Discover a selection of 394 holiday home rentals in Chilmark that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at AU$ 311 per night, and holiday houses and cottages are popular options for a stay in Chilmark. Either way, you'll find holiday accommodation for everyone's needs.
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Top rated rentals — Chilmark
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Destination guide

Head to the relaxing city of Chilmark

The area's wineries and festivals are just some of the reasons to come on holiday to Chilmark. This city's beaches, hiking and local tours attract many visitors, as does its relaxing and scenic location. If you're looking for accommodation options with space to entertain friends and family, Stayz 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 holiday rental, you'll want to check out everything that makes Chilmark a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

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

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 holiday in Chilmark. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • 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

Transport 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 centre. 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.

How many holiday accommodation are available around Chilmark?

Our 2021 accommodation listings offer a large selection of 394 holiday rentals around Chilmark. From 371 holiday houses to 22 cottages, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Chilmark is on Stayz.