Explore Chilmark

Package Holidays

Essential Chilmark

Do

Places to see, ways to wander, and signature experiences.

Stay

A mix of the charming, modern, and tried and true.

Eat

Can't-miss spots to dine, drink, and feast.

Rent a Home for Your Next Escape

Popular homes in Chilmark

Spectacular Newly Renovated Home in Menemsha
13
Sleeps 7 • 3 bedrooms • 2 bathrooms
comfortable ranch house overlooking Menemsha Bight
7
Sleeps 4 • 2 bedrooms • 2 bathrooms
Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice
20
Sleeps 8 • 3 bedrooms • 2 bathrooms
Ideal Menemsha House with Private Beach and Breathtaking Sunset Views
9
Sleeps 8 • 3 bedrooms • 3 bathrooms
Quintessential Chilmark Retreat With Water Views In Martha's Vineyard
12
Sleeps 10 • 3 bedrooms • 2 bathrooms
Luminous rural retreat with spectacular ocean views.
19
Sleeps 10 • 5 bedrooms • 3 bathrooms
Classic Cape in ideal, Chilmark location.
17
Sleeps 8 • 4 bedrooms • 3 bathrooms