Chilmark Villa Rentals

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Compare Villas, Resorts, & Rentals in Chilmark

117 villas and rentals
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Luxury Places to Stay in Chilmark

Over 108+ Luxury Places to Stay in or Near Chilmark
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Top-Rated Villas with a Pool in Chilmark

Over 7+ Top-Rated Private Villas with a Pool in or Near Chilmark
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Pet-Friendly Villas in Chilmark

Over 45+ Pet-Friendly Private Villas in or Near Chilmark
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Large Private Villas in Chilmark

Over 24+ Large Villas in or Near Chilmark for Groups and Families
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Instantly Bookable Villa Rentals in Chilmark

Over 17+ Instantly Bookable Private Villas in or Near Chilmark
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About Chilmark Vacation Rentals

There are more than 117 incredible getaway rentals that are available in Chilmark. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Chilmark.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Chilmark, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Chilmark. Places to stay near Chilmark are 925.53 ft² on average, with prices averaging CA $3,498 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Chilmark. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Chilmark, MA


Dukes County 845 Properties
Fulling Mill Brook Preserve 132 Properties
The Yard 125 Properties
Waskosim's Rock Reservation 118 Properties
Menemsha 115 Properties
Menemsha Beach 115 Properties
Menemsha Blues Charters 114 Properties
Chilmark Chocolates 109 Properties
Lucy Vincent Beach 105 Properties
Squibnocket Pond 88 Properties

Hotels in Chilmark and 98 rentals

Recently Booked Hotels, Resorts, or Rentals in Chilmark

Frequently Asked Questions About Chilmark?

What are the top hotels or resorts in Chilmark?

We provide an array of great vacation destinations in Chilmark. If you are looking to stay in or around the Chilmark area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Chilmark:

How many hotels, resorts, or rentals are available in Chilmark?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 117 in the Chilmark area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Chilmark.