Chilmark Vacation Rentals - HolidayHomes base64Hash Chilmark Vacation Rentals - HolidayHomes

Chilmark Vacation Rentals

Browse 61 available vacation homes and compared across 6 trusted partners

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Top-Rated Vacation rentals in Chilmark

Book the highest-rated Chilmark vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Chilmark
Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby
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House Chilmark
House with grill, patio & yard | Nature view
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House Chilmark
Child-friendly beautiful house with yard, jacuzzi & patio
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House Chilmark
Children-friendly nice vacation home with garden, patio & barbecue | Nature view | Next to the beach | Pets are welcome
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House Chilmark
House with patio, barbeque & yard | Nature view
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House Chilmark
Classic Modern House on its Own Point of Land with Astounding Views
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House Chilmark
Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
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House Chilmark
Peaceful Chilmark Farmhouse by Menemsha Beach
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Cabin Chilmark
Pet-Friendly Historic Chilmark Cottage
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House Chilmark
House with garden, barbecue & patio | Nature view
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House Chilmark
Beautiful house with BBQ, garden & terrace | Beach nearby
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House Chilmark
House with barbeque, garden & terrace | Nature view
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House Chilmark
House with garden, patio & BBQ
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Cabin Chilmark
Waterfront cottage a short boat ride to the ocean beach
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Cabin Chilmark
Chilmark pond side cottage with beach access, sweeping views
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Top 15 most Recommended Vacation Rentals in Chilmark

Discover your ideal Chilmark vacation rental with real-time comparisons of 61 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Chilmark
House ∙ 10 guests ∙ 4 bedrooms

223 m² House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Menemsha accommodates 10 guests and features a cozy fireplace for a warm and inviting stay.
from $639
per night
(22)
View deal
House Chilmark
House ∙ 8 guests ∙ 4 bedrooms

156 m² House

Chilmark, Dukes County, Massachusetts, United States
Spacious house rental in Menemsha for 8 guests featuring a private pool and a fully equipped kitchen for a comfortable stay.
from $937
per night
(34)
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House Chilmark
House ∙ 8 guests ∙ 3 bedrooms

139 m² House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Menemsha accommodates 8 guests and features a cozy fireplace for a relaxing stay.
from $847
per night
(25)
View deal
House Chilmark
House ∙ 8 guests ∙ 4 bedrooms

186 m² House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Menemsha accommodates 8 guests and features a private pool for a relaxing vacation experience.
from $3,453
per night
(1)
View deal
House Chilmark
House ∙ 8 guests ∙ 4 bedrooms

306 m² House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Chilmark accommodates 8 guests and features a cozy fireplace for warm gatherings.
from $1,855
per night
(18)
View deal
House Chilmark
House ∙ 13 guests ∙ 6 bedrooms

279 m² House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Menemsha accommodates 13 guests and features a family-friendly kitchen for enjoyable gatherings.
from $663
per night
(45)
View deal
Cabin Chilmark
4 guests ∙ 2 bedrooms

Cabin

Chilmark, Dukes County, Massachusetts, United States
This cozy cabin in Menemsha accommodates 4 guests and features a charming yard for outdoor relaxation.
from $403
per night
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House Chilmark
House ∙ 8 guests ∙ 4 bedrooms

310 m² House

Chilmark, Dukes County, Massachusetts, United States
Charming house rental in Menemsha for 8 guests featuring a spacious yard and pet-friendly accommodations.
from $1,347
per night
(18)
View deal
House Chilmark
House ∙ 3 guests ∙ 2 bedrooms

45 m² House

Chilmark, Dukes County, Massachusetts, United States
Charming house rental in Menemsha accommodates 3 guests and features a cozy kitchen for your culinary adventures.
from $321
per night
(82)
View deal

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