreat that offers privacy, comfort, and easy access to everything Martha's Vineyard has to offer.


    Though compact in size, the cottage lives beautifully both indoors and out. Surrounded by its own fenced yard, it features a private fire pit with Adirondack chairs, a propane grill, outdoor dining area, and the classic Vineyard outdoor shower that guests adore. It's the perfect place to enjoy a morning coffee, read a book in the sunshine, share a meal under the stars, or unwind after a day exploring the island.


    Inside, you'll find a bright and welcoming living space with an open kitchen, comfortable seating, and tasteful island-inspired décor. The well-equipped kitchen includes everything needed for cooking at home, including quality cookware, pantry basics, and a coffee maker with a reusable gold filter.


    The living area features a comfortable Crate & Barrel queen sleeper sofa, streaming television, and lovely views of the yard.


    The primary bedroom offers a cozy and restful retreat with a comfortable full-size bed, dresser, and generous closet space. Beyond the bedroom is a cleverly designed bonus room overlooking the yard, complete with a built-in twin bed, desk, shelving, and stacked washer and dryer. Please note that this room is accessed through the primary bedroom.


    The cottage enjoys an ideal location just minutes from many of Vineyard Haven's favorite destinations. Walk downhill to the Lagoon for kayaking, paddleboarding, or sunset strolls. 


    Downtown Vineyard Haven's shops, restaurants, cafés, galleries, and ferry terminal are all nearby. The Martha's Vineyard Museum is only a short walk away, while Owen Park Beach and Eastville Beach are both within easy reach.


    Guests especially love the combination of charm and convenience—a peaceful residential setting that still allows them to enjoy town, beaches, restaurants, and island activities without feeling far from anything.


    Amenities include high-speed internet, streaming television, air conditioning, heat, washer and dryer, hair dryer, iron and ironing board, coffee maker, pantry basics, premium linens, outdoor shower, propane grill, private fire pit, and more.


    Well-behaved dogs are welcomed and loved. Please contact us regarding our pet policy.



    Book Direct & Save

    CONTACT US  for availability, rates, and reservations. Guests who book directly receive personalized service and preferred pricing.


    If you prefer to book through Airbnb, you may also view rates, availability, and reviews here.

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