Search Chilmark Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Chilmark cottages

A wooden deck with Adirondack chairs and a table, surrounded by potted plants and overlooking a body of water.

1. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (17 reviews)
"This property was beautiful, peaceful, and so relaxing! The communication and check-in were effortless, the house was spotless, and the views were fabulous! We definitely want to return!"
United States
Judith M.
The price is AU$766
includes taxes & fees
24 Nov - 25 Nov
Charming cottage overlooking the bay in Padanaram Village.
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.
View all properties

Learn more about Chilmark

Menemsha Beach offers spectacular sunsets where locals and visitors gather with picnic dinners to watch the sky change colours. Hike the scenic trails at Waskosim's Rock Reservation or visit nearby Martha's Vineyard for charming shops and restaurants.

See all hotels in Chilmark
A dock with boats, a small wooden structure, and a forested shoreline.

Top reviews in Chilmark

A balcony with a table and chairs, overlooking a marina with boats and a distant shoreline.
Mansion House Inn And Spa

Mansion House Inn And Spa

Mansion House Inn And Spa
Vineyard Haven

10/10 Excellent

Lovely inn. Great atmosphere and lovely staff. Enjoyed our time here
Australia
Anonymous traveller
Reviewed September 8, 2019
Mansion House Inn And Spa

Frequently Asked Questions

How much do cottages in Chilmark cost?

Cottages in Chilmark range between AU$766 and AU$766 per night. These properties offer a chance to get in touch with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What is there to do in Chilmark near my cottage?

You'll find loads of fantastic things to do in Chilmark. Head for attractions like Lamberts Cove Beach, Menemsha Beach and Lucy Vincent Beach. Long Point Beach, The Yard and Gay Head Lighthouse also lure many visitors.