Photo by Wen C.

Chilmark houses

We found 498 houses — enter your dates for availability

Find spaces that suit your style

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday home rentals in Chilmark?
Consider one of our 498 holiday home rentals and start making plans for your Chilmark trip. Whether you're staying in Makonikey, Lagoon Heights, Katama or another popular area, you'll discover the ideal house on Bookabach.
How much does it cost to stay in a holiday rental house in Chilmark?
Prices vary depending on length of stay, time of year and exact property location, so key in your travel details to find out what's available. Whatever your budget or plans, Bookabach has holiday home rentals in Chilmark for all kinds of guests.
When is the best time to rent a holiday house in Chilmark?
Many Bookabach guests love staying in a holiday home rental in Chilmark during August. At this time of year, the temperature ranges between 21ºC and 23ºC in this part of Martha's Vineyard.
Where can I rent a Chilmark holiday house with great views?
Houses with nature views are among the types of holiday home rentals you can book in Chilmark. If you're searching for properties that come with vistas worth bragging about, Bookabach will help you find them.
Does Chilmark have any weekend house rentals?
Browse our weekend rentals and get packing for a fun-filled few days away. Our tips for booking your perfect house in Chilmark? Be flexible when searching and change your dates until you find the holiday home rental that fits your needs.
Are there any pet-friendly house rentals in Chilmark?
Yes, you'll find 12 holiday home rentals where pets are welcome in Chilmark, so your best friend won't miss out on the fun! Use our filter tool to browse for pet-friendly houses that feature perks like dog beds and complimentary treats for them, and lots of comfortable amenities for you.
What are the top things to do in Chilmark?
From Martha's Vineyard Museum to Martha's Vineyard Film Centre and Aquinnah Cliffs, there are plenty of exciting things to see and do during your family trip to Chilmark. With the sightseeing taken care of, we're here to help you book a holiday home rental that matches your budget and style.
Why should I book my holiday rental house with Bookabach?
Bookabach takes the hassle out of finding your dream holiday home rental. Use our filters to narrow your search by budget, property type, amenities and more. Whatever your preference, you'll always get the entire space for you and whoever you're adventuring with. Plus, our cancellation policies offer peace of mind should your plans change. You'll get a 100% refund if you cancel your booking within the timeframe specified by the property's cancellation policy.