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Holiday Rentals near Gay Head Light (Aquinnah Light)

Aquinnah, Martha's Vineyard, Massachusetts 02535
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    Travellers to Aquinnah are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 34 Rentals in Aquinnah
    11 State Road,1 / 14
    (1)Very good
    Aquinnah
    4.0 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Aquinnah
    2.0 kilometres from Gay Head Light (Aquinnah Light)
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Aquinnah
    3.8 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Aquinnah
    2.0 kilometres from Gay Head Light (Aquinnah Light)
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Grill
    • Washer
    • Balcony
    • DVD Player
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is the perfect spot for enjoying the beauty and calm of Aquinnah. Light-filled and private, the house has multiple levels and sits on over an acre of wooded land with old stone walls and a stream running through the property. Inside, this inviting house offers wood floors throughout, a...
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    Aquinnah, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    Aquinnah
    2.7 kilometres from Gay Head Light (Aquinnah Light)
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated at the end of a private road, this five-bedroom, custom-built post and beam home has views of Vineyard Sound and Elizabeth Islands. It offers many special places to sit and relax both inside and outside on the decks. On the first floor, the living room, sun room and family room are warm...
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    Aquinnah, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Aquinnah
    1.6 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Marvel at the old-fashioned, hand-crafted charms of this rustically elegant home in Aquinnah! You'll enjoy a spacious piece of property with a private lake and lovely ocean views, easy walking access to Philbin Beach, and a beautiful two-level deck and picnic area for summer barbecues with friends...
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    Aquinnah, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Aquinnah
    2.6 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Coastal cottage nestled in the dunes on a private and gorgeous North Shore beach. This peaceful beach retreat is a world away and just perfect for those looking to kick back in a seaside cottage and relax in the warm summer sun. Just a short walk down your private path to private North Shore...
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    Aquinnah, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Aquinnah
    1.8 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    \n Amenities and Features include...\n \nLight House Rd Contemporary Retreat with Spectacular Unobstructed Waterviews over the North Shore. Sunsets, Gorgeous Aquinnah Beaches
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    Aquinnah, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Aquinnah
    2.8 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Contemporary home set on a quiet hilltop offers families a chance to kick back and enjoy a slower pace. This beautifully maintained home boasts two living spaces -TV/family room on the entry level and a sun filled open concept living, kitchen and dining area on the 2nd level. Each of these rooms...
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    Aquinnah, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Aquinnah
    2.9 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Balcony
    • Outdoor Dining Area
    • Air Conditioning
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    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private 3 Bedroom, Huge Yard, A/C, Walk to Beach, 2.5+ Acres, 2nd Floor View 12 Lobsterville Rd, Aquinnah is a private 3 Bedroom, 2.5 Bath with a huge yard set on 2.5+ acres of lush grounds, A/C, 5 min walk to Lobsterville Beach, 2nd floor ocean views of vineyard sound. Uniquely designed,...
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    Aquinnah, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Aquinnah
    1.6 kilometres from Gay Head Light (Aquinnah Light)
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Evolve listing 334215 is also on the property (4 Acres) - inquire for information on renting both together with room for up to 16 guests ** Escape the hustle of bustle of everyday life with this spacious 5-bedroom, 3.5-bathroom Aquinnah vacation rental house on the beautiful Martha's Vineyard....
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    Aquinnah, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Private Beach Front Renovated!1 / 24
    (1)Very good
    Aquinnah
    3.1 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Parking
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    • Central Heating
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2014
    Open and spacious home that had an amazing backyard for our kids to run around. Ocean views and French doors that made every morning and evening inviting. We loved our stay at...
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    About this property
    Private beach Hot fishing spot known as Dogfish bar!Beautiful renovated home.1 minute walk to the beach through our deeded sand dune!Views through out this home.It has everything! Granite kitchens and baths! Seating for at least 12. Open floor plan. Hardwood floors. 3 BR 2 Full bathrooms. Sleeps 10...
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    Aquinnah, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    The following rentals are within 10 kilometres of Aquinnah.
    Chilmark
    6.4 kilometres from Gay Head Light (Aquinnah Light)
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dramatic ocean views, idyllic one of a kind location in gated community, private ocean beaches are but a few of the desirable features of this all new 5 bedroom, 5 bath contemporary home, set in one of the most Idyllic landscapes on Martha's Vineyard. Situated hilltop this gorgeous summer home...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Chilmark
    5.8 kilometres from Gay Head Light (Aquinnah Light)
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    \n Amenities and Features include...\n \nTop Side Cottage, set in the Iconic Village of Menemsha and Overlooking all of Menemsha Harbor, 300 Yards to the Beach, 50 Yards to the Market, 200 yards to Village, Fish Markets and Eateries
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Menemsha
    6.4 kilometres from Gay Head Light (Aquinnah Light)
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Menemsha! Enjoy your stay in this country style four bedroom home with three full baths. First floor bedrooms include two with Queen beds and one bedroom with a full bed. The second floor bedroom is equipped with three twins for the children in your group. The linens are provided for you...
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    Menemsha, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Chilmark
    5.8 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This quintessential Chilmark cottage/home has been impeccably maintained, The dining and living areas with spectacular views across Menemsha Channel to Aquinnah open to a wrap around deck. Enjoy spectacular water views and never forget sunsets from just about every area in and outside this...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    CHILMARK - Deer Run-French Country Style Farmhouse w/ Hot Tub1 / 50
    (4)Very good
    Chilmark
    6.6 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Parking
    • Hot Tub
    • Outdoor Dining Area
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2014
    Just spent a very relax vacation in this country style house that gived us a family home feel outside of our home. The house is surround by green trees with beautiful wood logs...
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    About this property
    This home is 1/2 mile from Chilmark Center If you are having trouble with FERRY RESERVATIONS contact me via email I have transferable FERRY TIX RT for vehicle for all July / Aug weeks UNLESS it is less than 30days prior to departure from Woods Hole.. (We must turn them in at that point)..( you...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Chilmark
    6.8 kilometres from Gay Head Light (Aquinnah Light)
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Impeccably maintained 4 bedroom, 4.5 bath home set on quiet private acreage, beautiful outdoor living spaces enhanced by the nature that surrounds this quiet retreat. Lucy Vincent Beach, Chilmark Village Center and Menemsha are all just a short drive from this lovely oasis. The interior boasts...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Menemsha
    6.3 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Don't miss this rare opportunity to vacation in a beautifully renovated 275 year old antique New England Cape. Private beach front on Menemsha Pond is a short walk from the house. Built in the 1700's for Captain John Pease and his wife, Hannah, this 3 bedroom home is steeped in history and has...
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    Menemsha, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    6.8 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Cable/satellite TV
    • Terrace
    • Balcony
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    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make summer memories to last a lifetime at this oceanfront Chilmark home, a newly renovated, dog-friendly escape on Martha's Vineyard with incredible sunset views of the water, a furnished terrace that overlooks the beach, and direct access to the sand and ocean waves below. What's nearby: You'll...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chilmark
    5.8 kilometres from Gay Head Light (Aquinnah Light)
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casual immaculately clean in picturesque Menemsha, Chilmark waterfront. Beautiful views. A short stroll to the beach, fish market, boutiques, fishing, and shore dinners. Guest House - Main House on property nearby may be occupied by Tenants or Owner. \n Amenities and Features include...\n...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    6.4 kilometres from Gay Head Light (Aquinnah Light)
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Historic 18th century New England home in a private landscaped setting on two and 1/2 acres with a waterview over Vineyard Sound and the Elizabeth Islands; a detached two-car garage, bunkhouse; tennis court and in-ground heated lap pool located on Menemsha Inn Road in the Town of Chilmark. The...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Chilmark
    6.6 kilometres from Gay Head Light (Aquinnah Light)
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pristine renovated barn set on acres of extreme privacy with ocean views and private ocean beach. This is an extraordinary residence with exposed beams and glass walls framing expansive views of meadows and the Atlantic ocean beyond. The refined interior offers open living spaces, large dining area...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Chilmark
    6.6 kilometres from Gay Head Light (Aquinnah Light)
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    Charming 4 bedroom, 3 bath traditional summer cottage. Enjoy this impeccably maintained summer home surrounded by a mature landscaped yard with lots of flowering shrubbery. The large deck offers privacy and a wonderful setting for those summer barbecues. The deck has patio table that seats 6...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE1 / 12
    (1)Very good
    Chilmark
    5.8 kilometres from Gay Head Light (Aquinnah Light)
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    What a location! Located in Menemsha with classic Vineyard fishing village views this cottage is the quintessential vacation home. You can walk to the beach to picnic, fish or watch beautiful sunsets and you can also walk to one of the Island's most popular seafood restaurants. It is light, airy...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chilmark
    6.6 kilometres from Gay Head Light (Aquinnah Light)
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
    • Terrace
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming 5 bedroom, 4 bath home located at Prospect Hill in Chilmark has a great layout and excellent location. Main level has generous kitchen, open living dining area, and master bedroom and bath, all light and bright with extensive decking and French doors to connect the interior to the...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Chilmark
    7.1 kilometres from Gay Head Light (Aquinnah Light)
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of a kind retreat, oceanfront, private beach. This extraordinary location usually reserved only for renters of estates is one of the most desirable cottage homes in Chilmark. The deck and breathtaking views will make you never want to leave. A short stroll and you are at Stonewall Beach,...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chilmark
    7.5 kilometres from Gay Head Light (Aquinnah Light)
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A perfect vacation house with miles of hiking trails and the best vineyard beach at your doorstep. Enjoy the 'play' pool which is 4 feet deep and nice to relax in on a beautiful sunny vineyard day. Built with water therapy and children in mind; handicapped accessible. Total privacy, in one of the...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    7.2 kilometres from Gay Head Light (Aquinnah Light)
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is magnificently located atop a slightly sloping knoll overlooking Stonewall Beach in Chilmark, and on Stonewall Pond. Property benefits include access to the flotilla of kayaks and paddle boards on the Pond, and private access to the Stonewall Beach, with beach chairs, toys and umbrellas...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Chilmark
    7.1 kilometres from Gay Head Light (Aquinnah Light)
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Pond House, located on Stonewall beach in Chilmark, is a charming cottage is situated on the edge of the rolling lawns of the main house. The beauty and serenity experienced here are what the Vineyard is all about; Stonewall Pond to the west, the Atlantic to the southeast. The house has two...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    ATLANTIC OCEAN BREEZES, GLORIOUS VIEWS!1 / 22
    (1)Excellent
    Chilmark
    7.5 kilometres from Gay Head Light (Aquinnah Light)
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Grill
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    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2014
    We stayed at this gorgeous home with a large family group in March. Fortunately for us, the weather was ideal. We had a lovely stay - everything at the house was wonderful and...
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    About this property
    A boutique hotel experience in an unrivaled setting at the end of a one mile single lane road. Enjoy the sunrise from the ocean, sunset over the adjoining 13 acre Sheriff's Meadow Foundation conservation preserve. This home has a wonderful view toward Squibnocket Beach, a mile away, and the...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Chilmark
    7.0 kilometres from Gay Head Light (Aquinnah Light)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With old-world charm aplenty and modern amenities, you'll enjoy a relaxing holiday at this Chilmark vacation rental. It's a great spot for a family looking for a quiet refuge. You're near the center of town and close to iconic businesses, but you're also not far from the cliffs at Aquinnah as...
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    Location Information
    Chilmark, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    5.9 kilometres from Gay Head Light (Aquinnah Light)
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Classic coastal cottage remodeled in 2000. Charming open and sunny interior feautres 3 bedrooms and 2 baths in the main house. 2nd level Master bedroom opens onto private deck with views of Menemsha Harbor. Seperate guest cottage has Queen bed and a full bath. Outdoor spaces for your vacation...
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    Location Information
    Chilmark, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    6.1 kilometres from Gay Head Light (Aquinnah Light)
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get a taste of classic Vineyard living at this oceanfront Chilmark home, a simple, atmospheric escape with an elevated deck overlooking the water, a great location steps from the beach, and nearby access to tennis courts and a gym! What's nearby: This charming, camp-style cottage sits at the end...
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    Location Information
    Chilmark, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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