Chilmark Vacation Rentals

Explore our Chilmark, MA, vacation rentals

Soothing ocean views and warm-weather bliss await with Chilmark vacation rentals. You'll find out soon enough why so many travelers keep Martha’s Vineyard in their sights when dreaming up beach getaways. Head to this bucolic wonder and feel your worries wash away in the sand. 

Whether a family vacation or a romantic getaway, Chilmark offers the ideal scenic backdrop to new memories made along the coast. If you’ve ever wanted to spend time along Cape Cod without the bustle of crowds, this is the perfect place. Stroll by the scenic small ponds, relax amid the wildflowers at Cedar Neck Tree Sanctuary, or head into Tisbury for fine dining options and fresh seafood eateries.

Things to do in Chilmark, MA

There is so much to discover on your next trip to the shore. From your home back in Chilmark, you can easily explore all that Martha’s Vineyard, Cape Cod, and Nantucket have to offer. 

• Chilmark is known for its tranquility and natural wonders. The beaches get the most draw in the summer, although it's important to note that most beaches are reserved for residents only and require seasonal passes. Luckily, the town has one fully public beach that doesn't require a pass. Leave your worries behind and head to Menemsha Beach, on the North Shore of the island. It's perfect for the entire family thanks to its gentle waves and clean water. 
• The town's ponds also make for great picnic spots. Tisbury Great Pond, Menemsha Pond, and Squibnocket Pond are all popular spots during the summer for late-afternoon strolls. Head to Peaked Hill, the tallest point on the island at 311 feet, for a great view of the area. 
• During your stay, don’t miss out on the area’s stunning nature preserves. Menemsha Hills Reservation is a hiker's dream. You can head up to the second-tallest peak on the island, through wetlands and woodlands, and enjoy spectacular ocean views at this 211-acre preserve. Don't forget your fishing rod as you're more than welcome to surfcast here.
• The Waskosim's Rock Reservation is great for hikers and bikers who can traverse woodland, open fields, and wetland at this 185-acre preserve. The Fulling Mill Brook Conservation Area is worthy of a detour due to its variety of activities, from hiking to horseback riding. The 50-acre preserve boasts nesting songbirds and numerous footbridges over babbling brooks. 

Day Trips from Chilmark

While Chilmark is a great place to explore, you could spend plenty of time venturing out of town and seeing all the other great spots on the Vineyard. West Tisbury has a 60-acre Polly Hill Arboretum that’s well worth a visit, as well as a collection of markets and cafes. Vineyard Haven is known for the Long Point Wildlife Refuge, as well as a number of mom-and-pop shops. Edgartown has the peaceful Cape Pogue Wildlife Refuge and the Felix Neck Wildlife Sanctuary. Ride the country's oldest carousel in Oaks Bluff or visit the historic East Chop Lighthouse. 

Natural beauty and tranquility blend together in lovely Chilmark. Book a Chilmark vacation rental today and take advantage of peaceful coastal living.