Waskosim's Rock Reservation

Popular places to visit

The Yard

Walk around the campus at The Yard during your stay in Chilmark. Stroll along the area's waterfront or simply savour its wineries.

The Yard

Fulling Mill Brook Preserve

Enjoy an outing to Fulling Mill Brook Preserve during your stay in Chilmark. Wander the area's waterfront or simply enjoy one of its wineries.

Fulling Mill Brook Preserve

Middle Road Sanctuary

You can take time to visit Middle Road Sanctuary during your travels to Chilmark. Take in the festivals and sunsets in the area.

Middle Road Sanctuary

Chilmark Town Hall

After visiting Chilmark Town Hall, make a plan to see the other sights and activities in Chilmark. Wander the beaches or discover the area's sunsets.

Chilmark Town Hall

Menemsha Beach

Why not spend a care-free afternoon at Menemsha Beach during your travels in Chilmark? Take in the festivals and sunsets in the area.

Menemsha Beach

Chilmark Public Library

After visiting Chilmark Public Library, make a plan to see the other sights and activities in Chilmark. Amble around the area's beaches or experience its festivals.

Chilmark Public Library

Top Hotel Deals

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Chilmark
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D

Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D

Chilmark
Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

Chilmark
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

Chilmark
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

Chilmark
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach

Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach

Chilmark
Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach
Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool

Chilmark
Cozy efficiency apartment/heated pool
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

Aquinnah
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
Private cottage nestled in center of the Vineyard

Private cottage nestled in center of the Vineyard

West Tisbury
Private cottage nestled in center of the Vineyard
See all 1,202 properties in Waskosim's Rock Reservation
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.