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Chilmark, MA vacation rentals
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Chilmark, MA Vacation rentals: no available offers. Here are other great options for your stay!

Walk To Lobsterville Beach - Chilmark, MA
10 9 reviews

Walk To Lobsterville Beach

apartment, Aquinnah
This Aquinnah, Martha's Vineyard vacation home is a short 3-minute walk from Lobsterville Beach and a 10-minute walk from Menemsha Pond, offering easy access to Aquinnah's historic cliffs and lighthouse.
The two-bedroom Cape Cod-style house features a den, two bathrooms, a well-equipped kitchen with a dishwasher, and a large private sundeck with a gas grill; it comfortably sleeps six guests and includes beach gear.
Great Screen Porch And Fun House - Chilmark, MA
10 2 reviews

Great Screen Porch And Fun House

apartment, Chilmark
This Chilmark vacation home is located off South Road, minutes from Menemsha and Lucy Vincent Beach, with easy access to Chilmark Pond and its connecting ocean beach, offering kayaks for exploring.
The newly renovated 4-bedroom, 2-bathroom house sleeps up to 8 guests and features a modern kitchen, air conditioning, an outdoor shower, and a screened porch; pets are welcome.
Charming North Road Retreat - Chilmark, MA
10 4 reviews

Charming North Road Retreat

apartment, Chilmark
This Chilmark residence, positioned on the island's second-highest point, offers panoramic views of Vineyard Sound and the Elizabeth Islands, with direct walking access to the Menemsha Hill Trails.
This 4-bedroom, 4-bathroom house accommodates up to 6 guests, featuring a well-appointed interior, outdoor living space with a grill, and is located approximately 1 mile from a public beach.
Greenehill~ Up-island 1800's Vineyard Farmhouse. - Chilmark, MA
9.6 44 reviews

Greenehill~ Up-island 1800's Vineyard Farmhouse.

apartment, West Tisbury
This charming 1800s farmhouse is located in West Tisbury, just a short walk from North Tisbury Market and Cronig's Grocery store, making it easy to access local shops and restaurants. The property has received excellent ratings for its location, cleanliness, and overall experience.
The farmhouse has four bedrooms and one bathroom, comfortably accommodating up to eight guests. Enjoy the expansive backyard with a fire pit, an outdoor shower, and a charming colonial rope bed in the sunroom, along with modern amenities like air conditioning, a dishwasher, and a Smeg refrigerator.

Frequently Asked Questions about vacation rentals in Chilmark, MA

  • What are some interesting places to visit in or near Chilmark, MA?

    Chilmark is a great base to explore the island. You can visit the historic Menemsha fishing village, hike the trails at the Gay Head Cliffs, and explore the art galleries and shops in West Tisbury. The Martha's Vineyard Museum is a must-see for learning about the island's history.
  • What are the best Airbnb and vacation rentals in Chilmark, MA?

    Beautiful Guest House In Chilmark, 4-season Guest House On Historic Chilmark Estate and Beautifully Renovated 1800s Chilmark Barn are the most popular Airbnb and vacation rentals in Chilmark, MA among travelers.

  • Which walking or cycling routes are the best in Chilmark, MA?

    The bike path along the coast from Chilmark to Aquinnah is a beautiful ride, with stunning views of the ocean. For walking, the trails at the Lobsterville Beach are a great option. You can also take a stroll along the beach in Menemsha, where you can see the fishing boats come in.
  • What are the most popular Airbnbs in Chilmark, MA?

  • What sports or outdoor activites can visitors enjoy in and around Chilmark, MA?

    Chilmark is a great place to enjoy the outdoors. You can go swimming, sunbathing, and surfing at the beaches. You can also go kayaking, paddleboarding, and fishing in the waters around the island. There are also a number of hiking trails in the area, such as the one at the Gay Head Cliffs.
  • What are the best vacation rentals with a pool in Chilmark, MA?

  • What other towns or cities can be easily accessed from Chilmark, MA?

    Chilmark is conveniently located near other towns on Martha's Vineyard. You can easily drive to West Tisbury, Aquinnah, and Vineyard Haven. You can also take the ferry to Oak Bluffs and Edgartown, which are both about a 20-minute drive from Chilmark.
  • What are the best rentals for families and kids in Chilmark, MA?

  • What amenities are commonly available in vacation rentals in Chilmark, MA?

    Vacation rentals in Chilmark typically offer a variety of amenities, including kitchens, laundry facilities, outdoor space, and sometimes even private beaches. Some rentals may also have hot tubs, fireplaces, and other luxury features.
  • What are the best rentals or Airbnbs with a jacuzzi in Chilmark, MA?

  • What time of year is best to rent a vacation rental Chilmark, MA?

    The best time to visit Chilmark is during the summer months, from June to August. The weather is warm and sunny, and there are plenty of activities to enjoy. However, if you're looking for a more peaceful experience, you can visit during the shoulder seasons, in May and September.
  • What are the local dishes in Chilmark, MA region?

    Chilmark is known for its fresh seafood, so you'll want to try the clam chowder, lobster rolls, and fresh-caught fish. You can also find a variety of other local specialties, such as the famous Martha's Vineyard pie and the Chilmark cheese.

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