Fantastic WATERVIEW Chilmark home, PRIVATE BLACK POINT BEACH KEY, plus access to Lucy Vincent Beach!

West Tisbury, MA

Walk or bike to Lambert's Cove Beach from this private, 3500 sq. ft. Country home with SPA POOL. This property is set in an idyllic Vineyard rural setting overlooking beautiful gardens in the Longview area of Lamberts Cove Rd, West Tisbury. This is a central location that is about a half mile walk to Lamberts Cove Beach and approx. 4 miles drive from the village of Vineyard Haven. Ice House Pond is just a hop away - great for a cool evening dip. The first floor is light filled with an open family styled living design. A sunny spacious living room with glass on two sides, opens to additional sitting area, all overlooking the large front deck. There is a side door from here out to the wonderful spa pool if you want to take a few laps in the spa pool. The dining area, also on the front side of the house has an oversized round custom wood table for family meals. The big chef's kitchen is bright with spacious marble counters, double ovens and is great for family feasts. A master bedroom with a queen bed plus one & a half baths complete this floor. First floor all flows graciously out to large front deck overlooking the yard and beautiful gardens and hammock. There's a great outdoor shower that leads back into the laundry room -perfect for after beach rinse offs! The staircase leads you up to the middle of the second floor into large L-shaped study area this is a walk thru room with two twin beds and chair for reading or relaxing. This room opens to the upstairs rubber floored outdoor deck which has a beautiful new railing all around. This is a fabulous spot for sunbathing or sunset drink. To the left there are two bedrooms and a studio room. The first bedroom is an attractive king bedroom with a skylight leading to a full bath and also has a door to the deck. Another nice bedroom also has a skylight and a queen bed. There is another full bath, and there's also an extra sunroom/studio with another king bed. On the side of the study is the sun-filled, oversized master bedroom. This has a king bed with big sitting area and an exterior stairway leading to lower deck (with spa pool). The fabulous home is beautifully decorated, and the large open areas both inside and out, allow for family to be together and have their privacy also. It's perfect for outdoor family summer games or for each person to find their own quiet nook. **Staying in West Tisbury allows you to get a resident's pass to use the private West Tisbury Lambert's Cove Beach. Walk on and Parking passes are available to purchase. ***Spa pool is heated & approximately 15’ X 12’. It is designed to be used as an athletic machine. A person turns on wave control & swims in place against current. Children must be accompanied by adult at all times. Dogs are considered with additional pet & cleaning fee. As of 1/28/26 August 22-29 and August 29- Sept 5 are available

Aquinnah, MA

Amazing Sunsets over the ocean of Vineyard Sound & Elizabeth Island from the upstairs deck of this newly constructed Luxury Post & Beam Home, custom built in the heart of the Aquinnah hills. A quick hop by bike or car brings you to Martha's Vineyard's most beautiful private beaches. Impeccable style & design w/Dramatic open living space/Great room with sweeping cathedral ceilings & gas fireplace. Spacious chef's kitchen has beautiful marble countertops, with large island flowing to additional dining area perfect for family gatherings. Tastefully decorated w/ upscale furnishings designed for comfort & leisure time spent w/ your family. The magnificent artisan stone and woodwork throughout is wonderfully charming. The modern layout will please all. There are a total of 5 bedrooms and 3.5 baths (four queen bedrooms and a bunk bedroom that sleeps 3 with pull out couch). The main floor en-suite master bedroom is on one end of the home & the 2 guest bedrooms (w/ jack/ jill full bathroom) on the other. A half bath on this floor is for family use. Downstairs 2 additional bedrooms, full bath w/ tub and kids game area. Quality hi-end craftmanship. Laundry on both floors. Close to the Outermost Inn for a fabulous dining experience after a day spent at the beach under the Aquinnah colorful clay cliffs. Or put a sailboard in the water for a quiet day at Lobsterville beach. You can catch fish, take the bike ferry to Menemsha for lunch or a trip to the seafood markets for lobsters. Perfect for a family vacation spot you won't soon forget.A great wedding party property! Dogs considered.Weekly transferable ferry tickets available in high season. As of 1/28/26 high season and off-season weeks available.

Chilmark, MA

Charming Contemporary near Lucy Vincent and Menemsha Beaches! Step into this light-filled contemporary home w/skylights, inviting open layout & delightful design details throughout.With three bedrooms (one on first floor) & 2 full baths (plus outdoor shower) this home offers comfort and style in a peaceful up-island setting. Enjoy indoor-outdoor living w/ multiple decks and a screened-in porch, perfect for morning coffee, grilling or relaxing after a day at the beach. Located less than 3 mi from Chilmark center, you'll have rights to coveted access to the private Lucy Vincent Beach (purchase passes) and also Menemsha Beach. Menemsha, a quintessential New England fishing village is known for its fresh seafood markets, charming boutiques, restaurants and working harbor- an ideal and popular spot for sunset, lobster, swimming and strolls. A wonderful get-away with the best of Martha's Vineyard Coastal charm.You won't want to leave! Newly Listed: All weeks available!

Oak Bluffs, MA

Walk to Oak Bluffs Harbor, beaches & Village! Set on a quiet side road but steps from the action, this location is ideal for a summer getaway. The open living-dining room has high beamed cathedral ceilings with windows on three sides. There is a full kitchen w/snack bar, full bath, laundry and a master bedroom on the first floor. This bedroom opens to its own small deck on the front of the house. There is a great enclosed porch room with wicker furniture and extra dining, game night or a quiet summer reading area. An additional front deck overlooks the front yard.Up the spiral stairs and you have 2 delightful bedrooms on either end of the hallway and a full bath in the middle.The bedrooms have 2 twin beds with cathedral ceilings and skylights. There is AC in the bedrooms along with ceiling fans. Attractive and comfortably decorated for a carefree summer lifestyle. Available 7/4-7/1, 8/22-9/4, 9/4 on

West Tisbury, MA

This charming updated Farmhouse Colonial sits on two private acres along a quiet road in Vineyard Meadow Farms, just minutes from Long Point Beach- one of the Island's most beloved beaches. West Tisbury residents also have access to the beautiful Lamberts Cove Beach. Perfect for families, the home features three upstairs bedrooms, including a primary suite with queen bed and private bath, plus two twin bedrooms sharing a hall bath. Downstairs offers an additional queen bedroom and a media room w/ futon and a full bath, ideal for the kids or a quiet moment. The free flowing layout allows family and friends to visit and dine together. The appealing living room opens to dining area and the fully equipped kitchen w/ a great snack bar. This all leads to a big deck, perfect for relaxed family meals at home. The home has central air and the audio system has Bluetooth connectivity to play your favorite tunes! Green amenities include power from renewable sources, LED lighting, Energy Star appliances, filtered water, and eco friendly cleaning supplies. Available as of 1/28/26: June open, 6/27 to 7/4, 7/11-7/18, 8/22-9/4 and on

Oak Bluffs, MA

STEPS FROM THE BEACH! This enchanting Oak Bluffs Victorian will absolutely delight you and your family. You can SEE and FEEL the essence of the OCEAN from your rocking chairs. The inviting wrap around porch has beautiful views over Waban Park to the water. You'll be just steps from the beaches and simply a skip into town. The living room is fabulous for family get togethers w/ a spectacular fieldstone fireplace and charming French doors. Large dining room is great for sit-down meals for all. The modern kitchen with stone countertops is a chef's delight. The first floor also has a queen master bedroom w/ full bath with private entrance. Two separate stairways lead upstairs to three more appealing bedrooms. All w/ exciting cathedral ceilings and original white shiplap walls. One bedroom has two twin beds, and another has a queen bed. These share a full bath in hall. Enjoy the balconies with water views and ocean breezes. The 2nd master bedroom has a king bed with private bath w/ claw ft tub and handheld shower. Extra little nooks provide spots for reading or a little get-away. Available as of 1/28/26: Price varies from $8550 to $20,550 6/28 to 7/4, 7/4-7/11, 8/23-9/5, 9/5 on

West Tisbury, MA

Near West Tisbury's Long Point Beach is this beautiful sunny, newer home. Conveniently accessed by a paved road, near to bike paths and centrally located between towns. Play in the waves at this gorgeous south shore ocean beach or settle in pond-side with the younger explorers. A beautiful sandy shore where you can walk for miles.Professionally decorated with comfortable furnishings and unique artwork, this attractive style is meant to make your vacation relaxing and carefree. Hardwood floors, gas fireplace in the living room and central AC add to add to your enjoyment. The beautifully equipped kitchen has granite countertops and a breakfast bar with 4 stools. The dining room has a ''zinc top'' table and there is also outdoor seating at the teak table on the deck. The Wi-Fi, outdoor shower, gas grill, DVD player and basement with ping pong table give you all the amenities you are looking for. There is room for two families with 4 bedrooms and 3.5 baths and outdoor space for the kids, with a farmer's porch, nice deck and open yard. There's a first-floor master queen bedroom w/ private full bath. Another master Queen bedroom w/ ensuite is upstairs. In addition, the 3rd bedroom has 2 twin beds, and the 4th bedroom has a bunk bed (double on bottom-single twin on top), which share another full bath. A charming home for a FANTASTIC vacation! Great access to State Forest bicycle paths, and only 4 miles from Edgartown! Availability in July and last two weeks of August