Where to stay around Chilmark, MA?

Our 2019 property listings offer a large selection of 536 vacation rentals near Chilmark. From 436 Houses to 59 Bungalows, 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 VRBO.

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:

  • Katama: 243 vacation rentals
  • Buzzards Bay: 194 vacation rentals
  • Falmouth Heights: 277 vacation rentals
  • Osterville: 279 vacation rentals
  • West Falmouth: 87 vacation rentals

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

Can I rent Houses in Chilmark?

Yes, of course. VRBO has 436 Houses in Chilmark. Our other popular types of vacation rentals in Chilmark include:

  • Bungalows: 59 rentals available
  • Cottages: 59 rentals available
  • Cabins: 59 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 prefered vacation rental with pool among our 56 vacation rentals with pool available in Chilmark. Please use our search bar to access the selection of vacation rentals available.

    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 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)

    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)