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The Apartment Guest Suite. Private. Just Renovated

This beautiful guest suite is a 5 minute walk to the village of West Tisbury on Martha’s Vineyard and has a private entrance on the back wing of our newly renovated modern barn house. Surrounded by trees, beside a large meadow, this bright and airy 400 space has a sitting area and a full kitchen. Enjoy the outdoor shower and the outdoor sitting area. The location is centrally located and a short walk to a village, providing many amenities. Ask about our other guest suites if you are with others.

Private 5BR Vineyard Retreat - Peaceful & Central

Relax in a private Vineyard retreat with beach access, inviting living spaces, and classic Island charm. Centrally located in West Tisbury near the farm market, State Road Restaurant, and Lambert’s Cove Beach, with easy access to up-Island and down-Island towns. Light-filled, with AC, deck, outdoor shower & laundry. Ideal for peaceful escapes, family time, and year-round Island stays. Base rate includes 6 guests; $100+/night per additional. Detached garage apartment may be occupied separately.

The Blueberry House on Martha’s Vineyard

Welcome to 'The Blueberry House' in Chilmark, up-island in beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. This 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime location off North Road next to North Tabor Farm with quick access to Great Rock Bight preserve, Menemsha Beach and Chilmark Store. Multi-week stays require weekly cleaning $300 each.

Renovated pond view home near Lamberts Cove beach

Idyllic renovated farmhouse across from Seth's Pond and 0.6 miles from the infamous Lamberts Cove beach. Enjoy the views from the expansive enclosed front porch, play in the 2 acre yard and relax on the back patio with hardlined gas grill. Renovated kitchen, many recent renovations and a fully stocked home ensure a comfortable stay. Terrific mid-island location with easy access to nature hikes, State Road Restaurant, the Lamberts Cove Inn Restaurant, Up Island Cronigs (groceries) and more!

Sunny Studio Apartment on Martha's Vineyard

Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

4-Season Guest House on Historic Chilmark Estate

Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Drive on pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store. Full kitchen, living area, kitchen island/dining table, queen bed, day bed (not for sleeping), fireplace/heater, private outdoor shower, deck and picnic table, full bath inside. Keurig machine. 2 friendly labs/3 chickens on premises. Easy bus access. Old-style MV charm.

Family Friendly 5 BR, Walk to Town, Beach & Ferry!

Ideal rental for families and friends! Two fully equipped kitchens, two fully furnished outdoor spaces, oversized deck with grill, washer/dryer, sleeps 10 (2 King, 2 Queen, Full over Full bunk beds) 3 living spaces, 2 pack and plays, 2 full baths, outdoor shower, large yard, and central a/c in every room! No ferry ticket? No car? No problem! This home is located close enough to the Vineyard Haven ferry for a quick bike ride or comfortable walk. Walking distance to trails and beach!

Charming In-Town Retreat | Private Outdoor Spaces

This antique home originally built in 1801 is situated in the heart of Vineyard Haven. It was recently restored to include modern amenities while maintaining its historic charm. This quiet residence is just a quick walk from town, restaurants, shopping and the Steamship Authority. The large front lawn with majestic trees leads to a farmer's porch with rocking chairs. The private drive situated behind the house includes a Vermont slate walkway leading to a slate patio.

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Lambert's Cove Oceanview Beach Pass Trails nearby

Traditional salt box home set in the forested hills above Lambert's Cove. Short walk / drive to town beach. Perfect for family gatherings, home has 3 bedrooms , a loft for virtual work space or reading room, 1.5 baths plus the fully enclosed outdoor shower, fully stocked kitchen, a deck that has seating for relaxing and also an octagonal picnic table, as well as lots of yard space for children or pups to play. Beach towels along with4 beach chairs provided.

Designer's Guesthouse, Lambert's Cove

This brand new guesthouse has Vineyard charm with modern details. Picture a deluxe hotel suite. Located just 1.3 miles from Lambert's Cove beach, we are the last house on our lane. You share the property with the occupied main house, but have your own cottage complete with spacious outdoor shower. Perfectly placed off the tourist track, 15 min from both ferries and up-island adventures. 5 min from groceries. Enjoy beautiful sunsets from your own deck.

1800s Farmhouse | Sanctuary Trails | Pickleball

Historic 1800s farmhouse on 6 private acres bordering Cedar Tree Neck Sanctuary. Walk directly from the property into hundreds of acres of protected trails and shoreline, where you'll discover some of the Vineyard's most peaceful landscapes. Enjoy access to the association's private beach (approximately a 3/4-mile walk), a vintage pickleball court, expansive lawns and gardens, and a spacious back patio perfect for grilling and relaxing.