117+ Rental Villas and Private Getaways in Chilmark |
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Chilmark Vacation Rentals & One Degree Stays Homes

About Chilmark Vacation Rentals

There are more than 117 vacation rentals that are available in Chilmark. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Chilmark.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Chilmark, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Chilmark. Places to stay near Chilmark are 936.88 ft² on average, with prices averaging US $1,833 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Chilmark with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Chilmark

Type Count
Vacation Homes 97
Cottages 18
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Chilmark

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chilmark.

Weather in Chilmark, MA

View the weather forecast for Chilmark before booking your Chilmark Vacation Rentals to confirm your best time to go.

December - February
High 46°F       Low 21°F
March - May
High 66°F       Low 25°F
June - August
High 81°F       Low 55°F
September - November
High 76°F       Low 33°F

Top Attractions Around Chilmark, MA

OneDegreeStays offers a large selection of top attractions around Chilmark. Research things to do on your vacation before you visit Chilmark.


Chilmark Chocolates
Lucy Vincent Beach
The Yard
Menemsha Beach
Fulling Mill Brook Preserve
Waskosim's Rock Reservation
Menemsha Blues Charters
Squibnocket Pond
Old Silver Beach
Oak Bluffs Harbor
Inkwell Beach
Falmouth Heights Beach
Katama Beach
Woods Hole Ferry Terminal
Edgartown Lighthouse
Oak Bluffs Town Beach
Nobska Lighthouse
Surf Drive Beach
Martha's Vineyard Film Center
Island Queen Ferry

Other Places to Stay in Chilmark, MA


Dukes County 1,162 Properties
Fulling Mill Brook Preserve 162 Properties
The Yard 155 Properties
Menemsha Beach 151 Properties
Menemsha Blues Charters 150 Properties
Menemsha 146 Properties
Waskosim's Rock Reservation 146 Properties
Chilmark Chocolates 136 Properties
Lucy Vincent Beach 123 Properties
Squibnocket Pond 115 Properties

Frequently Asked Questions About Chilmark?

What are the top vacation rentals in Chilmark?

There are a lot of options in Chilmark. If you plan on staying in the Chilmark area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chilmark:

Which vacation homes in Chilmark are best for families?

If you are looking for a family-friendly vacation home in Chilmark, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chilmark:

How many onedegreestays vacation rentals are available in Chilmark?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 117 in the Chilmark area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Chilmark. 


People Also Ask

There are 117 Chilmark, MA Vacation Rentals

Recently Booked Vacation Rentals in Chilmark