27,207 properties available

Located in Chilmark, Massachusetts, United States. Beautiful newly renovated Chilmark beach house. Pet friendly. Wonderful screen porch overlooking gorgeous setting. Right off South Road, a few minutes to fishing village of Menemsha and Lucy Vincent beach. Short walk to Landbank at Chilmark pond and paddle across to ocean beach.4 bedrooms, 2 baths. One floor. New 2 zone heat/air conditioning system. New outdoor shower. Newly painted. New deck. New windows. Propane grill. Nespresso + capsules provided. Kayaks. Pet friendly. Great for either a couple or up to 8 people.

Located in West Tisbury, Massachusetts, United States. Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen Beautiful restored 130 year old Sea Captain's House on historic Music Street in the heart of West Tisbury. The home was lovingly restored to it's original splendor by the owners, keeping all the architectural details. The candlelight dining room is wonderfully cozy to entertain friends. A spacious screened-in porch allows al fresco dining, a quiet location to read the book you have been meaning to read for the last year but never had time. The bedrooms are bright and airy with shutters and ample closet space. The outdoor shower is great for when you return from the beach. There is a gas barbecue in the backyard and an area for outdoor dining. Ample parking. Sleeps 10.Keywords: 150 year old Traditional Clapboard Sea Captain's House, West Tisbury, Martha's Vineyard, Cape and Islands, rental home, rental house, the Vineyard,

Located in West Tisbury, Massachusetts, United States. Cozy Family Home Centrally Located in West Tisbury Escape to your perfect Martha's Vineyard getaway at this beautifully renovated family home in West Tisbury. With four bedrooms and two and a half bathrooms this home is an ideal space for a relaxing summer vacation. Centrally situated in West Tisbury provides easy access to all island towns. You're just a short drive away from pristine beaches, charming towns, and picturesque landscapes that make Martha's Vineyard the coveted destination that it is.Inside, you'll find a thoughtfully designed and fully updated interior, creating a comfortable and inviting atmosphere. With four spacious bedrooms, everyone in your group can enjoy privacy and restful nights. The kitchen is well-equipped, allowing you to whip up your favorite meals or try your hand at preparing local dishes using fresh island ingredients.Outside, you'll find a private and serene setting, with ample space for outdoor dining, relaxation, and recreation. Enjoy the warm summer

Located in Chilmark, Massachusetts, United States. Quintessential Chilmark Retreat - Marthas Vineyard Everything you think of when you dream of Chilmark... pastural rolling 2+ acres with water views and stone walls. Ideal location less than 1.25 miles to all Chilmark beachs... St Lucy Vincent, Squibnocket and Menemsha.Everything you think of when you dream of Chilmark... pastural rolling 2+ acres with water views and stone walls. Ideal location less than 1.25 miles to all Chilmark beaches... St Lucy Vincent, Squibnocket and Menemsha. Half a mile to the Chilmark General store. Main house features 2 formal bedrooms and a 3rd bedroom with barn doors off the loft living room. 2nd Bedroom has a charming set of bunk beds plus a queen bed, easily sleeping 3. Tall cathedral ceilings with post and beam detailing. French doors lead to expansive deck offers stunning view of Menemsha pond. Spacious kitchen is perfect for those that love to cook with updated appliances. Screened in porch with dining table is perfect for late night chats. Stone fi

Located in Chilmark, Massachusetts, United States. Light Open Vacation Home, Sweeping Waterviews, Hill Top, Private Spectacular light large home with beautiful water views towards the Vineyard Sound and Naushon Island. The light open kitchen/living is in the middle of the house, leading down to the 4 bedrooms + office on either side of the kitchen/living. Sleeps 8. Every bedroom has doors to the deck. The layout is perfect for vacation! Two level large deck with grill and beautiful sunsets. Central air-conditioning. New U-shaped sofa and large screen TV. WiFi. Dining table seats 10. Bicycles and kayaks. Two outdoor showers. Brand new Electrolux washer/dryer. The property is over 4 acres with a walking path to Blueberry Ridge Lane.

Located in West Tisbury, Massachusetts, United States. Peaceful, rural Martha's Vineyard on the Bike Path If you are a bike or nature enthusiast you will love this rustic cape. It is 10 mins from the Vineyard Haven ferry and next to the bike path. The house is fully equipped and furnished and offers a gas and charcoal grill. There are 3 bedrooms as follows: Queen bed , half bath and laundry on the 1st floor and one king sized bedroom and a set of twin beds and full bath . There is a fabulous outdoor shower and large shaded deck with comfortable furniture. The kitchen is well equipped and we offer a pantry of spices for our guests to use. We recently added a smart flat screen tv . The house is located on the bike path and takes you on a 10 mile loop around the State forest or you bike to Edgartown or Oak Bluffs. We are minutes to the West Tisbury Farmers' Market which is held on Wednesday and Saturday as well as Ally's General store, a gourmet coffee shop, art galleries and the library. The town beach, Lambert's Cove has the fluffiest

Located in Chilmark, Massachusetts, United States. Striking 5BR/4BA Chilmark Contemporary with Views of the Sound Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. Relax on the two level deck or on the beach at Lucy Vincent, Squibnocket, or nearby Menemsha. The remarkable design makes great use of over 3500-square-foot space by joining the east and west houses with a guest room-den 'bridge.' The layout makes it perfect for extended family get togethers, weddings and other special occasions.The west wing master bedroom has a king-sized bed with a private bath. Two second-floor bedrooms have queen-sized beds and share a bath with a striking, 14-foot-high, skylit, cathedral ceiling. The east wing has a king sized bedroom as well as a sleeping loft with two queen sized beds. The living rooms second level has two fold out full sized futons. The den offers a fold-out, sofa bed.The two-level living area opens out onto the deck with distant views of Vineyard Sound and the Eli

Located in West Tisbury, Massachusetts, United States. PRIME FERRY TICKETS AVAILABLE! CHARMING MUSIC ST HOME WITH PRIVATE BEACH ACCESS! Sunny and bright location on Music Street in the heart of the village of West Tisbury. Renovated in 2016 with new appliances and new central AC system. Home office in studio. Stroll down Music Street beneath a canopy of trees to Alleys General Store, 7A Market, The Field Gallery, Grange Hall, Music Street Playground and West Tisbury Library. A key to highly sought-after private beach (Quansoo) is included with rental. 4 bedrooms: 3 with Queen beds, 1 with twin beds, plus separate studio/office with sofa bed, 3 full bathrooms and 2 half baths, outdoor shower, patio with furniture, Weber gas barbecue, large lawn and gardens. Finished basement family room for television and playroom for children. Dining room seats up to 10 people. The studio/office features excellent wifi and comfortable seating, as well as a desk and ergonomic desk chair--ideal for remote working.

Located in Chilmark, Massachusetts, United States. Airey Two Bedroom Menemsha cottage Built as guest house, this 800 square foot cottage has two bedrooms, gourmet kitchen, bright living dining room, and a queen bed room and a detached bunkhouse with two bunkbeds and a double bed, in all perfect for two couples or a family with children. There is a deed right of way to Menemsha Beach (ten minute walk) . Lucy Vincent and Squibnocket beaches are ten minute drive away. (Beach stickers are available at the Chilmark Town Hall.)

Located in West Tisbury, Massachusetts, United States. Amazing sunsets. Beautiful 3 bedroom home on 4 acres near Lamberts Cove Beach Enjoy stunning sunsets from this beautiful home set on 4 quiet acres near Lambert's Cove Beach. Relax and unwind in this picturesque setting. Ideal for those seeking tranquility and natural beauty in a comfortable and well-appointed home. The home is very conveniently located, a short drive to shopping, great restaurants, the ferry and airport. It is also very close to Ice House Pond, a lovely freshwater pond on the Vineyard.The house has a large living room with tons of natural light (including sky lights), plus a dining room, kitchen and half bath on the main floor. The entire back of the main floor is equipped with sliding glass doors that lead to a large deck with plenty of seating. The house sits on a rise and the view from the deck, which faces west, is lovely. You cannot see another home; just a field, trees and Lamberts Cove in the distance. There is a bedroom with a queen bed, small deck and full bat

Located in West Tisbury, Massachusetts, United States. Entire home in West Tisbury, Massachusetts minutes from Lambert's Cove Introducing a captivating modern retreat nestled in the heart of West Tisbury on Martha's Vineyard. Newly built (to be completed in May 2024), this stunning home embodies a bold and beautiful modern design, seamlessly blending architectural elegance with contemporary luxury. With 3 king size bedrooms and 3 full bathrooms, as well as a spacious loft, this home offers ample space for a family or group seeking an island escape. The property is situated on 3.5-acre parcel, providing an oasis of privacy and tranquility.The spaceYou can sit out on the front porch for morning coffee or have drinks and hors d’oeuvres on the enclosed screened porch and watch the sunset overlooking the marsh.First floor master suite has a vaulted ceiling, concrete floors, king size bed, en-suite marble with a walk-in shower as well as an outdoor shower. The other two suites are also located on the first floor and include vaulted ceilings, spa

Located in Chilmark, Massachusetts, United States. Cool, Mid Century House -- Pool, Lots of Light!! Think resort-type elegance in a relaxed beach house vibe.4BR, 3 bath, outdoor shower, 4-ft deep spa pool. Lots of light!Chilmark is the laid-back end of Martha's Vineyard. It’s Near Lucy Vincent Beach and Menemsha, the charming fishing village that will steal your heart.Fully Air-Conditioned. Miles of conservation trails are steps outside the door. This laid-back end of Martha's Vineyard is quiet and scenic.

Located in Chilmark, Massachusetts, United States. Two Separate 3 Bed / 3 Bath Offerings - Private Beach in Chilmark, WiFi, AC Two rental opportunities are being offered within this one listing:The Upper House & Studio ApartmentThe Lower House & Studio ApartmentThe Upper House, Lower House and Studio Apartment are part of this unequaled compound. Sitting on 19 acres and boasting a clay carved staircase down to 1/3 mile private beach, just a few minutes from your door.The Studio Apartment consists of a studio apartment with a queen bed, full bathroom, kitchenette and small living area. There is an outdoor shower on the side of the apartment. Comfortable outdoor furniture for relaxing in your side yard. Across the pebble driveway sits the Lower House consisting of the Lower Main House & Detached Master Bedroom with a King size bed, large TV, private bathroom and urinal, a very large closet with small refrigerator. A large outdoor shower and beautiful deck complete this suite. Across the deck is the Lower Main House consisting of guest b

Located in Chilmark, Massachusetts, United States. Charming cottage in bucolic Chilmark. Minutes to Menemsha harbor. Charming, pristine cottage. Adjacent to the historic Cape Higgon, one-room schoolhouse, in bucolic, up-island Chilmark. Vaulted bedroom, large full-bath, galley kitchen and a comfortable living room with original art and unusual antiques. A front yard deck and lawn are fenced in, there is a grill, and an outdoor shower. Located just minutes from shopping, restaurants, trailheads, kayaking put-ins, and Menemsha harbor - for just caught seafood. The ideal place for equal opportunities of peaceful restoration or active recreation!

Located in Chilmark, Massachusetts, United States. Private Oceanfront Compound, 1/3 mi Private Beach, AC, Chilmark, WiFi This private Chilmark compound has breathtaking views out to the Atlantic Ocean and 1/3 mile of private beach in your backyard. It sits on 19+ acres on the Wequobsque Cliffs providing a secluded and dramatic setting that is incomparable on the island, or the East Coast. Your family, friends and guests can enjoy three separate structures: the Upper house has expansive Atlantic views with 2 bedrooms, 2 baths, living room, dining room, full kitchen, covered deck and large lawn overlooking the ocean and an outdoor shower. Private tennis court available. The Lower House has two bedrooms, two baths, living room, dining area, full kitchen, decks, dining patio and another outdoor shower. A separate building has a one bedroom apartment with a private bath and an outdoor shower to round out this magnificent property. There is also a brand new private hard court tennis court a short walk away from the home.These are the origina

Located in Chilmark, Massachusetts, United States. Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome. Japanese inspired, Mid-Century Modern beach house with sweeping views of Menemsha pond, Vineyard sound, Aquinnah. Pond access via path. Stunningly bright and fully renovated in '20 with open floorplan, large deck, outdoor shower, parking. Walk to Menemsha Harbor, beach, fish markets, Galley. Large yard with lily pond, grape vines, blueberry bushes. Gas BBQ, plenty of lounge chairs & outdoor dining table. Beach sticker to Lucy Vincent & Squibnocket avail. This home is all about relaxing and enjoying nature. Central A/C, laundry, Wifi. Perfect for someone who loves the beach, ocean, nature, and a relaxed simple summer getaway. .4 miles (7 mins) walk to Pond.2024 UPDATE: 4 brand new Anderson glass sliding doors installed this winter!NOTE: Our smaller 2bed 1bath "Guest house" (ideal for 1-3 adult guests ) located across a stream over a small bridge + could be available to rent together if the dates align. VRB

Located in West Tisbury, Massachusetts, United States. Country Farmhouse, Old Vineyard charm, New Amenities, Central AC, 2 King beds. About the house and Property:Old world charm, new world amenities. On the Massachusetts Historical Commission's registry of historic homes. A central wall in the home is over 240 years old. This is a real Martha's Vineyard country farmhouse set on over 20 acres of land continuously farmed to this day. This half cape was the home of the last heath hen. Modern conveniences. The home features central air conditioning, take care in booking, many MVY homes have no air conditioning. Our central air conditioning is supplemented by units in the upstairs bedrooms to keep the whole house cool and dry. Two King size beds! You won't find that in many MVY homes, and definitely not in homes at this price point. Almost all living spaces have hardwood floors or tile, stylish, clean, and hypoallergenic.The home also features an outdoor shower. It is on the side of the house, not under the house. You can look out

Located in West Tisbury, Massachusetts, United States. Private 6 Acres, Walk to Private Beach This unique 4.5 bedroom house is located on six private acres in Upper Makonikey.Tenants will enjoy short walks to two private beaches and easy access (1 mile) to beautiful Lambert's Cove Beach. This two story home has 4.5 bedrooms upstairs with the master bedroom having a private bath. Two bedrooms have Queen beds and two bedrooms have two twin beds with a twin bed in the home office.The house has a wrap around deck part of which is screened and a large expansive lawn.A small game room has been set up to amuse the kids while dinner is being prepared. The game room includes air hockey, pinball, ping pong and a slot machine.Keywords: House

Located in Chilmark, Massachusetts, United States. 3BR on 4 acres with yard games, private beach access to Black Point Beach Vineyard Vacation CottageOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This secluded home on a four-acre patch of scenic woodlands offers a private and peaceful setting with a large yard and outdoor deck to enjoy a memorable vacation on the Vineyard. The home includes key access to the private Black Point Beach and you'll have several other public beaches to choose from nearby. A convenient outdoor enclosed shower is equipped for rinsing off sandy feet and beach gear. Beach chairs, toys, a tent, an umbrella, and boogie boards are provided, and there's also a cornhole set and croquet for at-home entertainment.The home sports a charming, loft-style interior showcasing post-and-beam construction. It also includes all the contemporary home essentials you need for a comfortable and relaxing stay. The full kitchen is well-appointe

Located in Chilmark, Massachusetts, United States. Spacious and gracious architect designed home on 3 acres off Middle Road. Our home is off Middle Road in Chilmark. It features a chef's kitchen with convectionoven, screen porch, roof deck, outdoor shower, and office area. The first-floor separate bedroom area has private entry, ensuite bath and shower and adjoining sitting/TV room. The master bedroom is on the second floor and has ensuite bath and shower and walk out roof deck. The two remaining second floor bedrooms share a third bathroom with jetted Grecian tub. Our property abuts the extensive Sheriff's Meadows walking trails. Lucy Vincent beach can be accessed to residents and guests and is 5 minutes by car, as is Menemsha Village with bike ferry to Aquinnah, charter boats, public beach, two fresh fish markets and the Galley takeout food stand. There are many local farms for fresh fruits, vegetables, meats, dairy and bakery, as well as restaurants featuring local fare including the Chilmark Tavern, the Homeport and Beach

Located in West Tisbury, Massachusetts, United States. Fabulous Makonikey with multi-levels & multi-decks ~WALK TO PRIVATE BEACH! A/C! ***IMPORTANT--PLEASE "MESSAGE " MANAGER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you will find 'CONTACT HOST" on the bottom of the listing on the mobile app and on the full website "CONTACT HOST' will be located just under where it says request to book ) THEN SEND MESSAGE ) **** ***WALK TO PRIVATE BEACH!!** *****This Antique Vineyard home is absolutely charming and located in the very desirable private Lower Makonikey neighborhood. Walk to the Lower Makonikey private residents only beach on Vineyard Sound!! Only 0.3 of a mile. Two minute drive, 7 minute walk. Parking at beach available also. We are just a short drive to Lambert's Cove Beach ( private - for West Tisbury residents /renters only). Beach pass available for renters in W. TISBURY (tenant must purchase). Just need to show your lease.THERE IS AIR CONDITIONING throughout this home! ( A/C is in all

Located in Chilmark, Massachusetts, United States. Menemsha Pond waterfront cottage SEPT/OCT 2024 DEEP FALL DISCOUNT DEEP FALL DISCOUNT SEPT/OCTPond front cottage and attached Silo house, 4-5 bedrooms on large acreage fronting Menemsha Pond, big views of the long lawn and waterfront. Quiet private neighborhood in Chilmark . Private waterfront beach available at end of lawn and ability to purchase pass to Chilmark's Lucy Vincent Beach or Squibnocket Beach, a short drive by car. Pristine family retreat, definitely one of a kind memorable location for relaxing and water sports in the vast Menemsha Pond and ocean Several family gathering spaces in deep chairs on the brick floored screen porch for cocktails or out on the lawn in chairs overlooking the water, or a day in the hammock or at water's edge for boating or paddle boarding.It's an era gone by with all modern amenities. and updates.What a treasure!There is a main cottage, and an adjacent bunkhouse and an attached round Silo with sleeping arrangements in each.Smell the ocean

Located in Chilmark, Massachusetts, United States. Classic Modern House on its Own Point of Land with Astounding Views Designed by a student of the famous architect Walter Gropius, our house was built in 1949. The house is open and light, with floor to ceiling windows and sliding glass doors, a fireplace with a 50's "conversation pit" for cozying up in, perfect for an evening of charades or quiet reading. The giant dining table has room for a large family to spread out, or have a group of friends over for a long summer dinner. The multiple couches and seating areas suit a grandma reading aloud to small ones while in another area teenagers chat or grownups have cocktails on the porch, looking at the serene view of the nature preserve across the pond. There is a good layout for two families with children to share the house. It is also a romantic spot for two people to enjoy a beautiful private place.We have lots of amusements and we are TV free. We have a fantastic collection of children's books, from picture books to favorite read-al

Located in West Tisbury, Massachusetts, United States. Lamberts Cove beautiful country home on Martha's Vineyard This lovely welcoming retreat consists of a 3 bedroom home 3 baths on 6 beautifully landscaped acres with original stone walls is located in private historic Christiantown on the North Shore, a short distance from both Lambert’s Cove Beach and Cedar Tree Neck Wildlife Reserve. (Cedar Tree is a habitat with Tumbling streams and freshwater ponds, sandy beaches and rocky cliffs, tall oaks and cool beech groves.)The 2-story, impeccably maintained 3500 square foot home has a flavoring of the original Vineyard. This is the perfect accommodations for extended families and guests as it has a 2 bedroom separate unit at an extra of $200 a night. The first floor offers an open living room, an open fully-equipped kitchen, a dining area that seats 6, a full bathroom, and a separate office for quiet privacy. Upstairs, there are three bedrooms,including a masters suite. There is also a sitting area/library and full bathroom.(For more photos s