Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D

Hillside Oak

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Nestled in the serene scrub oak forest of Chilmark, this stunning 4-bedroom home offers a perfect retreat for families and friends seeking a peaceful getaway on Martha's Vineyard. With an open floor plan and an abundance of windows, the contemporary design allows natural light to flood the space, creating a warm and inviting atmosphere. The home features two queen beds and two double beds, accommodating up to eight guests comfortably. Enjoy the convenience of a fully equipped kitchen, complete with a new stove and modern appliances, perfect for preparing meals together.

Step outside onto the expansive patio and take in the tranquil surroundings, or fire up the gas grill for a delightful barbecue under the stars. The property is dog-friendly, so you can bring your furry friends along to enjoy the lush outdoor space. A short 10-minute walk leads you to the private Brickyard beach, where you can relax and soak up the sun, while the nearby Menemsha Hills and Brickyard trail system offer miles of scenic hiking paths for outdoor enthusiasts.

Located just a short drive from some of the island's most beautiful beaches, including Lucy Vincent Beach and the vibrant town of Oak Bluffs, this home is ideally situated for exploring all that Martha's Vineyard has to offer. With the Vineyard Haven ferry only 15 miles away, you can easily venture off the island for day trips or excursions.

Whether you're looking to unwind in nature, enjoy family game nights with the provided board games, or explore the local attractions, this Chilmark home is the perfect base for your island adventure. Book your stay today and experience the beauty and charm of Martha's Vineyard!


If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.

Parking notes: There is free parking available for 4 vehicles.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.