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Chilmark Hideaway - Menemsha, Massachusetts
Chilmark Hideaway - Menemsha, Massachusetts
Chilmark Hideaway - Menemsha, Massachusetts
Chilmark Hideaway - Menemsha, Massachusetts
Chilmark Hideaway - Menemsha, Massachusetts
Chilmark Hideaway - Menemsha, Massachusetts
Chilmark Hideaway - Menemsha, Massachusetts
Chilmark Hideaway - Menemsha, Massachusetts
Chilmark Hideaway - Menemsha, Massachusetts
Chilmark Hideaway - Menemsha, Massachusetts

Menemsha, Massachusetts

Chilmark Hideaway

3 - 9410


This year-round Martha's Vineyard home was built around a converted central barn, which now contains the master bedroom and bath upstairs , and downstairs a dining room, living room complete with a fireplace, magnificent sweeping water views and a separate sitting/tv room . The two flanking wings (built in 1993) comprise a modern gourmet eat-in kitchen with a commercial range and cooking fireplace. On the other side is a bedroom wing with two large downstairs bedrooms (1 queen, 1 double) and bathroom. The upstairs bedroom has a double bed and two twins with a separate bath. The front deck has a breath taking sunset view of Menemsha Harbor, Gay Head, and the epic Atlantic Ocean beyond. Away from the water side is a a brightly colored flower garden, out buildings and a large lawn area shaded with tall oaks. Close by to Menemsha which contains a harbor bustling with boats, two fish markets, grocery store, antique and clothing shops and Menemsha Beach itself is a short walk away. You will also have access to Lucy Vincent and Squibnocket two of the most magnificent and popular surfside beaches.

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Property Details


Single Family Home with 2 levels
4 bedrooms, 3 baths, 2800 square feet


2x Twin, Full, Queen, and Queen
10 guests maximum

Nearest airport

Katama Airpark
15 - 20 minutes by car

Property View

Ocean View Water View

Property ID


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Activities of Interest

  • Fish
  • Golf
  • Hike
  • Shopping
  • Watersports
  • Swimming
  • Waterskiiing
  • Antiquing
  • Tennis
  • Restaurants
  • Biking
  • Boating
  • Surfing

Places of Interest

  • Gay Head
  • Trinity Park Tabernacle
  • Menemsha Harbor
  • Offshore Ale Company
  • Edgartown Lighthouse
  • South Beach
  • Aquinnah Cliffs - These cliffs are stunning and worth every minute of the trip
  • The Mod Spa - The Mod Spa offers massages, yoga and spa treatments.
  • Island Cove Miniature Golf – A water theme Miniature Golf Course with outdoor climbing wall and Grill.
  • Larsen’s Fish Market – Located in the fishing village of Menemsha and open seasonally. Offering locally caught fresh seafood in both the market and from the kitchen.
  • Vincent House Museum – Is the islands oldest residence and depicts life on the island over the last four centuries.
  • Ocean Park – Located in Oak Bluffs this park is a beautiful open space surrounded by traditional houses. It is a fantastic place to relax.
  • Cottage Museum – The typical campground cottage is open to visitors allowing them to see inside one of these traditional houses.


Beautiful and serene setting

We thoroughly enjoyed our stay at Chilmark Hideaway, which is located on a quiet side of the island. There is a lovely walk that takes you to the beach, fish markets and a cafe where you can enjoy coffee. It is such fun to watch the busy harbor, and we went out on a fishing charter and brought home dinner. The home is well equipped and very comfortable, and the views are simply beautiful. We met the owner who graciously answered our questions, and his brother who lives in the house next door. We explored many spots on the island and were always happy to return "home" to this lovely spot. As an aside, this part of the island is "dry" so if you enjoy a glass of wine you will want to pick that up at a store near the airport or in other parts of the island. You can bring a bottle to a restaurant -- it seems to be quite the norm here. ”

Carolyn ManningJune 2016

Warm and Welcoming Menemsha Home

We had a lovely Fall wedding weekend in this beautiful home. The owners were extremely helpful and informative about the Island. Martha's Vineyard is lovely this time of year and almost everything is still open for the season. We would love to return. Thanks 3rd Home!”

Nina EssmanOctober 2015

Charming well-loved cottage overlooking the sea

We are frequent visitors to Menemsha by sailboat and staying at this charming, welcoming home has more than made up for the fact that due to surgery, we were not able to sail this year. Just as pictured, the home is spacious and comfortable and just what you'd expect a cozy beach house to be. The owner, Peter, has been very attentive to our emails and questions. It is necessary to get a car ferry reservation to be way out here on this end of Martha's Vineyard. We had dinner at the Beach Plum Inn down the road which was excellent and tonight we will bring in cooked lobsters and steamers from Larsen's. Fiddlehead Farm and Chilmark General Store aren't far for excellent farm produce, cheeses and pies. There is a path to Menemsha beach and we will buy passes to the Lucy Vincent beach which is a long stretch (for renters/owners only) that we see from our back deck. The view from the master bedroom above the trees is breathtaking. We would be happy to come back any time.”

Cindy VaccaroJuly 2015

Chilmark Hideaway

Unfortunately I wasn't able to visit the Chilmark Hideaway and had to cancel at the last minute. Hope to visit in the future as the communication and information for the house and transportation to the island were very beneficial in planning. ”

Patricia FletcherSeptember 2014

Martha's Vineyard Charm

What a wonderful Martha's Vineyard retreat and experience. The home is located on a bluff overlooking the water. It is warm and inviting. It has a wonderful kitchen, great art, photos and mementos from the area. Menemsha is a peaceful fishing village with an excellent fish market - Larsen's Fish Market. It is just a short 5 minute walk to the beach. It a very quiet, restful, location. Thank you for a great week. ”

phyllis sinclair

Vacation Bliss

We had a wonderful family vacation in Martha's Vineyard. This secluded home is a quiet paradise. The well outfitted kitchen was a dream to cook up the fresh seafood from the docks 5 minutes away. A beautiful deck with a lovely ocean view was our morning coffee spot. The owners brother lives next door and was super helpful with our quirky questions! ”

Stephanie McLemoreJune 2014

Wonderful Time at Chilmark Hideaway

We had a wonderful time at this great island home on Martha's Vineyard. The private beach was fantastic, great weather, beautiful home with fantastic views, and very relaxing. ”

Adam OaksJuly 2012
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