Destination guide

Head to the tranquil city of Chilmark

The area's wineries and festivals are just a few of the reasons to vacation in Chilmark. This city's beaches, hiking and local tours attract many visitors, and its relaxing and scenic location add to the charm. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities

Activities and attractions in and around Chilmark

Do you want to discover top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Chilmark a fun place to get away. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Island Cove Adventures (9.7 mi / 15.7 km)
  • Farm Neck Golf Club (11.2 mi / 18 km)
Natural features

Exploring the natural features in Chilmark

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Chilmark. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Menemsha Beach (0.9 mi / 1.4 km)
  • Lucy Vincent Beach (1.4 mi / 2.3 km)
  • Aquinnah Cliffs (4.5 mi / 7.2 km)
  • Polly Hill Arboretum (5.1 mi / 8.2 km)
  • Long Point Beach (6.1 mi / 9.8 km)
  • Cedar Tree Neck Sanctuary (6.3 mi / 10.2 km)
How to get there

Transportation to and around Chilmark

Fly into Vineyard Haven, MA (MVY-Martha's Vineyard), the closest airport, located 7.7 mi (12.5 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to New Bedford, MA (EWB-New Bedford Regional), which is 24.8 mi (39.9 km) away.

Where to stay around Chilmark?

Our 2019 property listings offer a large selection of 541 vacation rentals near Chilmark. From 452 Houses to 46 Cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chilmark for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Chilmark?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Chilmark:

  • Osterville: 312 vacation rentals
  • Buzzards Bay: 226 vacation rentals
  • Katama: 322 vacation rentals
  • Woods Hole: 170 vacation rentals
  • Falmouth Heights: 360 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Chilmark?

HomeAway offers a large selection of vacation rentals near lovely places in Chilmark. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Menemsha Beach: 1,641 vacation rentals
  • Martha's Vineyard Museum: 820 vacation rentals
  • Old Silver Beach: 3,077 vacation rentals
  • Oak Bluffs Town Beach: 2,672 vacation rentals
  • Horseneck State Beach: 1,159 vacation rentals

But there are many other points of interest around Chilmark listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Chilmark?

Yes, of course. HomeAway has 452 Houses in Chilmark. Our other popular types of vacation rentals in Chilmark include:

  • Cottages: 46 rentals available
  • Bungalows: 46 rentals available
  • Cabins: 46 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Chilmark?

Yes, you can select your preferred vacation rental with pool among our 63 vacation rentals with pool available in Chilmark. Please use our search bar to access the selection of vacation rentals available.

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