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Chilmark, MA hotels
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New! Renovated Family-friendly Vineyard Haven Home, Close To Town! - Chilmark, MA
10 35 reviews
Chilmark, MA
06/23 – 07/02
$1063/nighttotal: $9567 (9 )

New! Renovated Family-friendly Vineyard Haven Home, Close To Town!

3 2
apartment , Tisbury
This vacation rental is located in Vineyard Haven, just a 10-minute walk from Tisbury Town Hall and Katharine Cornell Memorial Theater. The home offers easy access to the town's attractions and activities while being close to the serene Lake Tashmoo. This property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The house features three bedrooms and a fully equipped kitchen with modern appliances. Enjoy the outdoors with a private fenced yard, gas grills, and a beautiful garden. Guests can stay connected with free Wi-Fi and relax in a smoke-free environment.
Amazing Waterview Of The Elizabeth Islands - Chilmark, MA
10 1 review
Chilmark, MA
06/23 – 07/02
$1303/nighttotal: $11727 (9 )

Amazing Waterview Of The Elizabeth Islands

1 2
apartment , West Tisbury
This secluded hilltop retreat in West Tisbury offers panoramic views of Vineyard Sound and Buzzards Bay from 35 private acres, providing access to Quansoo Beach and Philbin Beach.
This 6-bedroom, 2-bathroom residence accommodates up to 14 guests, featuring a massive fieldstone fireplace and ample opportunities for nature observation and tranquil walks.
Oceanfront Home & Guest House W/ Private Beach! - Chilmark, MA
Chilmark, MA
08/09 – 08/20
$13544/nighttotal: $148984 (11 )

Oceanfront Home & Guest House W/ Private Beach!

1 2
apartment , Chilmark
This 6-bedroom Chilmark vacation rental is located on the South Shore, a short distance from the Atlantic Ocean beach.
The home features a private South Shore beach access, a spacious yard, and a separate guest house, comfortably accommodating up to 11 guests.
Private Chilmark Estate On 3 Acres - Guest Suite & - Chilmark, MA
Chilmark, MA
06/23 – 07/02
$2415/nighttotal: $21735 (9 )

Private Chilmark Estate On 3 Acres - Guest Suite &

1 2
apartment , Chilmark
This private Chilmark estate offers 3+ acres with a pond and stream, providing 8-10 guests with easy access to Lucy Vincent and Squibnocket area beaches.
This residence features 3 en suite bedrooms, an open-plan living area, a screened porch, and a fire pit, with a detached lounge offering additional flexibility for your stay.

Frequently Asked Questions about hotels in Chilmark, MA

  • What are the top landmarks to see in and around Chilmark, MA?

    Chilmark is known for its beautiful beaches, so a visit to the iconic Menemsha Beach is a must. You can also check out the historic Gay Head Lighthouse, a stunning landmark on the cliffs of Aquinnah. For a taste of local history, visit the Chilmark Historical Society Museum.
  • What are the most popular 2, 3 and 4-star hotels in Chilmark, MA?

    Among 2, 3 and 4-star hotels in Chilmark, MA, Menemsha Inn & Cottages is the most popular one.

  • What are the most affordable attractions in and around Chilmark, MA?

    The best part about Chilmark is that many attractions are free! You can enjoy the beautiful beaches, walk the trails at the Menemsha Hills Reservation, or explore the charming Chilmark town center. The Chilmark Historical Society Museum offers a free admission day each week, too.
  • What are the best pet friendly hotels in Chilmark, MA?

    The best pet friendly hotel in Chilmark, MA is Menemsha Inn & Cottages.

  • How can travelers relax during a week in and arond Chilmark, MA?

    Chilmark is all about slowing down and enjoying the simple things. Spend your days swimming, sunbathing, or kayaking at the beaches. Take a bike ride along the scenic roads, or simply relax with a good book on your porch. You can also book a massage at one of the local spas.
  • What amenities can travelers expect in hotel rooms in Chilmark, MA?

    Most hotels in Chilmark offer basic amenities like air conditioning, Wi-Fi, and a private bathroom. Some hotels may also have additional amenities like a pool, a hot tub, or a fitness center. Be sure to check the hotel's website for details on their amenities.
  • When is the best time to book a hotel in Chilmark, MA?

    The best time to book a hotel in Chilmark is in the shoulder seasons, like spring or fall, when the weather is still pleasant but the crowds are smaller. If you're looking for the best deals, you can often find discounts on hotels during the off-season, from November to April.
  • What are some pet-friendly activities in and around Chilmark, MA?

    Many of Chilmark's beaches allow dogs, so you can enjoy a walk on the beach with your furry friend. You can also take your dog for a hike in the Menemsha Hills Reservation, where there are plenty of trails to explore. Some restaurants in Chilmark also have outdoor seating where you can bring your dog.
  • Which towns or cities worth a visit near Chilmark, MA?

    If you're looking for a day trip, head over to the charming town of Edgartown, known for its historic architecture and quaint shops. You can also visit the bustling town of Oak Bluffs, famous for its colorful gingerbread cottages and lively nightlife. For a taste of history, visit the town of West Tisbury, home to the historic West Tisbury Library.

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